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Slash Tax

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This podcast has
29 episodes
Language
English
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Date created
2025/06/02
Latest episode
2026/10/21
Average duration
45 min.
Release period
24 days

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Slash Tax is your go-to podcast for legal tax strategies, powerful incentives, and tax-advantaged investments. Hosted by Heidi Henderson, this show is designed for high-income earners, business owners, real estate investors, and CPAs who want to cut tax bills, keep more cash, and build lasting wealth. Each episode brings expert insights, actionable strategies, and real-world examples—helping you take control of your financial future.

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Mobile Home Parks: Affordable Housing With Serious Depreciation
2026/10/21
Most investors skip right past mobile home parks. Leo Young built his firm around them, and the depreciation numbers in this episode show why. “Trailer parks, mobile home parks, manufactured housing communities. They’re all three different terms for the same property.”Heidi Henderson talks with Leo Young, Founder and Managing Partner of Cornell Communities. Leo started in sales at Tesla, moved into real estate brokerage and then acquisitions at a private equity fund, and now owns and operates manufactured housing communities in several states. In most parks the investor owns the land and the residents own their homes, so residents handle their own upkeep and the property runs with a small team. Leo explains why Cornell buys existing parks instead of building new ones, and what he checks before buying: local regulations, and deferred maintenance on roads, septic and utilities that are often 50 years old or older. He also shares one of their deals, a distressed park in the Southeast with just under 80 units. They were in for around $600,000, fixed the roads and lighting, brought rents closer to market, added about 10 homes, and roughly tripled the value in 18 months. “You can’t depreciate past your basis.” On the tax side, a large share of a park’s value is land improvements and infrastructure, which can qualify for 100% bonus depreciation. Leo says they usually see 60 to 80% of the purchase price eligible in year one. For most LP investors those losses are passive and offset passive income. Real estate professionals may be able to use them against other income, so check with your CPA. “We’re not afraid to sit on our hands.” They also talk about how Cornell finds deals, sponsor fees, minimum investments, and why investors sometimes wait months between offerings. WHAT YOU’LL LEARN Why manufactured housing is an affordable housing play | How the land lease model works | Why Cornell buys existing parks instead of developing | Regulation and deferred maintenance risk | A distressed park that roughly tripled in value in 18 months | How LPs invest deal by deal and receive a K1 | Why a low purchase price limits depreciation | 60 to 80% of the purchase price eligible for bonus depreciation | Passive investors vs real estate professionals | Sponsor fees, minimums, and co investment ABOUT LEO YOUNG Leo Young is the Founder and Managing Partner of Cornell Communities, a real estate investment firm specializing in the acquisition, operation, and revitalization of manufactured housing communities across the United States. He focuses on disciplined underwriting, operational value creation, investor partnerships, and expanding access to affordable housing. CONNECT WITH LEO YOUNG & CORNELL COMMUNITIES Website: https://cornellcommunities.com/ LinkedIn: https://www.linkedin.com/in/leo-young Instagram: @leoyoungrealestate TIMESTAMPS 00:00 Highlights 00:30 Introduction 02:43 Meet Leo Young of Cornell Communities 03:12 From Tesla sales to real estate 06:53 Private equity acquisitions and mobile home parks 08:23 What private equity taught him about risk 13:51 Investing with impact 15:57 Trailer park vs mobile home park vs manufactured housing 17:43 Old parks and aging infrastructure 18:40 The business model: own the land, residents own the homes 19:26 Why they buy existing parks instead of developing 19:59 The two big risks: regulation and deferred maintenance 23:25 Case study: an 80 unit distressed park 24:48 Roads, lighting, and below market rents 26:03 Tripling the value in 18 months 26:52 How investors partner as LPs 28:40 Why a low basis limits depreciation 29:05 Land improvements and 100% bonus depreciation 30:36 60 to 80% of the purchase price in year one 31:41 Passive losses and who can use them 32:51 Real estate professionals and year end deductions 34:24 How Cornell finds deals 38:32 Running parks in multiple states 40:39 The ideal investor 44:52 Sponsor fees 46:32 Minimum investment and co investing 47:53 How to reach Leo 49:01 Final takeaways Resources:Free Cost Segregation Benefit Analysis: https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv IRS Audit Technique Guidelines: https://www.irs.gov/pub/irs-pdf/p5653.pdf Baselane Affiliate Link: https://baselane.com/engineeredtaxservices Baselane Promo Code: ENGINEERING6 Use ENGINEERING6 for 6 months free of Baselane Smart Premium. Links: LinkedIn - https://linkedin.com/in/heidihenderson Instagram - https://www.instagram.com/slashtaxwithheidi/ Facebook - https://www.facebook.com/slashtaxwithheidi/ Engineered Tax Services has helped investors unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives. Visit engineeredtaxservices.com Past results do not guarantee future returns. Nothing here is investment, tax, or legal advice. Subscribe to Slash Tax | Leave a review | Share with an investor looking beyond multifamily
The Roth IRA for Capital Gains Nobody Talks About
2026/10/01
