Top 5 business regrets that'll make you say, "OHHH: now I get it!"
??♂? Scott Leese
Fractional CRO + GTM Advisor | 12 ??s | 11 exits | 6x Sales Leader | 5x Founder | 3x Author | Helping founders and revenue leaders win
Ever look back at your career and think, "What was I thinking?"
You're not alone. I am one of them too, unfortunately.?
Here are the top 5 business regrets that'll make you say, "OHHH: now I get it!"
1. Tolerating toxic leadership
Remember that time you got an 11am calendar event demanding work done to prep for it, and it was already 10am?? Yeah, me too. ??
We've all been there:
? Feeling powerless
? Lacking boundaries
? Living in constant fear
2. Playing it safe
Killing yourself for years only to get a mediocre exit? No thanks!
If you're pouring your heart and soul into something:
? Take big swings
? Aim for massive rewards
? Go all in or go home and build it yourself
3. Skipping founder due diligence
Ever joined a startup without really knowing the founders? Big mistake. Huge. I did it. DOH!
Next time:
? Dig into their ambitions
? Understand their leadership style
? Trust your gut feeling but trust the concerns of others too
Your sanity (and bank account) will thank you later.
4. Misunderstanding stock options
"I'm gonna be rich!" - Every startup employee, ever.
Reality check:
? The game is rigged
? Learn the rules
? Play hard
5. Relying on a single income stream
Waiting until age 38 to start a side hustle? Rookie mistake.
Did you know:
? The average millionaire has 7 income streams
? Your 9-5 won't make you rich
? Diversification is the way
Start that side gig today. Future you will be grateful.
These regrets might sting, but they're valuable lessons in disguise.
What's your biggest business regret? Drop it in the comments
CEO@Extrovert ??? tool to warm-up & nurture leads
5 天前My favorite: waiting too long to hire key people because "nobody can do it better than me". Classic founder syndrome right there.
Regtech and Fraud Prevention Revenue Leader
6 天前Spot on
Customer-Centric CRO & Revenue Architect | Scaling Early-Stage & High-Growth SaaS | Profitable, Mission-Driven Growth for Founders, VCs & PEs
6 天前I’ve experienced all 5…painful at the time, but wonderful lessons for personal and professional growth.
5 X Acquisitions, 4 X Founder, Entrepreneur, Motivational Speaker & Investor
1 周??♂? Scott Leese #2 & #4 brother! I had to get hustled to understand the hustle. Hard lessons to learn! Good post chief!
VP Solutions Engineering | SaaS Growth Expert | Scaling Startups $30M to $100M+ ARR | AI-Driven Sales Efficiency
1 周Been doing this for 20+ years now and this is absolutely spot on.