Unf*ck My Startup

Unf*ck My Startup
Podcast Description
UnF*ck My Startup with Adam Robinson I launched this show because most startup content feels... sanitized. Everyone talks about the wins, but skips the part where everything almost fell apart.UnF*ck My Startup is where I get real with founders who are in the middle of building. We talk about what’s working, what’s not, and how they’re fixing it in real time. No sugarcoating—just raw, tactical conversations from people actually doing the work.Each week, I host a live webinar with a founder who’s in the thick of it. Plus, I share every podcast I guest on—because let’s be honest, I go deep on those, too.🚨 Weekly founder breakdowns 🎧 Available wherever you listen to podcasts 📹 Full video episodes every Wednesday on YouTube 🔥 Want the full archive—including guest appearances? Go to RB2B Insiders, YouTube, or wherever you get your weekly podcast.If you’re building and things feel a little messy—you’re not alone.Let’s unf*ck it, together.
Podcast Insights
Content Themes
The show centers on startup challenges, realistic growth strategies, and entrepreneurial truths, with episodes touching on topics like optimizing LinkedIn for business leads, navigating funding versus bootstrapping, employing AI in sales, and personal branding strategies for founders.

UnF*ck My Startup with Adam Robinson
I launched this show because most startup content feels… sanitized. Everyone talks about the wins, but skips the part where everything almost fell apart.
UnF*ck My Startup is where I get real with founders who are in the middle of building. We talk about what’s working, what’s not, and how they’re fixing it in real time. No sugarcoating—just raw, tactical conversations from people actually doing the work.
Each week, I host a live webinar with a founder who’s in the thick of it. Plus, I share every podcast I guest on—because let’s be honest, I go deep on those, too.
🚨 Weekly founder breakdowns
🎧 Available wherever you listen to podcasts
📹 Full video episodes every Wednesday on YouTube
🔥 Want the full archive—including guest appearances?
Go to RB2B Insiders, YouTube, or wherever you get your weekly podcast.
If you’re building and things feel a little messy—you’re not alone.
Let’s unf*ck it, together.
Entrepreneurial legend and founder of CollegeHumor, Vimeo, and TeePublic, Josh Abramson, joins Adam Robinson on this episode of Unfuck My Startup. Josh shares his journey from building and selling CollegeHumor to IAC, to buying back Busted Tees and launching TeePublic.
In this episode, you’ll hear Josh and Adam discuss the pros and cons of bootstrapping versus raising venture capital. Josh gets candid about the experience of selling a business and the importance of finding purpose in your work outside of financial gain. He also shares incredible stories, like the time a friend's company turned down an $800 million acquisition offer only to be worth zero 18 months later.
Key topics include:
The Bootstrapping Mindset: Why building a profitable, cash-flowing business can be more rewarding than chasing a billion-dollar valuation
The Dark Side of Venture Capital: How VC and board goals can sometimes be at odds with a founder's best interests
The ”What's Next?” Problem: The unexpected emotional challenges that come with a life-changing financial exit
The Power of Derivative Startups: How building on an existing business or team can be an easier path than starting from absolute zero
This episode is a must-watch for any founder or entrepreneur who wants to build a sustainable, fulfilling business on their own terms.
Find out more
https://www.linkedin.com/in/retentionadam/
https://www.youtube.com/@retentionadam
https://www.rb2b.com/

Disclaimer
This podcast’s information is provided for general reference and was obtained from publicly accessible sources. The Podcast Collaborative neither produces nor verifies the content, accuracy, or suitability of this podcast. Views and opinions belong solely to the podcast creators and guests.
For a complete disclaimer, please see our Full Disclaimer on the archive page. The Podcast Collaborative bears no responsibility for the podcast’s themes, language, or overall content. Listener discretion is advised. Read our Terms of Use and Privacy Policy for more details.