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Founder Chats

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Rating
★★★★★
4.9
from
20 reviews
This podcast has
83 episodes
Language
English
Publisher
Baremetrics
Explicit
No
Date created
2016/09/01
Latest episode
2026/03/26
Average duration
45 min.
Release period
104 days

Description

Each week we sit down with a different founder to talk shop. Get honest, insightful looks in to how other founders run their businesses.

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What ACTUALLY Happens After You Launch Your Startup with Claus Enevoldsen
2026/03/26
About Claus Enevoldsen: Claus Enevoldsen is the founder of Elsie AI, an AI-powered business partner built for solo e-commerce founders, operating out of 1848 Ventures, a B2B SaaS venture studio focused on SMBs. Before building Elsie, Claus spent years at Flipboard, where the platform scaled to 145 million active users and became the fourth-largest referral traffic source for publishers ahead of Google News. A self-described builder with a growth mindset, Claus brings both large-scale product experience and a scrappy zero-to-one mentality to everything he builds. About Elsie AI: Elsie AI is an AI-powered business partner designed specifically for solo e-commerce founders, the segment Claus believes has been the last to benefit from the AI revolution. Built inside 1848 Ventures, Elsie was co-designed from day one with real e-commerce solopreneurs to address the unique challenge of wearing ten hats at once: prioritizing what to do next, creating marketing content, and monitoring website health. The goal is simple but ambitious: to become the first thing founders open every morning.Show Notes: 00:00 Introduction: what founders will take away from this episode 00:46 What the first 24 hours after launch actually looks like 01:56 How to find your ICP before you have a single customer 04:59 Why going narrow is a wedge, not a limitation 09:48 Lessons from scaling Flipboard to 145M users 11:52 How AI changes the zero-to-one game for founders 13:13 "Sell to build" vs. "intentional speed to market" 14:55 Building micro apps for marketing and lead gen 17:50 Unconventional go-to-market decisions at Elsie AI 19:20 What metrics matter on launch day (and the next two weeks) 21:07 Signups vs. PQLs: why activation rate is the real signal 22:03 The AI churn trap: front-loading value and losing retention 22:25 How Elsie builds habits instead of features 25:23 Churn prediction and behavior-based retention 25:48 Using pricing experiments to test willingness to pay 26:29 Balancing startup life with a creative practice 30:28 AI art, generative work, and the future of creative tools 33:42 Claus asks Luke: What stage is Baremetrics in? 35:00 Hypothesis-driven experimentation and what startups get wrong 39:11 Wrap-up and what's next for Elsie AI
Why Your LinkedIn Outreach Fails (And How to Fix It) with Walid Amarir
2025/10/24
About Walid Amarir: Walid Amarir is the Co-founder and CEO of WaLead.ai, a LinkedIn automation tool built to solve the scalability problems he experienced firsthand running a LinkedIn marketing agency. At just 23, Walid has an unconventional background—he was a professional eSports player earning his parents' salaries by age 18, then studied Physics and Mathematics in the UK before realizing he preferred building businesses to academia. After identifying critical gaps in existing LinkedIn automation tools while scaling his agency, Walid made the jump from service provider to SaaS founder, building a lean, efficient platform that maintains authenticity while automating outreach at scale. About WaLead.ai: WaLead.ai is a LinkedIn automation and prospecting platform designed for B2B companies that need to scale their outbound sales without sacrificing personalization. Built by someone who lived the pain points of existing tools, WaLead solves the core problem that legacy platforms face: they're built for individual users, not for teams managing multiple accounts and campaigns. The platform integrates seamlessly with existing sales workflows, helping companies automate LinkedIn outreach while maintaining the human touch that drives real conversations and conversions. Show Notes: 00:00 Introduction to Walid and His Journey 02:48 Transition from Agency to Building WaLead.ai 05:48 Strategies for LinkedIn Success 09:04 Building a Scalable LinkedIn Tool 11:59 Managing Integrations 14:41 Geographical Advantages and Market Strategy 18:01 Metrics and Follow-Up Strategies 20:53 Building an Effective LinkedIn Profile 23:44 Engagement and Community Building on LinkedIn 26:37 Final Thoughts and Future Directions