What if a capital gain could be deferred for five years, partly discounted, and then everything it grows into came back to you tax free? Opportunity Zones started under the 2017 Tax Cuts and Jobs Act to push private investment into underserved communities. The One Big Beautiful Bill Act made them permanent and created a new generation of zones starting in 2027. In Part 2 of her conversation with Todd Lofgren of Alternative Tax Management, Heidi Henderson walks through what Opportunity Zones 2.0 actually changes and who it makes sense for. The original program had one fixed deferral date. The new version rolls. Every investment gets its own five year deferral, a 10% step up in basis if held five years, and 30% if the project sits in a rural zone, which now includes farms, ranches, and agricultural land. Hold for 10 years and the growth can be sold with no tax owed. That is why the industry calls a QOZ a Roth IRA for capital gains. Heidi also raises a difference she says nobody talks about. In a 1031 exchange, every dollar of proceeds has to roll into the next property. With a QOZ, you only reinvest the gain and you keep the rest. For investors who want out of real estate entirely, it works as a second exit after the DST strategy covered in Part 1. Todd covers what qualifies as a gain, why you have 180 days to invest it, and how some funds return capital at year five to help cover the tax bill when the deferred gain comes due. He explains why a gain triggered in the second half of 2026 can end up with close to six years of deferral, and why his team only brings on funds with a track record through multiple economic cycles. Both of them keep coming back to the same rule. Investment first, tax benefit second. A great tax incentive does not make a bad investment good. KEY TOPICSWhat an Opportunity Zone is and how each governor picks the tracts | The $160 billion invested since 2017 and what it did to household income and unemployment | Why the zones are now permanent and what is still unknown about the new tracts | The rolling five year deferral under QOZ 2.0 | The 10% step up in basis, and 30% for rural zones | Why a QOZ behaves like a Roth IRA for capital gains | QOZ 1.0 vs QOZ 2.0 | Why only the gain is reinvested, not the full sale price | 1031 exchange vs Opportunity Zone | Stock, crypto, art, and business sales as qualifying gains | The 180 day investment window | How some funds help investors pay the tax at year five through energy and real estate refinancing | Why business QOZs are rare and most funds are run by developers | Only investing what you can leave alone for 10 years | The biggest mistake: chasing the tax break without vetting the investment ABOUT TODD LOFGRENTodd Lofgren has over 25 years of experience in the financial services industry working with institutional asset managers, providing investment solutions to financial advisors and CPAs. He uses his diverse background to partner with advisors, accounting professionals, and others to deliver tax advantaged solutions for high net worth clients and small business owners. Todd lives in Berwyn, Pennsylvania with his wife Lianne and their three children, and in his free time enjoys tennis, pickleball, golf, and live music. CONNECT WITH TODD LOFGREN & ALTERNATIVE TAX MANAGEMENTWebsite: https://www.alternativetaxmanagement.com/LinkedIn: https://www.linkedin.com/in/todd-lofgren-awm/Email: [email protected] Resources:Get A Free Cost Segregation Benefit Analysis Here:https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv IRS Audit Technique Guidelines:https://www.irs.gov/pub/irs-pdf/p5653.pdf Baselane Affiliate Link:https://baselane.com/engineeredtaxservices Baselane Promo Code: ENGINEERING6Use promo code ENGINEERING6 to receive 6 months of free Baselane Smart premium tier. Enter the code when prompted to subscribe to Baselane Smart. Links:LinkedIn - linkedin.com/in/heidihendersonInstagram - instagram.com/slashtaxwithheidiFacebook - facebook.com/slashtaxwithheidihttps://app.411core.com/r/XCB LEARN MOREEngineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L.👉 Visit engineeredtaxservices.com Qualified Opportunity Zone funds carry risk, fees, illiquidity, and strict compliance requirements. Any figures discussed are illustrative and not a guarantee of future results. Nothing in this episode is investment, tax, or legal advice. Evaluate any QOZ investment with a qualified tax, legal, and investment professional before acting. Subscribe to Slash Tax | Leave a review | Share with someone sitting on a big capital gain
Sell Your Rentals, Skip the Tax Bill: The 1031 DST Explained
2026/09/23
You have owned the property for years. It has appreciated. You have depreciated it down to almost nothing. Now you are tired of tenants, tired of toilets, tired of property managers, tired of making decisions about roofs and HVAC systems and lease renewals. So you decide to sell, and then your CPA tells you exactly how much tax you are going to owe. Most investors know a 1031 exchange defers that gain. The catch is that a traditional 1031 puts you right back into another piece of real estate you have to identify, acquire, own, and manage. Heidi Henderson sits down with Todd Lofgren of Alternative Tax Management to walk through the option a surprising number of investors have never heard of. The Delaware Statutory Trust. A DST lets you roll your proceeds into fractional ownership of a professionally managed portfolio of properties. It satisfies the 1031 requirements, it keeps you invested in real estate, and it moves the day to day management to a sponsor. Todd calls it the exit ramp from the managerial role. Todd and Heidi get into the mechanics. What you actually own, how sponsors structure the trust, why the debt on your old property has to come with you, and how distributions come back tax friendly because depreciation starts over. They also cover what you give up: zero liquidity, no control, and a four to seven year hold. If you ever cash out, the capital gains and 25% depreciation recapture from that original property follow you the entire way. Todd also breaks down the due diligence side, which is where most investors are flying blind. Boutique shops with creative marketing and nothing behind the fact sheets. Offerings that hit their capital raise and vanish. Why real inventory matters when your proceeds are ready to move. KEY TOPICSWhat a Delaware Statutory Trust is, its 1988 origin in Delaware, and the 2004 IRS ruling that made DSTs valid 1031 replacement property in all states | Sponsors, accredited investors, and the $100,000 typical minimum | The boot problem and how leftover 1031 proceeds avoid a tax bill | Diversifying