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Articles
The Leadership Lessons I Learned the Hard Way
Building Oovi taught me that leadership isn’t about perfection—it’s about listening, adapting, and creating what people truly need.
Sheridan Guerrette
Nov 24, 20243 min read
Lessons from a Handwritten Chore List: Building Resilience Without the Internet
Growing up without internet taught me resilience, discipline, and the power of 'enough'—lessons I now bring to startups and leadership.
Sheridan Guerrette
Nov 24, 20243 min read
The Middle-Stage Startup Apocalypse: Why Series B Is Becoming a Graveyard
Series B is where startups go to die—too risky to scale, too lean to prove traction. The middle stage is the new extinction zone.
Sheridan Guerrette
Nov 16, 20243 min read
The Founder Warning Signs You Can’t Ignore: Lessons from the Trenches
Founders lacking passion, crossing professional lines, or cutting corners aren't just red flags—they're liabilities that sink startups.
Sheridan Guerrette
Nov 15, 20244 min read
The SaaS Trap: Why Founders and Investors Should Think Twice Before Scaling It Up
SaaS isn't just about growth; it's about retention. Subscription fatigue and scaling costs can sink startups.
Sheridan Guerrette
Nov 15, 20243 min read
The Investment Edge: Why Honest Advisors Are Your Greatest Asset
Investing isn’t about following the crowd—it’s about staying ahead. Honest advisors challenge you to think critically and invest wisely.
Sheridan Guerrette
Nov 14, 20243 min read
Why Founders Need Brutally Honest Advisors (And How to Find Them)
Growth doesn’t happen in your comfort zone. It happens when you’ve got someone pushing you out of it and keeping you on your toes.
Sheridan Guerrette
Nov 14, 20245 min read
Challenging Feminist Rhetoric in the Startup World
Real empowerment isn’t about acting like men; it’s about mastering our strengths and leading authentically.
Sheridan Guerrette
Nov 14, 20244 min read
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