Accidentally Building a Y Combinator-backed Startup with Sachin Jain
2025/10/17
About Sachin Jain: Sachin Jain is the Co-founder and CEO of Requestly, the browser-based API mocking and testing platform used by over 300,000 developers worldwide. After transforming a weekend Chrome extension project into a Y Combinator-backed company (one of 414 accepted from 17,000 applications), Sachin led Requestly through a successful acquisition by BrowserStack earlier this year. His journey from Google intern and Adobe engineer to successful founder showcases the power of solving your own problems first. About Requestly: Requestly is a developer-first platform that simplifies API mocking, testing, and network request interception directly in the browser. Born from a frustrated developer's need to debug minified JavaScript in production, Requestly eliminates the need for bulky proxy tools by offering a simple Chrome extension that lets developers modify headers, redirect scripts, and mock API responses. The platform has become essential for frontend teams building against incomplete backends. Show Notes: 00:00 From Developer to Founder 00:32 The P0 Bug That Sparked a Business Idea 02:52 Building an MVP in 30 Minutes 03:04 Identifying a Problem: The Birth of Requestly 05:05 From JavaScript Redirector to API Platform Evolution 05:52 The Evolution of Requestly 08:21 Organic Growth Without Landing Pages or Marketing 08:55 Open Source vs. Monetization 10:20 The Open Core Model 12:10 Navigating Y Combinator: Tips for Success 13:11 What Made Sachin's YC Application Stand Out 14:50 Building a Developer Community 16:39 Company Culture as Product Differentiation 17:57 Acquisition Insights: Choosing the Right Buyer 19:45 Customer Support as Competitive Advantage 21:01 Post-Acquisition Journey 23:53 Lessons Learned: Growth and Adaptation as a Founder 24:38 Why Optimize for Right Buyer, Not Price 27:57 Personal Growth: From Engineer to CEO
How Submagic grew to $8M Revenue in 3 Years with David Zitoun
2025/10/09
About David Zitoun: David Zitoun is the Co-founder and CEO of Submagic, the AI-powered video editing platform that helps content creators generate viral shorts in seconds. Starting from his own frustration editing YouTube content, David bootstrapped Submagic to over $8M in revenue with an ultra-lean team of just 10 people—no sales team, fully self-serve, and 100% remote. Known for his obsessive focus on pricing experimentation, distribution-first strategy, and profitability over growth-at-all-costs, David represents a new breed of bootstrapped SaaS founder winning in the AI era. About Submagic: Submagic is an AI-powered video editing platform built for content creators who need to produce viral short-form content quickly. Born from a founder's personal pain point, Submagic's radical approach combines cutting-edge AI with an entirely self-serve business model. The company has achieved remarkable capital efficiency, reaching $8M in revenue with just 10 team members while maintaining profitability and sustainable growth. Show Notes: 00:00 Inside Submagic's pricing page 04:04 From frustrated creator to founder 09:59 Building a lean, distributed team 15:01 Managing hyper-growth with minimal headcount 17:34 Building team culture through retreats 19:59 The hidden challenges of managing remote teams 21:09 Effective communication in remote work: Loom, World Time Buddy, and Sup Bot 24:01 Metrics and success measurement 32:14 Hiring the right people for growth 33:27 Choosing profitability and sustainability over venture-backed hyper-growth
Why OptinMonster Won the Early Email Marketing Era with Thomas Griffin
2025/10/02
About Thomas Griffin: Thomas Griffin is the Co-founder of OptinMonster and Gro-Rite Garden. His software powers over 25 million websites globally, and he pioneered the lead capture space by coining and trademarking the term "exit intent." Thomas built OptinMonster during the early days of modern marketing automation, positioning the company at exactly the right place and time as MailChimp, HubSpot, and Constant Contact created market demand for conversion optimization tools. About OptinMonster: OptinMonster is a conversion optimization platform that helps businesses capture leads before visitors leave their website. Created to solve the problem that 70% of website visitors never return, OptinMonster introduced exit intent technology and became the category leader by defining the terminology itself. The platform now powers lead capture for millions of websites and has built a thriving affiliate community of bloggers and marketers who rely on its tools for conversion optimization. Show Notes: 00:00 Early entrepreneurial