across sponsors, locations, and asset classes from multifamily to self storage to net lease | Why the qualified intermediary process stays the same and why constructive receipt kills the exchange | Why a low basis after cost segregation makes selling so expensive | A $500,000 purchase that appreciated to $1 million, and why your debt has to be replaced inside the DST | Monthly and quarterly distributions and why the income is tax friendly | The four to seven year horizon and what happens at full cycle | What it costs to exit: capital gains plus 25% depreciation recapture | The legacy play and the step up in basis for heirs | Zero liquidity in a DST vs UPREIT liquidity windows | How to tell a quality DST from one to avoid | Why calling before you sell beats calling on day 43 ABOUT TODD LOFGRENTodd Lofgren has over 25 years of experience in the financial services industry working with institutional asset managers, providing investment solutions to financial advisors and CPAs. Todd uses his diverse background to partner with advisors, accounting professionals, and others to deliver tax advantaged solutions for high net worth clients and small business owners. He lives in Berwyn, Pennsylvania with his wife Lianne and their three children, and in his free time enjoys tennis, pickleball, golf, and live music. CONNECT WITH TODD LOFGREN & ALTERNATIVE TAX MANAGEMENTWebsite: https://www.alternativetaxmanagement.com/LinkedIn: https://www.linkedin.com/in/todd-lofgren-awm/Email: [email protected] Resources:Get A Free Cost Segregation Benefit Analysis Here:https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv IRS Audit Technique Guidelines:https://www.irs.gov/pub/irs-pdf/p5653.pdf Baselane Affiliate Link:https://baselane.com/engineeredtaxservices Baselane Promo Code: ENGINEERING6Use promo code ENGINEERING6 to receive 6 months of free Baselane Smart premium tier. Enter the code when prompted to subscribe to Baselane Smart. Links:LinkedIn - linkedin.com/in/heidihendersonInstagram - instagram.com/slashtaxwithheidiFacebook - facebook.com/slashtaxwithheidihttps://app.411core.com/r/XCB LEARN MOREEngineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L.👉 Visit engineeredtaxservices.com DSTs are investments. They carry risk, fees, liquidity restrictions, and specific tax requirements. Any return figures discussed are historical or hypothetical and are not a guarantee of future performance. Nothing in this episode is investment, tax, or legal advice. Evaluate any DST with a qualified tax, legal, and investment professional before acting. Subscribe to Slash Tax | Leave a review | Share with an investor who is ready to stop managing property TIMESTAMPS00:00 Tired of tenants, tired of toilets00:40 The problem with selling appreciated real estate01:44 Why a traditional 1031 puts you back into another property02:20 Meet Todd Lofgren of Alternative Tax Management05:02 Who comes looking for a DST and why06:32 The boot problem: leftover 1031 proceeds with nowhere to go07:38 What a Delaware Statutory Trust actually is07:52 1988 in Delaware and the 2004 IRS ruling that opened it up09:12 Accredited investors and the $100,000 minimum09:48 What you actually own and how property type drives distributions11:25 Diversifying across sponsors, locations, and asset classes12:37 The qualified intermediary and avoiding constructive receipt13:47 Why DSTs fill their capital raise and disappear14:43 When cost segregation leaves you with no basis left15:12 The due diligence gap most investors never see18:08 Smaller trusts vs the massive conglomerate funds20:29 The numbers: a $500,000 purchase that appreciated to $1 million21:03 Why your debt has to come with you into the DST22:01 How you get paid: monthly and quarterly distributions23:42 The four to seven year horizon and expected returns24:23 Capital gains and 25% depreciation recapture if you exit24:49 The legacy play: step up in basis for your heirs26:19 UPREIT liquidity windows vs zero liquidity in a DST28:05 Why baby boomers are driving DST demand28:40 What separates a great DST from one to avoid30:24 When to call: before you sell, or on day 43 if you have to32:20 How to reach Todd and final takeaways
Active vs Passive: Why Your Rental Losses Can't Touch Your W-2
2026/09/09
You bought the rental. You ran the cost segregation study. Now you have a six figure paper loss sitting on your return and it does nothing for the tax coming out of your paycheck.   In this solo deep dive, Heidi Henderson breaks down the rule that decides all of it. Active versus passive activity. The IRS treats every rental as passive by default, so those losses get trapped and never offset your W-2 income unless you cross into material participation. You don't get to step over that line. You have to earn your way across it.   Heidi walks through both routes. Real estate professional status takes 750 hours a year plus more than half of your total working time, which is close to impossible if you have a full time job. She also kills the myth that you need a real estate license to qualify. The short term rental loophole is the far more realistic path. If your average stays are seven days or less, the IRS stops treating the property as a rental at all, and 100 documented hours can be enough to trigger active treatment.   She also covers the play most investors miss completely. On a joint return, only one spouse has to materially participate for the whole portfolio to go active.   Then the five mistakes that blow the strategy apart, including the personal use limit that quietly wipes out every dollar of depreciation, and why documentation is the only thing standing between you and a disallowed deduction under audit.   