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Road to Retirement

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Rating
★★★★☆
4.3
from
4 reviews
Categories
Country
United States
This podcast has
182 episodes
Language
English
Date created
2019/03/29
Latest episode
2026/05/30
Average duration
-
Release period
20 days

Description

Small changes, made over time, can produce significant results. Much like a high performance engine, or an entire orchestra, when even a small part is not doing what it is supposed to do, everything suffers. And the same is true of your finances. This show is dedicated to the small things that make a significant difference.

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2025 Tax Recap
2026/05/30
The 2025 tax year brought some of the most significant legislative shakeups in recent memory, introducing sweeping changes like the expanded $40,000 SALT deduction cap and the brand-new $6,000 senior tax bonus. In this episode, we unpack the major shifts from the recent tax filing season and break down exactly what they mean for your wallet. Tune in to discover the hidden savings opportunities and strategic adjustments you need to make to keep more of your hard-earned wealth.
How to Die Properly
2026/01/31
Let’s be honest: nobody wants to talk about the end, but leaving a legal mess behind is a terrible way to say goodbye. This episode demystifies the core pillars of estate planning, from drafting a bulletproof will to the strategic use of trusts. Tune in to learn how to secure your legacy and spare your loved ones from a preventable bureaucratic nightmare.
What to Know About Filing 2025 Taxes
2026/01/24
As tax season officially kicks off on January 26, this episode provides a comprehensive guide to navigating the major changes introduced by the "One Big Beautiful Bill" for your 2025 filings. We break down the significant boosts to the standard deduction and Child Tax Credit, while exploring brand-new deductions for seniors, car loan interest, and even tax-free treatment for tips and overtime pay. Tune in to ensure you meet the April 15 deadline with a clear understanding of how these legislative shifts could lead to a substantially larger refund this year.
2026 Outlook
2026/01/10
As we move into 2026, the global economy sits at a critical juncture between a tech-driven supercycle and the lingering pressures of a "K-shaped" recovery. This episode examines the primary forces shaping the year ahead, from the massive build-out of AI infrastructure and data centers to the shifting landscape of international trade and fiscal policy. We’ll break down what these broad macro trends mean for the average investor, highlighting the key risks and opportunities in an era defined by rapid innovation and persistent economic divergence.
2025 Recap - Highs and Lows
2025/12/20
This episode offers a comprehensive review of the major financial milestones and market shifts that shaped the landscape of 2025. We analyze the pivotal moments that drove growth and the unexpected challenges that tested investor resilience throughout the year. Join us as we distill these key lessons to help you navigate your financial journey with more confidence in the months to come.
New Changes in the Upcoming Tax Season
2025/12/13
Tax expert Jeff Corrigan joins the show to provide a crucial, deep-dive into the legislative and inflation-driven changes for the upcoming tax season. We break down the key adjustments to tax brackets, standard deductions, and various credits, helping you understand how these shifts will directly impact your refund or balance due. Tune in for Jeff's actionable advice on implementing strategies now to minimize your tax liability before you file.
Senior Do's and Do Not's with Mike Nelson from Senior Care Authority
2025/11/22
This episode features a conversation with Mike Nelson from Senior Care Authority, offering essential financial and logistical advice for individuals planning for or currently navigating senior care. Mike outlines the critical do's and do not's for making smart decisions about long-term care insurance, asset protection, and selecting the right living arrangements. Tune in to learn how to prepare financially and emotionally, ensuring a dignified transition for your loved ones while protecting your savings.
Use These Tips to Avoid Probate and Nursing Home Costs
2025/11/15
This episode provides crucial, actionable strategies to legally protect your wealth from the two most significant threats to a legacy: probate and long-term care costs. We break down how to properly title assets, utilize Payable-On-Death (POD) and Transfer-On-Death (TOD) designations, and leverage various types of trusts to ensure your property bypasses the costly and time-consuming probate process. Crucially, we also examine the steps necessary to safeguard your savings from the skyrocketing costs of nursing home care, including understanding the Medicaid look-back period and the use of specialized asset protection trusts.
What to Know About Medicare Open Enrollment - with Joe Provenzano, Pro Insurance Group
2025/11/08
Navigating the annual Medicare Open Enrollment period can be confusing, but expert Joe Provenzano of Pro Insurance Group joins us to simplify your options and highlight key changes for the coming year. We break down the crucial deadlines, discuss the financial differences between Part A, B, C, and D, and explain how to shop for the best plan without making a costly mistake. Tune in now to ensure you choose the most comprehensive and cost-effective coverage for your health and budget needs before time runs out.
Road to Retirement with Guest Kyle Bergacker
2025/11/01
Gradient Investments Portfolio Manager Kyle Bergacker joins the show to share his specialized strategies for navigating today's volatile investment climate as you approach retirement. We break down the crucial shift from focusing solely on portfolio growth to actively managing risk and preserving capital when you need it most.
Do's and Do Not's of Real Estate with Guest Mike Incorvaia Jr.
2025/10/25
Real estate veteran Mike Incorvaia Jr. joins us to cut through the noise and share the definitive do's and don'ts for building wealth through property. We discuss the biggest financial mistakes rookies make—from over-leveraging to skipping due diligence—and the key metrics you absolutely must know before buying. Whether you are considering your first rental or planning a flip, this episode delivers the practical checklist you need to succeed in today's shifting market.
The Market Vs. The Economy; A Big Screen TV is no longer a Flex
2025/10/18
Today we explore the widening disconnect between the high-flying stock market and the everyday economic reality most consumers are experiencing. We break down why a surging S&P 500—driven by a handful of mega-cap stocks—rarely reflects the true health of the broader economy, wages, or small businesses. Finally, we discuss how consumer priorities have changed, where spending is truly shifting from material "flexes" like a big screen TV to high-value experiences and intentional purchases.
4th Quarter Checklist; How's New Parenting Going?
2025/10/11
This episode offers a crucial 4th Quarter Checklist to help you finish the year strong, covering year-end tax planning, required minimum distributions, and investment rebalancing. We then transition to a personal check-in on the financial realities of New Parenting, discussing strategies for budgeting for childcare, saving for college, and updating essential estate documents. Tune in for practical advice that addresses both your portfolio and the financial demands of a growing family.
Armani's Estate; First Time Dad Thoughts
2025/10/04
This episode features an in-depth financial analysis of establishing and managing an estate, using an anonymous, high-profile case study we're calling "Armani's Estate." We discuss the crucial legal documents, tax implications, and succession planning necessary for anyone looking to secure their family's wealth. We then pivot to "First Time Dad Thoughts," sharing a candid and relatable discussion on the sudden financial and insurance planning pressures that come with having a newborn.
What's More Volatile? The Economy, or the Browns QB room?
2025/08/23
In this episode, we discuss the current state of the economy and discuss sports with the current state of the Cleveland Browns.

Podcast reviews

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4.3 out of 5
4 reviews
★★★★★
ColiWoli94 2020/04/08
Hi Dad
Love you, love your podcast ♡
★★★★★
KnightOfDay 2019/07/05
Best Retirement Advice
Chris, this is the best retirement advice I’ve ever gotten. I have extensively researched how to prepare for retirement, and you, sir, have enlightene...
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