spirit and the path to software 02:59 Transitioning to software and SaaS: learning the fundamentals 05:59 The birth of OptinMonster: solving the "70% never return" problem 09:01 Overcoming early challenges: the SaaS crash and WordPress pivot 11:55 Understanding user behavior and psychology: why exit intent works 14:59 Marketing strategies and growth: timing the MailChimp/HubSpot wave 18:09 The evolution of the product: from WordPress to cross-platform dominance 21:01 Building a community and affiliate network: creating viral growth loops 24:33 The journey to customer acquisition: when bloggers couldn't stop recommending 25:38 Key metrics for business growth: the four-lever framework 30:19 The importance of onboarding: the 10-minute rule that changed everything 35:56 Transitioning from SaaS to hardware: applying software principles to Gro-Rite Garden 42:06 The power of community and support: combating entrepreneurial isolation
The Journey from SDR to Founder with Chase Taake
2025/09/25
About Chase Taake: Chase Taake is the Co-founder of KAT Custom Rings, a bootstrapped e-commerce business disrupting the traditional jewelry industry with custom engagement rings at thousands less than retail prices. With an entrepreneurial journey spanning mini-golf course ownership at 16, a failed axe-throwing business, and multiple startup SDR roles, Chase brings a unique experimental mindset to building businesses. His personal philosophy of "making the world more fun" has guided him through multiple pivots to ultimately build a thriving global jewelry brand from his hometown roots. About KAT Custom Rings: KAT Custom Rings is a bootstrapped e-commerce jewelry company that enables couples to design custom engagement rings at a fraction of traditional retail costs. Starting as a local hometown business, the company has expanded worldwide through strategic online marketing and a commitment to accessible luxury. By combining TikTok marketing savvy with old-school customer service, KAT has carved out a unique position in the competitive jewelry market. Show Notes: 00:50 From SDR to Entrepreneur: The strategic job hopping strategy 01:37 Early Experiences with Entrepreneurship: Running businesses since 16 04:56 Lessons from the Mini Golf Course: What teenage business ownership teaches you 10:09 The Praxis Academy Experience: Alternative to college for SaaS careers 14:58 Axe Throwing and Event Planning Pivots: Learning from the "Willy Wonka experience" 19:54 Building KAT Custom Rings: Finding product-market fit in an unexpected industry 25:08 Scaling and Refining the Business: Breaking then fixing as you grow 29:56 Looking Ahead: Future Growth Strategies and sustainable scaling
Breaking Into SaaS Sales & Becoming a CEO with Stevee Danielle
2025/09/18
About Stevee Danielle: Stevee Danielle is the CEO of FiveCRM and BeePurple, leading transformation in addiction recovery technology after a remarkable journey from cosmetology through enterprise SaaS sales. Having experienced every level from individual contributor to C-suite across multiple industries, Stevee brings unique empathy and adaptability to her leadership role, where she's leading a mission-driven SaaS that helps recovery centers prove their impact through data. About BeePurple: BeePurple is a specialized CRM platform designed for addiction recovery centers, transforming how peer support specialists stay connected with people in recovery. Built on the principle that "connection beats addiction," the platform helps recovery centers track outcomes, manage relationships, and aggregate data to prove their community impact. Unlike traditional B2B SaaS, BeePurple serves clients who often still use pen and paper in their roles day-to-day, creating a unique approach to selling and supporting mission-driven technology. Show Notes: 00:00 Introduction and Background: From cosmetology to SaaS leadership 01:18 Transitioning to SaaS Sales: "The only thing I knew about software was I couldn't hold it" 02:27 Building Relationships in Sales: How years as a cosmetologist prepared her for enterprise 03:30 Selling a Technical Product: The discovery that led to pairing AEs with SEs 06:45 Leadership and Team Dynamics: Learning to be receptive from early mentors 12:06 From Individual Contributor to CEO: Taking empathy from every level of the journey 15:02 Empathy in Leadership: "I wouldn't ask my team to do anything I haven't done" 18:05 The Unique Value of BeePurple: Shifting from traditional B2B to mission-driven sales 20:55 Connecting with Recovery Centers: Selling to heroes who aren't on LinkedIn
The Ultimate SaaS Onboarding Playbook with Justin Hammond
2025/09/11