KEY TOPICS Why the IRS classifies every rental as passive by defaultThe 750 hour rule for real estate professional status and the more than 50% catchWhy a real estate license is not required for REPSHow the short term rental loophole works and the seven day average stay testThe 500 hour test versus the 100 hour test and the "more than anyone else" requirementThe married filing jointly strategy that unlocks an entire portfolioFive ways investors destroy the STR strategy: misclassification, stacked lease extensions, personal use over 14 days or 10% of rental days, untracked helper hours, and local bansWhy short term rentals depreciate over 39 years instead of 27.5$64,000 versus $795,000 in year one depreciation on the same buildingWhy structure comes first and cost segregation second  ABOUT HEIDI HENDERSON Heidi Henderson is an Executive Vice President at Engineered Tax Services and the host of Slash Tax. She has spent over 25 years in the tax world and is an active real estate investor herself, helping business owners and real estate investors apply specialty tax incentives like cost segregation, R&D credits, and energy incentives, legally and ethically.   Resources: Get A Free Cost Segregation Benefit Analysis Here: https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv   IRS Audit Technique Guidelines: https://www.irs.gov/pub/irs-pdf/p5653.pdf   Baselane Affiliate Link: https://baselane.com/engineeredtaxservices   Baselane Promo Code: ENGINEERING6 Use promo code ENGINEERING6 to receive 6 months of free Baselane Smart premium tier. Enter the code when prompted to subscribe to Baselane Smart.   Links: LinkedIn - linkedin.com/in/heidihenderson Instagram - instagram.com/slashtaxwithheidi Facebook - facebook.com/slashtaxwithheidi https://app.411core.com/r/XCB   LEARN MORE Engineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L. 👉 Visit engineeredtaxservices.com   Subscribe to Slash Tax | Leave a review | Share with an investor whose losses are stuck on paper
Mr. Wonderful's Tax Firm Is Breaking the Mold (Here's How)
2026/07/08
This episode breaks down the difference between tax preparation and tax strategy using one of the best analogies we've heard: your CPA is like the grocery store cashier ringing you up accurately, but nobody walked the aisles with you finding coupons and better deals. TaxHive is that missing piece. With their average client saving $60-70K in identified tax savings, a money-back guarantee, and Kevin O'Leary as an equity partner, this conversation will change how you think about your tax team. Host Heidi Henderson sits down with Devan Egan, President of TaxHive, a Kevin O'Leary-backed tax strategy firm that's redefining how business owners and real estate investors approach tax planning. Devan shares how TaxHive identified a massive gap between tax compliance and tax strategy, and why most business owners are unknowingly overpaying simply because their CPA was never hired to find savings. KEY TOPICSTax strategy vs tax compliance and why most CPAs only do one | How Kevin O'Leary became an equity partner in TaxHive | The grocery store cashier analogy for understanding your CPA | Why 86% of CPA firms have fewer than 10 employees and what that means for you | Most commonly missed strategies: Augusta Rule, S-corp elections, cost segregation, R&D credits, solo 401Ks, oil and gas | Dynasty strategies for high-impact savings | TaxHive's money-back guarantee model | Why AI can help but cannot replace licensed tax professionals | Forward-looking tax planning vs rearview mirror filing | How TaxHive scales with technology while maintaining personal service ABOUT DEVAN EGANDevan Egan is an entrepreneur and business strategist serving as President of TaxHive, where he leads the company's vision, business development, and strategic partnerships. With a background in real estate sales and marketing, Devan identified a critical gap between tax compliance and proactive tax strategy for Main Street business owners. He also owns three Club Pickleball USA locations in Utah and leads Club Mastermind, a private network of 125+ clubs across the U.S. and Canada. CONNECT WITH DEVAN EGAN & TAXHIVE Website: taxhive.comInstagram: @realtaxhiveEmail: [email protected] Resources:Get A Free Cost Segregation Benefit Analysis Here: https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv IRS Audit Technique Guidelines: https://www.irs.gov/pub/irs-pdf/p5653.pdf Baselane Affiliate Link: https://baselane.com/engineeredtaxservices Baselane Promo Code:ENGINEERING6 Use promo code ENGINEERING6 to receive 6 months of free Baselane Smart premium tier. Enter the code when prompted to subscribe to Baselane Smart. Get A Free Cost Segregation Benefit Analysis Here: https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdvIRS Audit Technique Guidelines: https://www.irs.gov/pub/irs-pdf/p5653.pdf Links:LinkedIn - https://linkedin.com/in/heidihendersonInstagram - https://www.instagram.com/slashtaxwithheidi/Facebook - https://www.facebook.com/slashtaxwithheidi/https://app.411core.com/r/XCB LEARN MOREEngineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L.👉 Visit engineeredtaxservices.com Subscribe to Slash Tax | Leave a review | Share with a business owner ready to stop overpaying TIMESTAMPS00:00 Introduction to TaxHive and Devan Egan03:07 Identifying the gap between compliance and strategy05:55 Why specialized tax knowledge matters for real estate investors09:14 Democratizing the tax code for every taxpayer12:05 The grocery store cashier analogy: CPA compliance vs strategy15:13 How Kevin O'Leary became an equity partner18:15 Maintaining service quality while scaling to thousands of clients27:49 Technology as the backbone of client experience28:53 TaxHive's money-back guarantee and ROI model32:07 Top missed tax strategies: Augusta Rule, S-corp, cost seg, R&D36:27 Navigating complex strategies: Is the juice worth the squeeze?40:34 AI in tax planning: Helpful tool but not a replacement46:07 The onus is on the taxpayer: Why documentation matters49:09 Serving clients nationwide through technology and portals53:32 Outro and how to connect with TaxHive
Clean Books, Bigger Deductions, More Free Time: The Platform Built Just for Real Estate Investors
2026/05/27
