Founder Chats

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

  1. Why Your LinkedIn Outreach Fails (And How to Fix It) with Walid Amarir

    10/24/2025

    Why Your LinkedIn Outreach Fails (And How to Fix It) with Walid Amarir

    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

    33 min
  2. Accidentally Building a Y Combinator-backed Startup with Sachin Jain

    10/17/2025

    Accidentally Building a Y Combinator-backed Startup with Sachin Jain

    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

    34 min
  3. How Submagic grew to $8M Revenue in 3 Years with David Zitoun

    10/09/2025

    How Submagic grew to $8M Revenue in 3 Years with David Zitoun

    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

    34 min
  4. Why OptinMonster Won the Early Email Marketing Era with Thomas Griffin

    10/02/2025

    Why OptinMonster Won the Early Email Marketing Era with Thomas Griffin

    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

    47 min
  5. The Journey from SDR to Founder with Chase Taake

    09/25/2025

    The Journey from SDR to Founder with Chase Taake

    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

    31 min
  6. Breaking Into SaaS Sales & Becoming a CEO with Stevee Danielle

    09/18/2025

    Breaking Into SaaS Sales & Becoming a CEO with Stevee Danielle

    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

    27 min
  7. The Mindset Shift from Seed to Series A with Jonni Lundy

    09/03/2025

    The Mindset Shift from Seed to Series A with Jonni Lundy

    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

    49 min
4.9
out of 5
20 Ratings

About

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