Founder Therapy: The Messy Reality of Goal Setting

We all love a shiny new year and a fresh set of goals — until March hits and half of them are haunting us from the graveyard of Google Docs. Nobody talks about the goals we quietly bury, the ones we set because we should, or the way we chain ourselves to numbers that don’t even make sense anymore. In this Founder Therapy, we’re ditching the vision-board fluff and talking about the messy reality of goal setting: the goals that break us, the ones that lose their meaning, and the ones that actually keep us sane. Come ready to laugh, cringe, and rethink how you plan for 2026.

Here’s what we’ll dig into together:

• The Graveyard of Old Goals – What do you do with the ones you didn’t hit?

• The “Should” vs. the “Want” Goals – Are they really yours, or someone else’s expectations?

• The Mental Health Tax of Stretch Goals – What’s the cost of chasing 10x when 3x would be enough?

• Changing the Goal Mid-Year (and Owning It) – Why moving the goalpost isn’t cheating.

• When Goals Become Shackles – How to let go of goals you’ve outgrown.

• The Silent Role of Luck – What actually fuels a “success story.”

• Goals vs. Systems – Why boring habits may matter more than big targets.

Come ready to laugh, cringe, and rethink how you’ll set goals for 2026.

What’s Founder Therapy?

Founder Therapy is a monthly deep dive into the messy, gritty side of entrepreneurship. We're going beyond the success stories and talking about what really happens when you're building a business: the screw-ups, the hard truths, and the moments where you question everything (but keep going anyway). No polished presentations, no sugar-coated answers – just real talk.

It’s no secret that being a founder is a rollercoaster ride. One minute you’re on top of the world, and the next you’re wondering why you ever thought you could “just wing it” with no sleep and a half-baked business plan. Founder Therapy is a safe space to let it all out. Each month, we tackle a theme that gets to the heart of the entrepreneurial experience: the highs, the lows, and the brutally honest truths in between.

This isn’t about “growth hacks” or hustle culture. It’s about being honest with yourself and with other founders in the trenches. Every session is an open forum — come with your questions, frustrations, and wins, and leave with actionable advice, new insights, and a few laughs along the way.