What if your books were tax-ready every single day without spending hours on spreadsheets, chasing receipts, or juggling multiple bank accounts? "Information is power." In this episode, Heidi Henderson sits down with Mathias Korder, co-founder of Baselane, to break down the financial platform built exclusively for real estate investors. From automated bookkeeping and property-level banking to AI-powered transaction categorization with 95% accuracy, Baselane is solving the problems that have plagued rental property owners for years. "Can you tell me your annual rate of return? There's like one person in every room that can answer that question." Heidi and Mathias dig into how the platform consolidates every LLC, every property, and every transaction into one login. They talk about why most investors can't answer the simple question of what their actual ROI is, and how having clean, organized financial data changes everything from tax strategy to long-term wealth building. Whether you own two doors or two hundred, this conversation covers why the right financial infrastructure is the foundation of every smart real estate investment. "What you get in is what you get out. Garbage in, garbage out." What You'll Learn in This Episode: How Baselane consolidates banking, bookkeeping, and rent collection into one platform designed specifically for real estate investors. Why clean financial data is the foundation of every effective tax strategy and how messy books lead to missed deductions. How AI-powered transaction tagging works and why it's replacing hours of manual categorization. The simple onboarding process for investors who already have existing bank accounts, properties, and years of transaction history. How Baselane's receipt capture tool matches expenses to transactions automatically. Why the platform is free to start and how it makes money without hidden fees. What's coming next with AI-driven financial intelligence that proactively identifies savings opportunities for investors. "A customer needs to get value within the first five minutes." Chapters: 00:00 Introduction to the Slash Tax Podcast and Baselane Partnership 02:59 Why Most Investors Don't Actually Know Their ROI 06:06 How Baselane Automates Banking, Bookkeeping, and Rent Collection 09:03 Onboarding: Bringing Existing Accounts and History Into the Platform 12:15 Receipt Management and AI-Powered Transaction Matching 15:03 Customer Support Built by Real Estate Finance Experts 18:09 The Future of AI-Driven Financial Intelligence for Investors 19:55 Growth, Market Positioning, and Who Baselane Serves 22:03 How to Get Started and Final Takeaways "We want to be a CFO in our customers' pockets." Resources: Get A Free Cost Segregation Benefit Analysis Here: https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv IRS Audit Technique Guidelines: https://www.irs.gov/pub/irs-pdf/p5653.pdf Baselane Affiliate Link: https://baselane.com/engineeredtaxservices Baselane Promo Code:ENGINEERING6 Use promo code ENGINEERING6 to receive 6 months of free Baselane Smart premium tier. Enter the code when prompted to subscribe to Baselane Smart. Get A Free Cost Segregation Benefit Analysis Here: https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdvIRS Audit Technique Guidelines: https://www.irs.gov/pub/irs-pdf/p5653.pdf Links:LinkedIn - https://linkedin.com/in/heidihendersonInstagram - https://www.instagram.com/slashtaxwithheidi/Facebook - https://www.facebook.com/slashtaxwithheidi/
Cost Segregation Secrets They Don't Tell You: Why Your Cheap Report Could Cost You Everything
2026/04/30
Summary Heidi Henderson from Engineered Tax Services discusses the complexities of cost segregation studies, emphasizing the importance of quality, methodology, and supporting documentation to maximize tax benefits and ensure IRS audit readiness. Key  Topics Cost segregation methodology and standardsDifferences between engineering-based and basic reportsRed flags in cost segregation studiesImportance of detailed documentation and site visitsFuture asset disposition and ongoing benefitsTakeaways Cost segregation is not a commodity; quality varies significantly.The IRS has no formal standards for cost segregation studies.A detailed engineering approach provides the most support and benefit.Red flags include no land value, no site visit, and lack of detail.Choosing a licensed engineering firm ensures audit protection.Chapters 00:00 Understanding Cost Segregation Pricing Variability 03:02 Defining Quality in Cost Segregation Studies 06:00 IRS Guidelines and Methodologies for Cost Segregation 08:52 Key Elements of a Quality Cost Segregation Study 12:11 Comparing Engineering-Based Studies to Basic Reports 15:03 Identifying Red Flags in Cost Segregation Reports 18:14 The Importance of Detailed Engineering in Cost Segregation 21:04 Understanding Partial Asset Disposition (PAD) 23:59 Evaluating Cost Segregation Providers 26:50 The Long-Term Value of Quality Cost Segregation 29:58 Questions to Ask Your Cost Segregation Provider 33:08 The Risks of Low-Cost Cost Segregation Studies 36:04 Final Thoughts on Cost Segregation ResourcesGet A Free Cost Segregation Benefit Analysis Here: https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdvIRS Audit Technique Guidelines: https://www.irs.gov/pub/irs-pdf/p5653.pdf Links:LinkedIn - https://www.linkedin.com/in/heidihenderson/Instagram - https://www.instagram.com/slashtaxwithheidi/Facebook - https://www.facebook.com/slashtaxwithheidi/
LLC Structuring Secrets For Real Estate & Digital Nomads: Bobby Casey on International Tax Strategy
2026/04/15
SummaryExplore international tax strategies, entity structuring, and how entrepreneurs can optimize their global presence to reduce tax liabilities and enhance wealth preservation. Featuring expert Bobby Casey, founder of Business Anywhere.io. Key TopicsInternational tax optimizationEntity structuring for entrepreneursLiving abroad and tax benefits GuestBobby CaseyWebsite - https://businessanywhere.ioYouTube - https://www.youtube.com/c/BusinessAnywhere "Income tax fuels almost nothing in local communities""Tax incentives drive economic growth and investment" "The U.S. is the biggest tax haven in the world" Chapters00:00 Introduction to Tax Strategies and International Consulting11:02 Bobby's Entrepreneurial Journey and Tax Optimization19:58 Business Anywhere: Services and Solutions for Entrepreneurs28:03 Living Abroad: Tax Benefits and Opportunities for Americans32:46 Understanding Tax Residency and Vital Interest34:41 Maximizing Tax Benefits for Entrepreneurs36:04 Navigating Foreign Tax Credits and Exclusions38:34 Exploring Global Tax Strategies: Costa Rica and Beyond40:37 Puerto Rico: Tax Benefits and Residency Requirements42:57 Mexico's Unique Tax Residency Rules45:06 The Gray Areas of International Tax Law47:04 Identifying the Ideal Client for International Tax Consulting51:44 The Non-Habitual Resident Tax Regime in Portugal54:42 Complexities of LLCs and International Taxation57:27 The Rise of Digital Nomadism and Remote Work01:00:03 Exploring Business Structures Globally01:00:32 Maximizing Tax Incentives and Strategies01:01:20 Slash Tax (4).mp4 ResourcesBusiness Anywhere.io - https://businessanywhere.ioIRS Form 2555 - Foreign Earned Income Exclusion - https://www.irs.gov/forms-pubs/about-form-2555U.S. Tax Treaties and International Tax Law - https://www.irs.gov/businesses/international-businessesCosta Rica Residency and Tax Benefits - https://costarica.comPortugal Non-Habitual Resident (NHR) Regime - https://portugal.gov.pt/en/services/non-habitual-residents-regimeCongressional Budget Office (CBO) - https://www.cbo.gov
