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The Undefeated Underdogs
Sharath Kuruganty
78 episodes
1 week ago
The Undefeated Underdogs is a podcast unpacking the underdog stories you never heard of! It highlights the underdog mentality and brings authentic conversations with people who play the long game, take action with a chip on their shoulders, and convert obstacles into opportunities! Buckle up, as I will be bringing some authentic founders, VCs, community builders, and content creators who got underestimated their whole life, and yet they beat the odds and became insanely successful!
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Entrepreneurship
Technology,
Business
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All content for The Undefeated Underdogs is the property of Sharath Kuruganty and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
The Undefeated Underdogs is a podcast unpacking the underdog stories you never heard of! It highlights the underdog mentality and brings authentic conversations with people who play the long game, take action with a chip on their shoulders, and convert obstacles into opportunities! Buckle up, as I will be bringing some authentic founders, VCs, community builders, and content creators who got underestimated their whole life, and yet they beat the odds and became insanely successful!
Show more...
Entrepreneurship
Technology,
Business
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Brendan Mahony - Why founders should look at building startups as a game and not a business!
The Undefeated Underdogs
52 minutes
1 year ago
Brendan Mahony - Why founders should look at building startups as a game and not a business!

πŸ‘‰πŸΌ About the Guest:

Brendan Mahony is the founder of Sunset, a company that helps tech companies shut down, saving founders thousands of dollars and hundreds of hours. He is also the ex-founder of Toybox (YC S18, acquired) and Contrast (shut down). From this experience, he built Sunset!

πŸ‘‰πŸΌ About the Host:

Sharath is a founder, creator, and community builder. He is also a serial maker who built and shipped 15+ projects using no-code tools. His SaaS product Shoutout generated $30k ARR, which was sold to a UK-based product studio. Prev, Sharath worked for world-changing startups like Product Hunt and On Deck, where he helped build and nurture communities. He also grew his audience on Twitter from 200 to 24,000 using give-first principles and creating high-value content. He recently sold his second SaaS product, GuestLab, and he is working on a startup idea while hosting this show.

πŸ‘‰πŸΌ Sponsor Corner:

Shoutout to Acquire.com for sponsoring The Undefeated Underdogs podcast! They’re the best online marketplace to buy/sell startups and I know many founders who have sold their businesses there. If you're looking to wind down your business and cash in some of your founder chips, check them out - https://try.acquire.com/sharath/



πŸ‘‰πŸΌ Description:

Listen in as Sharath and Brendan discuss raising money, finding customers at an early stage, weird startup ideas, and more!
Β 
πŸ‘‰πŸΌ Timestamps:

  • 00:00: Episode Highlight
  • 00:22: Shoutout to Acquire.com
  • 02:47: Introduction to Brendan Mahony - founder of Sunset, a startup helping you shut down your startup correctly
  • 04:33: Why create a startup about shutting down startups
  • 10:00: How Brendan raised money as a first-time founder
  • 19:05: How to get investors on board for your startup
  • 20:50: Finding customers as an early-stage startup
  • 25:20: Lessons from the first year of building Sunset
  • 27:20: Building a startup at Y Combinator
  • 32:34: How to bend the rules when you're in founder mode
  • 38:16: How to deal with shutting down your startup - operationally, physically, mentally, emotionally
  • 42:12: What would Brendan work on if not Sunset?
  • 46:00: Weird startup ideas
  • 48:25: Problems startups deal with
  • 50:47: Outro and closing thoughts

πŸ‘‰πŸΌ Resources:

  • Link to Acquire.com: https://try.acquire.com/sharath/
  • Andrew Gazdecki: https://www.andrewgazdecki.com/

πŸ‘‰πŸΌ Where to find Brendan:

  • Twitter: https://x.com/bmaho2211
  • Linkedin: https://www.linkedin.com/in/brendan-mahony-72929385
  • Sunset: https://www.sunsethq.com/

πŸ‘‰πŸΌ Where to find Sharath:

  • Twitter: https://twitter.com/5harath
  • YouTube: https://www.youtube.com/@5harath
  • Website: https://5harath.com/
  • Newsletter: https://5harath.substack.com/
  • Founder Gigs: https://foundergigs.com/
The Undefeated Underdogs
The Undefeated Underdogs is a podcast unpacking the underdog stories you never heard of! It highlights the underdog mentality and brings authentic conversations with people who play the long game, take action with a chip on their shoulders, and convert obstacles into opportunities! Buckle up, as I will be bringing some authentic founders, VCs, community builders, and content creators who got underestimated their whole life, and yet they beat the odds and became insanely successful!