• Practical Founders Podcast

  • By: Greg Head
  • Podcast
Practical Founders Podcast  By  cover art

Practical Founders Podcast

By: Greg Head
  • Summary

  • Tune into the Practical Founders Podcast with host Greg Head for weekly in-depth interviews with founders who have built valuable software companies--without big funding.
    2023 Scaling Point LLC
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Episodes
  • #92: Bootstrapped Integration Platform Growing Faster by Niching In and Doubling Down – Charlie Alsmiller
    May 10 2024

    Charlie Alsmiller is the founder and CEO of APIWORX, a powerful integration platform for mid-sized ecommerce companies. He is an experienced practical founder who has created and grown several software companies. His first venture was VC-funded and shut down quickly in 2001. His next software ventures were bootstrapped with funding from services revenue and his own savings.

    APIWORKS is a powerful integration platform that connects Shopify data to accounting software and other applications. Charlie started the company in 2020, with well over $1M in annual recurring revenues and 30 employees. They are growing faster by focusing on key vendor ecosystems and specific customer problems where they have a unique advantage.

    In this episode, Charlie shares:

    • What happened when challenges arose in his first company, which was VC-funded
    • Why he started a services business to find and fund his next software business
    • What happened after his first successful exit that made him start another company
    • How he ideated and validated to discover the best startup idea to invest in
    • Why they are growing faster every time they niche down on specific vendor ecosystems
    • Why startup CEOs should eventually focus on their superpowers and delegate everything else

    Quote from Charlie Alsmiller, founder and CEO of APIWORX
    As a startup founder, you need to really know yourself. Know your personality type, know your skills, and know your superpower. Focus on what you do best and where you add the most value.

    “I have the superpower of whacking the machete to start new things, clearing the brush away in new markets, and figuring it out. And I’m pretty good at recruiting people who can do the things I don’t do well. Now my team tells me, Charlie, don’t do that, we’ll do it and you go do that thing over there.

    As an early-stage founder, you start by taking out the trash, doing software development, doing marketing, and everything else. As soon as you can scrape together the pennies to outsource or hire those other things you’re not good at, you should do it because it allows you to double down and grow faster. That’s the game changer for your growth.

    Links
    • Charlie Alsmiller on LinkedIn
    • APIWORX on LinkedIn
    • APIWORX website
    The Practical Founders Podcast

    Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app.

    Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com.
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    58 mins
  • #91: How AI Is (and Isn’t) Changing the Game for Practical SaaS Founders – David Evans
    May 3 2024

    David Evans, the managing partner of Sentiero Ventures, a seed fund focused on AI-focused software startups. David discusses the role of AI in software development and the opportunities it presents for practical SaaS startups. He shares his journey with AI and predictive modeling in his previous companies and the key factors he looks for when investing in AI-powered companies.

    In this expert podcast interview, David discusses:

    • The new questions about revenue models for AI-powered companies
    • The challenge of cost in AI and the potential for innovation
    • The importance of clean and relevant data to train models and machine learning
    • Balancing AI in the go-to-market strategy
    • The impact of AI on various industries

    Quote from David Evans, Managing Partner of Sentiero Ventures
    “The biggest challenges and opportunities we see right now are in the revenue model. The traditional per-user, per-month model in SaaS is becoming increasingly difficult to justify in AI-powered companies because every time I interact with ChatGPT, there is an associated nontrivial cost. When I ask it a question with AI, there is a compute resource of OpenAI or whatever that is being directly accessed.

    “This also leads to some opportunities to scale revenue more quickly because you can now charge based on utilization. With the right sort of unit economics, you have the opportunity to scale your revenue more directly with usage and value. Companies will scale their utilization very quickly when they see results. It gets really interesting fast.

    “It’s obvious when you start viewing it through the lens of whether I need to run one more campaign. If they are making money, then yes, I’ll pay for the next campaign and the next one. We’re seeing a better scale with utilization-based billing. You have to figure out the unit economics to ensure you’re doing it profitably.”

    Links
    • David Evans on LinkedIn
    • Sentiero Ventures on LinkedIn
    • Sentiero Ventures website
    The Practical Founders Podcast

    Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app.

    Get weekly Practical Founders newsletter and podcast updates at practicalfounders.com.
    Show more Show less
    1 hr and 5 mins
  • #90: Why Growth Equity is Practical Funding for Founders Who Are Scaling Up Efficiently – Phil Dur
    Apr 19 2024
    Phil Dur is cofounder and managing partner of PeakSpan Capital, a growth equity investment firm that works with bootstrapped SaaS founders who are scaling up to become sizable market leaders. Phil has been funding capital-efficient software founders for over 20 year and has served on 45 boards with those companies. In this expert podcast interview, Phil explains: Why the practical growth equity approach is fundamentally different from the venture investment approachHow PeakSpan and other growth equity investors support bootstrapped and capital-efficient SaaS foundersWhy founders should be taking money off the table with every funding or transaction eventWhen can growth equity investment be a good fit for practical SaaS foundersWhy founders should be thinking about the risk-adjusted odds of successful exits at multiple milestones Quote from Phil Dur, Managing Partner of PeakSpan Capital “It’s a big deal to bring an investment partner into your business because now you’re now collaborating with someone on your big decisions. Some founders only need to look themselves in the morning mirror to decide what will happen in their business this year. When you have investor partners, you will have more dialogue to align around important decisions. “Unfortunately, I frequently see entrepreneurs picking their first investor partner without much time getting to know them and experience working with them. That’s why we start actively helping our founders 6 to 12 months before they make a final decision on a transaction. “We want our founders to get a free trial of what the full experience is going to feel like before we work with them. Founders should be doing that with every other investor they are interested in. “Don’t bring someone into your business with eight figures of capital at risk when you just met the partner two weeks before term sheets are due. That’s not a smart strategy for founders.” Links Phil Dur on LinkedInPeakSpan Capital on LinkedInPeakSpan Capital website The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app. Get weekly Practical Founders newsletter and podcast updates at practicalfounders.com.
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    1 hr and 4 mins

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