Why Your CPA is Busier (and More Expensive) Than Ever: Inside Public Accounting Data Reveals What's Really Happening
2026/03/25
SummaryThis episode explores transformative trends in the CPA industry, including staffing shortages, growth in advisory services, technological advancements such as AI, and private equity influence. Hosted by Heidi Henderson with Chelsea Summers, the discussion provides valuable insights for CPA firms, business owners, and investors on navigating industry changes effectively. Key Topics Staffing shortages and succession concernsGrowth of advisory and strategic servicesImpact of AI and technology on efficiencyPrivate equity influence on firm consolidationShift towards specialization and niche marketsTakeaways Firms that adapt to pricing, staffing, and specialization stay profitableAdvisory services now generate over 32% of revenue, up from 19% in 2015Technology investments, including AI, are transforming firm operationsPrivate equity-backed firms are more profitable, but not drastically different yetOffshoring is increasingly common, with 47% of firms using offshore FTEsChapters00:00 Introduction to Data and Strategy in Accounting04:47 Shifts in the Accounting Industry08:07 The Rise of Advisory Services09:54 Specialization in Accounting Firms13:14 Impact of Technology on CPA Firms15:17 The Role of AI in Accounting16:36 Staffing Challenges and Opportunities17:20 Trends in Partner Age and Accounting Graduates19:19 Billing Structures and Profitability24:07 Mergers and Acquisitions in the CPA Space26:51 Private Equity's Influence on Accounting Firms32:59 Emerging Trends and Future Outlook ResourcesEngineered Advisory - https://engineeredadvisory.com/Heidi Henderson (LinkedIn) - https://www.linkedin.com/in/heidihenderson/ Guest LinksLinkedIn - https://www.linkedin.com/in/chelseasummers/Inside Public Accounting (IPA) - https://insidepublicaccounting.com/
Tax Efficient Retirement Planning for High Earners: Rob Burnette on Social Security, IRAs, and Long-Term Care
2026/02/18
SummaryIn this episode of the Slash Tax podcast, host Heidi Henderson and guest Rob Burnette discuss the intersection of tax strategies and financial planning. They explore how to effectively combine smart financial planning with tax-efficient strategies to support long-term goals, particularly in retirement and wealth building. Rob shares his unique journey from engineering to finance, emphasizing the importance of problem-solving in financial consulting. The conversation also addresses the challenges faced by high-income earners, the role of insurance in wealth building, and the impact of legislative changes on taxation. Listeners gain insights into navigating the complexities of financial planning and tax strategies, ensuring they are well-prepared for their financial futures. Takeaways Combining financial planning with tax-efficient strategies is crucial.Engineering problem-solving skills can be applied to finance.Each client presents a unique financial puzzle to solve.There is no one-size-fits-all solution in financial planning.Planning for longevity and healthcare costs is essential.High-income earners face unique challenges in tax planning.Insurance can be a valuable tool for wealth building.Parents should consider the impact of college funding on retirement.Legislative changes can significantly affect tax strategies.Understanding the market's response to political changes is important for investors.Chapters00:00 Introduction to Tax Strategies and Financial Planning03:09 Rob Burnette's Journey from Engineering to Finance05:57 The Importance of Problem Solving in Financial Consulting09:12 Bridging the Gap Between Tax and Financial Advisors12:07 Planning for Longevity and Healthcare Costs15:15 Strategies for High-Income Earners17:55 Tax-Efficient Investment Approaches22:28 Tax-Efficient Investment Strategies24:27 Insurance as a Financial Tool27:57 Planning for Long-Term Care30:44 Funding Education and Wealth Transfer33:01 Navigating Financial Planning for Adult Children35:55 Understanding Legislative Changes and Their Impact40:21 Investment Strategies Amid Political Changes About Rob BurnetteRob leads Outlook Financial Center in case design, investment management, and daily operations. He has worked in financial services since 1985 and is licensed to offer investment advice and insurance products. As a registered tax preparer with the IRS, Rob participates in the Annual Filing Season Program and is certified as a National Social Security Advisor. He graduated from the U.S. Naval Academy with a Bachelor of Science in Electrical Engineering, earned an MBA from the University of New Haven, and holds a Financial Planning certificate from Kaplan University. Rob’s professional memberships include the International Association of Registered Financial Consultants, Million Dollar Round Table - Court of the Table, and Ed Slott’s Master Elite IRA Advisor Group. He has contributed to many publications, including USA Today, Barron’s, Forbes, MarketWatch, WDTN Dayton, and WHIO Dayton. He is a 2017 Alumnus of Leadership Troy, Ohio, and is passionate about supporting kids' sports programs, 4H, and FFA.Connect with Rob BurnetteRob's Website: https://outlookfc.com LinkedIn: https://www.linkedin.com/company/outlook-financial-center/ Facebook: https://www.facebook.com/OutlookFinancialCenterLLC/ Learn MoreEngineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L. 👉 Visit engineeredtaxservices.comSubscribe to Slash Tax | Leave a review | Share with business owners ready to find better accounting partners Tax strategy isn't just about saving money; it's about finding the right partners who can help you build wealth. Host: Heidi Henderson | Sponsor: Engineered Tax Services
