Startup Success: A Podcast for Founders & Investors

Burkland

On Startup Success, we discuss what’s working right now for scaling founders and investors... You’ll hear interviews with founders and investors who have compelling stories to share, new trends, and conversations from thought leaders and experts who have walked the walk. Each episode will dig into a crucial area of startup success: finance, entrepreneurship, fundraising, hiring, marketing, sales, and operations to help your startup or portfolio company scale.

  1. 1d ago

    Selling a Startup, Buying It Back, and Changing How Founders Raise: A Founder's Story

    In this episode of Startup Success, we sit down with Jaclyn Johnson, founder of Create & Cultivate and co-founder of the angel investing platform Cherub, for a conversation about scaling a business, navigating an exit, and the future of early-stage investing.  Jaclyn shares how she built Create & Cultivate into a multi-million-dollar, bootstrapped company, why she made the difficult decision to sell, and what prompted her to buy back the company a few years later. She offers an honest look at the tradeoffs of private equity and the factors that can make or break a deal. Between the exit and the buyback, her work as an angel investor and mentor to early-stage founders led her to co-found Cherub, a platform that connects founders with angel investors they'd never reach otherwise.We discuss: The realities of selling to private equity — and what founders often overlookWhat founders need in place before they start raising capitalHow the fundraising landscape for early-stage founders is changingIf you're building your first company, preparing to raise capital, or thinking about an exit, this episode offers hard-earned lessons from a founder who has been on both sides of the table. ----Stay connected with our host, Kate Adams, here on LinkedIn!  🔗 Learn more about Create and Cultivate at https://www.createcultivate.com/ Learn more about Cherub at https://www.investwithcherub.com/ This episode is produced by: Brenda Hernández Jaimes: Podcast Producer & Talent Coordinator, Ellas Media Angela R. Chong: Audio Editor & Post-Production Producer, Amplify Podcasts

    21 min
  2. Jun 16

    Lessons From the Front Lines of Building an AI Startup

    Ahmed Rashad started his career on an oil rig, taught himself to code, and went on to build and sell a company. After stops at Oracle, MIT, McKinsey, Amazon, and Scale AI, he founded Perle to solve a problem he kept running into: the AI data gap. Perle builds specialized training data for AI models in fields like medicine and linguistics — the niche areas where general AI struggles.Despite the anxiety around AI, Ahmed believes the upside far outweighs today’s disruption. Faster development doesn't shrink markets; it expands what's possible. In his view, AI isn't replacing human potential. It's amplifying it. Tune in to hear: Why the right VC partner matters more than the biggest checkThe 4 things founders should never delegateHow to keep investors engaged and informedWhat Arabic’s 22+ dialects reveal about the depth of the AI data gap With experience at some of the world’s leading companies and now as the founder of an exciting AI startup, Ahmed has valuable insights on today’s startup ecosystem. Don’t miss this episode for practical, hard-earned advice from a founder who has been in the thick of it since day one. ----Stay connected with our host, Kate Adams, here on LinkedIn!  Learn more about Perle: https://www.perle.ai/ This episode is produced by: Brenda Hernández Jaimes: Podcast Producer & Talent Coordinator, Ellas Media Angela R. Chong: Audio Editor & Post-Production Producer, Amplify Podcasts

    24 min
  3. Apr 21

    Why Founders Need “Scalers” on Their Early Teams

    Casey Woo, CEO & Founder of Operators Guild and GP & Founder of FOG Ventures, joins us on Startup Success to discuss how scaling a startup has changed and why founders need “horizontal generalists,” or scalers, on their early teams. After helping scale several high-profile startups, Casey built Operators Guild, a global community for the operators who thrive in early-stage chaos, and later FOG Ventures, its venture capital arm. He’s seen firsthand why this new breed of operator is essential in today’s AI-driven world.Casey breaks down how these operators fuel hypergrowth and why early-stage founders should prioritize hiring them. He explains this mindset isn’t learned—it’s in your DNA. Curious, impatient, and energized by ambiguity, scalers are wired differently. We discuss: How AI is reshaping how startups hire and scale, and why adaptable, strategic thinkers matter more than ever.The new operational model that is essential to high-growth startups.How to spot a scaler on a resume and what signals to look for in the interview process.How the office of the CFO and COO has changed and what that means for today's startups.This episode blends insight and practicality—a must-listen for founders building teams in an increasingly complex landscape. ----Stay connected with our host, Kate Adams, here on LinkedIn!  Learn more about Fog Ventures at: https://www.fog.ventures/ Learn more about Operators Guild at: https://www.operators-guild.com/

    28 min
  4. Mar 24

    The New Startup Go-To-Market Playbook

    In this episode of Startup Success, Kate sits down with Marlena Sarunac, co-founder and fractional CMO at The Company Advice, a marketing firm for startups. They help startups clarify their category, sharpen their messaging, and build go-to-market strategies that actually convert.  After leading marketing from Series A to Series B at Particle Health and driving go-to-market across highly technical industries, Marlena now helps founders turn complex products into compelling narratives that resonate with buyers and drive growth. She explains how tighter capital and AI-informed buyers are reshaping startup marketing — and what founders need to do differently today. We dive into:Why the traditional startup go-to-market playbook no longer works and what to do insteadThe risks of not clearly defining your market categoryHow to develop consistent messaging that builds trust with both buyers and AI search modelsWhy shared KPIs are key to aligning teams — from engineering to marketing — around growthHow to uncover your startup's hidden growth blockers with their Friction Finder toolThis episode offers practical frameworks for founders trying to break through crowded markets and build sustainable traction. If you’re working on refining your positioning, improving your go-to-market tactics, or scaling beyond founder-led sales, this one’s a must-listen. ----Stay connected with our host, Kate Adams, here on LinkedIn!  🔗 Check out the Friction Finder tool here https://www.thecompanyadvice.com/friction-finder

    26 min
5
out of 5
53 Ratings

About

On Startup Success, we discuss what’s working right now for scaling founders and investors... You’ll hear interviews with founders and investors who have compelling stories to share, new trends, and conversations from thought leaders and experts who have walked the walk. Each episode will dig into a crucial area of startup success: finance, entrepreneurship, fundraising, hiring, marketing, sales, and operations to help your startup or portfolio company scale.

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