About Justin Hammond: Justin Hammond is a B2B SaaS growth strategist specializing in actionable, checklist-driven playbooks that help founders transform trial users into loyal customers. With over a decade of experience scaling high-growth companies including Book Like a Boss, Justin has become a trusted voice on data-driven onboarding, sustainable growth strategies, and practical frameworks that deliver immediate wins. His approach focuses on granular, implementable tactics rather than high-level theory. Show Notes: 01:48 Users signing up to see onboarding flows 05:23 Step one to a great onboarding flow: user research 07:07 Step two to a great onboarding flow: identify high-converting actions 09:02 What should good onboarding emails accomplish in a flow? 11:40 Onboarding advice for early-stage startups 14:21 Overcoming gaps in Time to First Value during onboarding 21:14 How will AI shift SaaS onboarding? 24:42 Why you shouldn't try to increase product adoption during onboarding
The Mindset Shift from Seed to Series A with Jonni Lundy
2025/09/03
About Jonni Lundy: Jonni Lundy is the Co-founder and COO of Resend, the developer-first email infrastructure platform that's revolutionizing how companies handle transactional emails. After helping scale Resend from inception to an $18M Series A round led by Andreessen Horowitz, Jonni has become a thoughtful voice on sustainable growth, remote team management, and the psychological transitions founders face as they scale. Under his operational leadership, Resend has built a disciplined, metrics-driven culture that prioritizes long-term sustainability over hypergrowth. About Resend: Resend is a modern email API built for developers who care about deliverability, developer experience, and scalability. Founded to solve the frustrations developers face with legacy email providers, Resend offers a simple, powerful API with React email components, real-time analytics, and enterprise-grade reliability. The company has quickly become the go-to choice for engineering teams at fast-growing startups and enterprises alike. Show Notes: 00:00 Introduction to Resend's mission to revolutionize developer email infrastructure 02:41 How Resend is disrupting the legacy email provider space with developer-first thinking 05:44 The unexpected psychological shift from IC to founder: "Success means other people winning" 10:50 Inside their Series A: Why they stayed conservative even after raising $18M from a16z 14:55 The retention graph hack that changed everything: inverting data to reveal product truth 21:24 Building celebration culture in a remote team: why small wins matter 27:40 Remote productivity insights: managing 24/7 flexibility without burning out 30:29 Creating genuine connection in distributed teams: beyond Zoom happy hours 33:45 Why making space for quieter team voices drives better decisions 35:06 "Thoughtful discipline": Resend's approach to sustainable growth 41:14 Finding balance as a new parent and founder: the parallel journeys 43:48 The one metric that matters post-Series A: ARR per head over everything
A Holistic Approach to Financial Forecasting with Bijan Moallemi
2022/07/12
About Bijan Moallemi: A graduate of UCSD, Bijan Moallemi has nearly a decade of experience building and leading finance functions at companies like Qualcomm and Palantir. He knew CFOs deserved access to better tools, so he co-founded Mosaic Finance to build the next generation of finance software for CFOs and their teams. Today, Mosaic has achieved a 3.5x increase in customer base, raised $18.5 million in funding with investors like General Catalyst and Founders Fund, and is deployed by the fastest-growing technology companies worldwide. About Mosaic Finance: Mosaic is a compass for business leaders, providing a real-time Analytics and Planning platform that helps teams get from data to decision — faster. Historically finance teams have spent the majority of their efforts in reactive mode, wrangling data to unlock basic facts about the past. A Strategic Finance Platform like Mosaic breaks that cycle by integrating data, automating analytics, and connecting teams so they can focus on the future. Show Notes: 01:00 start of Bijan Moallemi’s entrepreneurial journey 05:00 making the move to fast-growing tech sphere in the Bay area: facing new business challenges 14:00 the importance of building good financial foundations and structures 25:00 the iterative process of choosing a model for financial forecasting: testing and adjusting forecasting over the first couple of years 38:00 troubleshooting and dealing with the fallout of inaccurate financial models 47:00 attracting first customers early on and building the product around them to make sure that what you’re building matches their needs