How to Choose the Right CPA in 2026: Blake Oliver on AI, Private Equity, and Better Tax Advice
2026/02/04
Slash Tax Podcast – Blake Oliver (Earmark CPE & The Accounting Podcast) Join host Heidi Henderson for an essential conversation with Blake Oliver, CPA, founder of Earmark CPE and host of The Accounting Podcast. Blake shares insider insights into the dramatic changes reshaping accounting and their implications for taxpayers and business owners. From musician to Starbucks barista to CPA to tech entrepreneur, Blake's journey gives him a unique perspective on what's broken in traditional accounting and how technology is creating solutions. He reveals why CPAs are retiring en masse, how AI will transform the profession, and what to look for when choosing an accounting partner who can help slash your tax bill. Key Topics The CPA shortage crisis and retirement wave are hitting the profession Why traditional accounting firms burn out talented CPAs  The shift from compliance to advisory services How to evaluate if your CPA is actually saving you money Finding specialized CPAs vs generalist firms AI's role in accounting: Excel comparison and what's comingPrivate equity takeover of accounting firms The rise of fractional CFOs and specialized boutique firms Earmark CPE: Free NASBA-approved CPE through podcasts YouTube and content marketing for professional services Fixed-fee vs billable hour pricing models Why giving away knowledge attracts better clientsAbout Blake Oliver Blake Oliver is a CPA, entrepreneur, and host of The Accounting Podcast. He founded Earmark CPE, a platform allowing accountants to earn free NASBA-approved CPE credits by listening to podcasts—transforming how CPAs stay current. Blake studied cello at Northwestern University and performed with the San Francisco Youth Symphony before the Great Recession redirected him to accounting. After working at Starbucks, he transitioned into bookkeeping, discovered his passion for accounting and technology, worked in public accounting, led firms, and eventually sold his practice to focus on technology, education, and media. He uniquely understands both what firms struggle with and what clients need. Connect with Blake OliverBlake's Website: www.blakeoliver.com Earmark CPE: earmarkcpe.com The Accounting Podcast: theaccountingpodcast.com LinkedIn: linkedin.com/in/blaketoliver/ Twitter/X: x.com/BlakeTOliver YouTube: youtube.com/@BlakeTOliver Learn More Engineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L. 👉 Visit engineeredtaxservices.comSubscribe to Slash Tax | Leave a review | Share with business owners ready to find better accounting partners Tax strategy isn't just about saving money—it's about finding the right partners who can help you build wealth. Host: Heidi Henderson | Sponsor: Engineered Tax Services
Self Storage & Manufactured Housing Investing: Matthew Ricciardella's Tax Efficient Fund Strategy
2026/01/22
Join host Heidi Henderson as she sits down with Matthew Ricciardella, Founder and CEO of Crystal View Capital, a private equity real estate firm managing $600 million in self-storage and manufactured housing communities. With over 20 years in real estate and more than $1 billion in transactions, Matthew shares his journey from cold-calling residential realtor to building one of the most respected value-add funds in the industry. This episode reveals the powerful tax advantages of self-storage and mobile home park investing, including massive depreciation benefits through cost segregation and 100% bonus depreciation. Matthew explains how his team identifies undervalued mom-and-pop properties, transforms them through operational excellence, and delivers 55% average IRRs to investors while maintaining integrity and alignment of interests. Heidi, a personal investor in Crystal View Capital, brings unique insider perspective to this conversation about building tax-efficient wealth through alternative real estate. Key Topics Value-add strategy in self-storage and manufactured housing Mom-and-pop acquisitions vs institutional competition Cost segregation and 100% bonus depreciation benefits How investors offset capital gains with NOLs from new acquisitions Fund structure, investor requirements, and expected returns Operational value creation and exit strategies Niche opportunities: RV parks, marinas, industrial outdoor storage Evergreen fund strategy and 2025-2026 opportunitiesAbout Matthew RicciardellaMatthew Ricciardella is Founder and CEO of Crystal View Capital, managing ~$600 million in self-storage and manufactured housing communities across the U.S. With over 20 years of real estate experience and $1 billion+ in transactions, Matthew has built his reputation through integrity, disciplined value-add investing, and strong alignment with investors. Starting as a residential realtor with a sales background, he discovered exceptional returns in fragmented, mom-and-pop-owned self-storage and mobile home parks. Crystal View Capital focuses on acquiring underperforming assets in secondary and tertiary markets, implementing operational improvements, and delivering outsized risk-adjusted returns. Matthew personally invests alongside his LPs on the same terms, maintaining skin in the game. He lives in Las Vegas with his wife and two children and is actively involved in local charitable foundations. Connect with Matthew RicciardellaWebsite: www.crystalviewcapital.comLinkedIn: www.linkedin.com/company/crystalviewcapital/ Learn More About Tax-Efficient InvestingEngineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L. Their engineering-based approach ensures every benefit is captured accurately. 👉 Visit engineeredtaxservices.comSubscribe to Slash Tax | Leave a review | Share with investors ready to build tax-efficient wealth Tax strategy isn't just about saving money—it's about creating freedom, building wealth, and designing the life you want.
Tax Strategies that Save $50k-$200K+ | Keystone CPA, Inc.
