Lessons from My 20-Year High School Reunion 🎓

I went to my 20-year high school reunion expecting to catch up with old friends. What I didn't expect was a complete shift in how I think about success as a founder.

If you're a first time founder caught in hustle culture, obsessing over growth metrics, sacrificing work life balance, treating every moment like it needs to be optimized—this is your reality check. The people who seemed "most successful" 20 years ago aren't the ones who are happiest today. And the conversations that mattered most had nothing to do with career wins or revenue.

This startup advice comes from an unexpected place, but it might be exactly what you need to hear right now. Building a sustainable business isn't just about the grind. It's about staying present for the moments that actually count. Your future self will thank you for slowing down now.

For first time founders navigating entrepreneur burnout, finding the right founder mindset, or just trying to figure out what actually matters—this one's for you.

Best,
Tashi

+ + +

Some background on me for those interested, here is my much more detailed Startup Journey video. My Failed Startup TwoSpace that hit a $10M valuation before winding up after 6 years of success.
https://youtu.be/axZ0RHBmidg

Enjoy the video!

+ + +

👋 Tashi here, I am the Failed Founder of a $10M startup that translated his entrepreneurial skills into a Corporate Career at a Fortune 200 Tech & Property Company. I make videos on startups in a fun way that is easy to understand.

LinkedIn: https://www.linkedin.com/in/tashiddorjee/