Escaping the Analysis Paralysis of Managing Personal Finances with Will Peng
2022/06/14
About Will Peng: Will Peng is the CEO and Co-Founder of Northstar, a financial wellness and benefits platform. Prior to founding Northstar, Will worked in Venture Capital and his firm was an early investor in Coinbase, Guideline, Even, and Oscar. Inspired by the positive change fintech can have on people’s lives, Will set out to solve the inequality of financial guidance. About Northstar: Northstar’s financial wellness program helps employees make the most of their total compensation, and helps companies support their teams at scale through onboarding, open enrollment, equity events, and more.  Northstar has raised more than $10M from investors including M13, Foundation Capital, Workday Ventures, and Parade Ventures. Our employer customers include Zoom, Snap, NerdWallet, Superhuman, Virgin Orbit, and more. Show Notes: 1:30 Will Peng’s entrepreneurial journey 9:00 starting a career as a VC analyst 14:30 demonstrating proactivity when looking to switch careers 26:00 finding the right career direction through intuition and self-driven learning 30:00 most financial advice online is too broad to be effective - personal financial advice should begin with thinking through an individual problem as a case by case 34:00 the importance of having difficult conversations 44:00 developing an interest in FinTech infrastructure as an Asian-American immigrant 45:00 combating the culture of shame around personal finances 49:00 understanding how to handle stock options and making other large financial decisions
Ownership Mentality: How to Tackle Problems Proactively as a Growing Team with Jon Penland
2022/05/24
About Jon Penland: With 6+ years of experience working remotely in the technology space, and 10+ years working with customer-facing teams across multiple industries, Jon stepped into the role of Chief Operating Officer at Kinsta, where his responsibilities include hiring and onboarding as Kinsta has grown from a team of 4 to a team of more than 250 worldwide. While he didn't write his first line of HTML until he was 25 years old, within 3 years Jon was working full-time in technology, first as a freelance writer for technical websites and eventually as a Support Engineer at Kinsta. From there, he moved into management roles, initially as Chief Customer Officer and now as the COO. When he's not driving company-wide strategy and finding ways to help our distributed team stay connected, Jon can be found in rural Georgia with his wife and five kids. You can find him at @jonrichpen on Twitter. About Kinsta: Kinsta is a premium managed WordPress hosting provider that makes running your site simple. Our services are powered by cutting-edge technology like Google Cloud Platform and Cloudflare, and we take support seriously.  Whether you run a website, online shop, agency, or enterprise, Kinsta’s premium hosting offers top performance. At our core, we're a group of WordPress experts on a mission to make the best hosting platform the world has ever seen. Join the growing club of 23,000+companies who made the switch to better, faster hosting at kinsta.com.
The Advantages of Open Source Platforms with Douwe Mann
2022/05/03
About Douwe Mann: Born and raised in the Netherlands, Douwe Maan was introduced to computers early by his father, and picked up programming at the age of nine. While studying at Utrecht University, Douwe co-founded a SaaS startup that grew to $150k in ARR, which led to him joining GitLab in 2015 as employee number 10 after landing the parents of its CEO as customers. After graduating summa cum laude with a bachelor's degree in Computer Science, Douwe spent six months traveling the world, visiting and working with 49 colleagues in 14 countries on 5 continents. In early 2020, Douwe took over as the General Manager of GitLab's internal Meltano project, which quickly gained traction and spun out of GitLab in early 2021 to become an independent startup under Douwe's leadership. Douwe currently lives in Mexico City with his wife, who he met while traveling the world, and their two cats. About Meltano: Meltano is an open source data operations platform that supports data integration connectors for over 300 sources and destinations. Originally an internal project within GitLab, Meltano spun out in early 2020 to become an independent startup with $4.2 million in seed funding from investors, led by Alphabet's GV. Today, Meltano has thousands of active monthly projects and is looking to bring the benefits of open source data integration and DataOps to a wider audience.
