
What SALES REPS Miss Before Joining a Startup, w/ Brian Trowbridge
From making ...high-stakes decisions with limited runway to navigating board dynamics and founder alignment, Brian unpacks what it really takes to succeed in an early-stage company.
We dive deep into how he evaluated FireHydrant before joining, what he looks for in founders and boards, and how sales leaders should think about burn rate, valuations, and growth expectations. If you're in sales and considering a startup role, this episode is a must-watch.
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🏹 Key Topics Covered
00:00 - Intro
01:00 - Startup chaos
05:00 From Startup Grind to Scalable Sales
09:17 The Hardest Hiring Lessons
13:46 Selling Without a Playbook
18:24 Coaching Reps to Think Critically
22:40 Building Repeatable Pipeline
29:03 Staying Grounded as a Sales Leader
35:17 Career Advice for Aspiring CROs
42:00 The Power of Humility in Leadership
50:30 The Role of Curiosity and Grit
💥 3 Biggest Lessons:
Chaos is a Feature, Not a Bug: Embrace early-stage ambiguity—true sales leadership is forged in unpredictability.
Hiring is Everything: The reps you bring on will define your success. Make every hire count.
Ask the Bigger Questions: Scaling isn’t just tactics—it’s teaching your team how to think.
🙌 Thanks for listening!
This episode was hosted by Simon Kouttis and Ollie Kuehne, founders of Hunters & Unicorns, and post-produced by the team at videoforce.pro
If you enjoyed this episode, please drop a like/share and subscribe to our channel!
🦄 Connect with Hunters & Unicorns
Website: http://huntersandunicorns.com
Twitter: http://twitter.com/HuntersUn1corns
Instagram: http://instagram.com/huntersandunicorns
Blog: http://huntersandunicorns.com/blog
💬 Notable Quotes
“If you have a mediocre RD, avoid it. I would even avoid a good company if I didn’t have a good RD.”
“You’re not just asking ‘did I make my number?’ You’re asking: does this company even exist in 12 months?”
“There’s no bigger mistake than hiring the wrong person—it costs you a year.”
“Some founders just burn through VPs. You need to know that before you join.”
“You’re wearing a hundred hats and trying to hit growth targets with minimal runway. It’s not for everyone.”
Tags
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