2026/01/08
Join host Heidi Henderson as she sits down with Amanda Han and Matt MacFarland, founders of Keystone CPA and leading voices in real estate tax strategy. Amanda and Matt reveal the proactive tax planning strategies that have helped thousands of investors save hundreds of thousands of dollars and build sustainable wealth. This conversation covers cost segregation, bonus depreciation, Real Estate Professional Status, passive activity rules, and the critical shift from reactive compliance to proactive year-round tax planning. Amanda and Matt share their mission to democratize sophisticated tax strategies—making the same tools used by billion-dollar REITs accessible to everyday investors. Key Topics-Real estate tax strategies including cost segregation, grouping elections, and passive activity rules -Proactive tax planning vs. reactive compliance -Building Keystone CPA and serving everyday investors -The CPA shortage crisis and why tax knowledge is critical -Legacy, impact, and teaching the next generation About the GuestsAmanda Han, CPA - Third-generation real estate investor and co-founder of Keystone CPA. Featured on BiggerPockets and NBC News, Amanda specializes in bringing Big Four-level tax strategies to everyday investors.Matt MacFarland, CPA - Co-founder of Keystone CPA, who discovered his passion for real estate taxation while working at a Big Four firm. Matt focuses on proactive year-round tax planning and educating investors on how to control their tax destiny. Connect with Amanda Han & Matt MacFarlandKeystone CPA Website: https://www.keystonecpa.com/Amanda Han LinkedIn: https://www.linkedin.com/in/amandayhan/Matt MacFarland LinkedIn: https://www.linkedin.com/in/mattmacfarland/Instagram: https://www.instagram.com/amanda_han_cpa/Facebook: https://www.facebook.com/keystonecpainc/YouTube: https://www.youtube.com/@amandahancpa Learn MoreEngineered Tax Services has helped CPA firms, investors, and business owners unlock tax incentives for nearly 25 years. From cost segregation to R&D credits and energy incentives like 179D and 45L, ETS uncovers real savings. 👉 Visit engineeredtaxservices.com Subscribe to Slash Tax | Leave a review | Share with a colleague ready to optimize their tax strategy
15 years of Collaboration: Heidi and Michael on Building ETS and Saving Clients Millions
2025/12/11
Summary What if you could unlock thousands—or even millions—in hidden tax savings just by understanding how your building is classified? In this episode, Heidi Henderson welcomes Michael D'Onofrio, Chief Product Officer at Engineered Tax Services and a veteran with over 18 years in specialty tax consulting. Mike has worked alongside some of the largest real estate developers and investors in the country, and today he breaks down cost segregation, one of the most potent yet underutilized tax strategies for real estate investors. Beyond cost seg, Mike shares how ETS has expanded its services to deliver comprehensive tax solutions, from R&D credits to energy incentives, helping clients and CPA firms maximize every opportunity in the tax code. Whether you're an investor looking to accelerate depreciation or a professional seeking to better serve your clients, this episode delivers the insights you need to transform tax planning into wealth building. Key Topics Covered: Mike's 18-year journey in specialty tax consulting and what he's learned working with the nation's largest real estate developers and investorsCost segregation explained: what it is, how it works, and why it's a game-changer for real estate investorsThe property types and client profiles that benefit most from cost segregation studiesReal-world case study showcasing the transformational impact of a cost seg strategyETS's expanded service offerings, including R&D tax credits, 179D energy incentives, and insurance servicesHow these specialty tax strategies work together to create a comprehensive wealth-building approachWhat sets Engineered Tax Services apart in the specialty tax industry, and why clients trust their expertiseThe biggest opportunities for real estate investors and business owners in the coming yearsEssential advice for CPAs and investors looking to maximize tax incentives and capture every legal deductionAbout Michael D'Onofrio Michael D'Onofrio is the Chief Product Officer at Engineered Tax Services, where he leads operations and drives the development of innovative service lines that deliver maximum value to clients and CPA firms nationwide. With over 18 years of experience in specialty tax and consulting, Mike has built a reputation for working with some of the largest real estate developers and investors in the country, helping them unlock significant tax savings through cost segregation and other advanced strategies. His expertise spans the full spectrum of specialty tax services, and his commitment to education and client success has made him a trusted leader in the industry. Connect with Michael D'Onofrio: LinkedIn: https://www.linkedin.com/in/michaelfdonofrio/Instagram: https://www.instagram.com/mfdonofrio/ Ready to slash your tax bill and uncover hidden savings? Subscribe to the Slash Tax Podcast for expert insights on cost segregation, specialty tax strategies, and wealth-building opportunities you can't afford to miss. Leave us a review, share this episode with your network, and visit the link in our bio to learn more about how Engineered Tax Services can help you or your clients capture every tax advantage you're legally entitled to. Don't wait... Your financial future starts now! Chapters 00:00 Introduction to Specialty Tax and Cost Segregation 11:01 Understanding Cost Segregation 21:04 Client Profiles and Material Participation 26:10 Expanding Services at Engineered Tax Services 26:39 Exploring Equipment Investment Strategies 31:50 Innovative Financing Options for Clean Energy 36:24 Understanding R&D Tax Credits 40:50 Differentiating Engineered Tax Services 45:44 Proactive Tax Planning for Investors
How to Save Six Figures in Taxes | Mark Kohler's Advisory Blueprint
2025/11/27
What if the difference between paying taxes and building wealth is just a shift in mindset? In this episode, Heidi Henderson sits down with Mark J. Kohler, attorney, CPA, bestselling author, and one of the most trusted voices in tax and legal strategy for small business owners and real estate investors. Mark shares how to move beyond compliance into actual advisory work, revealing the tax strategies and legal tools that help entrepreneurs protect their wealth and maximize value. Whether you're a professional looking to elevate your practice or an investor ready to sharpen your tax game, this conversation delivers the frameworks and insights you need to take control of your financial future. On today's episode, we'll cover: Mark's journey from compliance-focused professional to attorney, CPA, author, and advisor helping thousands build more innovative wealth strategiesThe mindset shift required to move from "filing returns" to delivering transformational tax and legal advisory servicesThe most significant tax and legal mistakes small business owners and real estate investors make and how to avoid themBalancing aggressive tax strategies with client protection and IRS complianceOverlooked tax strategies for real estate investors and business owners, including navigating passive loss limitations and basis calculationsNear-term tax opportunities with evolving legislation that savvy investors should act on nowPractical steps for professionals ready to transition into advisory work and create lasting client impact Mark J. Kohler is an attorney, CPA, author, speaker, and educator who has spent his career empowering small business owners, professionals, and real estate investors to master the intersection of tax, law, and wealth. Through his firm, books, and educational platform, Mark has served thousands of clients, helping them move beyond basic compliance into strategic advisory that protects assets and maximizes financial opportunities. His work focuses on making complex tax and legal concepts accessible while delivering high-impact strategies that drive real results. Connect with Mark: TikTok: https://www.tiktok.com/@markjkohlerInstagram: https://www.instagram.com/markjkohlerFacebook: https://www.facebook.com/markkohler/LinkedIn: https://www.linkedin.com/company/mark-j-kohler-company/YouTube: https://www.youtube.com/c/markjkohlerX (Twitter): https://x.com/markkohler Ready to slash your tax bill and build lasting wealth? Subscribe to the Slash Tax Podcast for more expert insights, proven strategies, and actionable advice. Leave us a review, share this episode with your network, and visit the link in our bio to explore resources that can transform your financial future. Don't miss the next episode. Your wealth depends on it!

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