Ready, Set, Startup! - Strategies from Founders, Funders, and Beyond Titelbild

Ready, Set, Startup! - Strategies from Founders, Funders, and Beyond

Ready, Set, Startup! - Strategies from Founders, Funders, and Beyond

Von: Brandon Reed
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 Let’s pull back the curtain on what really goes down in the Startup world. Every episode offers honest, off-the-cuff chats with founders, investors, analysts, and other Startup insiders as they share the hard-earned wisdom you can't find in a business textbook. We break down the wins, the disasters, the risky bets, and the lessons learned along the way, delivered with zero intimidation and a lot of practical takeaways. If you’re building, dreaming, or just curious about how Startups actually work, you’re in the right place. Ready? Set…let’s get STARTed! Management & Leadership Ökonomie
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  • Finding Your Funding Fit w/ Cheryl Kellond of Play Money Studios

    Finding Your Funding Fit w/ Cheryl Kellond of Play Money Studios
    Jan 19 2026
    Cheryl Kellond has built startups from the ground up, survived the crash of a hardware business, raised millions in venture capital, and walked away with battle scars. In this episode, she pulls back the curtain on what it really takes to lead a company through chaos. We get into why hiring fast can backfire, how funding can trap you, and what founders often overlook when chasing growth. Cheryl talks candidly about ignoring her gut, managing burnout, and staying true to the reason she started in the first place. It’s a sharp, honest look at the difference between building a business and building one that lasts. --- Episode Resources “The Hard Thing About Hard Things” by Ben Horowitz (https://a.co/d/9j9DMya) Tyler Denk’s Beehiv Newsletter (https://www.beehiiv.com/blog/newsletter-behind-the-scenes)
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    53 Min.
  • When Core Values Beat Venture Capital: Building a Bootstrapped Business w/ Jesse Mecham of YNAB

    When Core Values Beat Venture Capital: Building a Bootstrapped Business w/ Jesse Mecham of YNAB
    Jan 5 2026
    Jesse Mecham, former accountant and creator of You Need A Budget, argues that your real money problem is worry, not math. He shares how a tiny spreadsheet he built to fix one household cash crunch became a calm, profitable business, and what he learned from building his software and methodology: YNAB (You Need A Budget) at night while working full time, botched early hires, and the moment he stopped playing small. We unpack the myths around raising money, co founders, and five year plans, how to grow slowly on purpose without feeling behind, and practical ways to feel in control of your money again. Along the way, Jesse shows how changing your relationship with money can reshape how you think about risk, work, and the life you are building. --- Episode Resources You Need A Budget (YNAB) - Jesse’s budgeting software and methodology that he created. (https://www.ynab.com) True Alignment: Linking Company Culture with Customer Needs for Extraordinary Results, by Edgar Papke. (https://www.truealignment.com/true-alignment/) “Antifragile: Things That Gain from Disorder” by Nassim Nicholas Taleb. This book speaks about how systems and people can benefit from volatility and stress.(https://a.co/d/hWw7TJW) “Titan: The Life of John D. Rockefeller, Sr.” by Ron Chernow. (https://a.co/d/gUs7qXn) “Washington: A Life” by Ron Chernow. (https://a.co/d/bzkS3F0) “Goals! ” by Brian Tracy. This book is a classic goal-setting and personal development book. (https://a.co/d/9wnWUi4) “Rich Dad Poor Dad” by Robert Kiyosaki. A Personal finance book. (https://a.co/d/aSFlfOq)
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    56 Min.
  • Healthy Founders, Healthy Exits: The Human Side of Startup Success w/ Reuben Levinsohn of Washington Advisors & Ventures

    Healthy Founders, Healthy Exits: The Human Side of Startup Success w/ Reuben Levinsohn of Washington Advisors & Ventures
    Dec 22 2025
    Reuben Levinsohn, professional investor and founder coach behind Exit Quotient Ventures and Flying with Founders, argues that clarity and discipline win. He shares how starting from an “exit first” mindset sharpens founder focus, the early signals he listens for like EQ, leadership quotient, paid pilots, and a clean path to $1M ARR, and when to graduate beyond founder-led sales. We unpack the red flags that kill momentum, practical ways to earn a second meeting, and the founder-wellness routines that keep you in the game. Along the way, Reuben breaks down what he saw in Pavewise and Protein Pints, and how to turn traction into a real go-to-market engine. --- Episode Resources Flying with Founders: Founder Coaching, Meetups, Retreats. (https://www.flyingwithfounders.com/) Flying with Founders Youtube Channel (https://www.youtube.com/@FlyingWithFounders/videos) Reuben’s Venture Capital: Exit Quotient Ventures (https://www.exitquotient.com/) Webinar event series: “Inside the Mind of a VC / Investor” (https://www.flyingwithfounders.com/fwfevents/inside-the-mind-of-a-vc-customer-satisfcation) Pavewise: AI-assisted planning for paving in relation to weather. (https://www.pavewisepro.com/) Protein Pints: High-protein ice cream startup that Reuben angel-backed. (https://proteinpints.com/) Catalina Crunch: Exec talent the Protein Pints founders recruited from. (https://us.catalinacrunch.com/) “Lift Others as You Climb” by Scott D. Idle (https://scottidle.com/ , https://a.co/d/hvRFPYv) “The Founder’s Survival Guide” by Rachel E. Turner. (https://www.thefounderssurvivalguide.com/ , https://a.co/d/8BkG46M)
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    37 Min.
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