Cutting Time Wasters and Using Resources Efficiently with Bryan Clayton
2022/04/19
About Bryan Clayton: Bryan is CEO and co-founder of GreenPal, an online marketplace that connects homeowners with local lawn care professionals. GreenPal has been called the “Uber for lawn care” by Entrepreneur magazine and has over 200,000 active users completing thousands of transactions per day. Before starting GreenPal, Bryan Clayton founded Peachtree Inc. which had a $10 million annual revenue before it was acquired by Lusa holdings in 2013. In 2020 GreenPal generated $20 million in annual revenue. About GreenPal: GreenPal is an online marketplace connecting homeowners with lawn mowing professionals that want their business. Get 5 bids in minutes, pick the pro you want, and schedule and pay all online or with the mobile app. Founded by landscaping professionals to make the lawn care industry easier and more efficient for homeowners and vendors.   Show Notes: 01:15 Growing a high school job into a highly successful medium-size business 5:45 Hiring the right number of employees 6:30 Developing methods to minimize wasting time and other resources 10:30 Calculating how much profit every employee adds, and what the diminishing margin of return for manpower is 11:10 Working in the business vs. working on the business – making time for strategizing 13:20 Applying blue-collar business learnings to tech entrepreneurship 15:00 Triaging problems and focusing 100% of resources on the current major issues, one at a time 16:30 Doubling down on what’s already working, rather than fixing what’s not working, especially when it comes to customer acquisition 19:20 Inviting frictionless feedback and doing customer support yourself as a founder: closing the gap between customer logic and founder logic 20:20 Thinking about what you can be the best in the world at, and focusing all business resources on that one thing 25:20 Understanding your value to your customers: sometimes it’s less about the actual service itself, and more about selling people back their time 27:30 As a business that connects customers to contractors, catering to both sets of needs: customers want easy access to services, vendors want a sticky platform that enables fast payments, repeat business, marketing automation etc 29:15 Creating incentives for vendors to perform well starts with accountability: providing performance metrics such as number of repeat bookings, reliability and quality ratings etc 36:20 Identifying business problems and development goals, and implementing weekly strategies for success 44:30 Creating one or two highly specific goals and getting your whole team to commit to them
How to Develop the Products Your Customers Actually Need with Aran Khanna
2022/04/05
About Aran: Aran Khanna has been labeled many things. Thought leader. Innovator. And (at times) troublemaker. Now, in his search to give technological control back to developers and business leaders, he’s added cloud management entrepreneur to that list as the Co-Founder & CEO of Archera, a company that helps organizations find cloud solutions that fit their companies.   About Archera: Archera uses machine learning to help organizations automate & de-risk their cloud strategies. The company's goal is to put control back into the hands of developers and business leaders so they can use the resources they need when they need them, without hemorrhaging time and money.   Founder Chats listeners get a free demo of Archera. Claim your perk.

Podcast reviews

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4.9 out of 5
20 reviews
★★★★★
StizzMizz 2021/09/24
Josh is a boss!!
Josh does a great job of exploring the interesting and relevant details from a founder. Its part of my commute with each new episode.
★★★★★
ASobering 2021/09/08
Such a wealth of knowledge! 🧠
This is one of the most insightful podcasts that I have ever come across, so I am so glad that it’s back! Brian does such a great job of sharing his w...
★★★★★
J. Barshop 2018/05/03
Awesome show, highly recommend!
Josh is phenomenal at expertly extracting those bits of gold listeners are looking for. He and his world-class guests provide some incredibly compell...
★★★☆☆
founder415 2018/03/18
Too much interrupting
Good guests, interesting subjects, but you’re interrupting your guests way too much. When you ask a question, please let them answer.
★★★★★
summersteve 2018/01/19
To the point
Love the candid nature of josh’s interviews. It’s refreshing to not focus so hard on what people do, and focus instead on who they are as a person.
★★★★★
NayNayB2013 2017/06/04
Genuine and engaging
Josh's interview style is engaging and the conversations are very real. It's interesting to hear the background of these founders as well as their uni...
★★★★★
ErikBison 2017/01/19
Highly recommend!
I'm so glad I found this show. Josh and his guests have tons of lessons learned over the course of their entrepreneurship journeys. Inspirational and ...
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