The ESOP strategy point is underrated. Too many founders let investors push the option pool creation pre-round which dilutes them unecessarily. Understanding the pre vs post money distinction seems basic but I've seen so many term shets where founders didnt catch how the structure changed their dilution. Also appreciate the reminder that negotiation isnt about winning, it's about aligment.
This is a crucial breakdown. Most founders focus 90% of their energy on getting the "yes" and 10% on the terms, when that ratio should probably be closer to 50/50.
I think thats right - it's also good to keep an eye on VCs anchoring something ie cheque size, stake minimums etc - helps you tactically to spot these and work with these in mind 👏
So much value packed in here, Chris.
"6. Don’t Let the Clock Dictate the Deal" - it's applicable in any business context, they should really teach this in business schools
This reminded me of watching a team build a campfire, each person convinced their spark is the one that will catch.
Everyone means well, but without rhythm and a shared plan, the flame never quite takes.
In my world with the 5 Voices, most of these mistakes show up when stress hits.
Pioneers push harder.
Guardians over-question.
Connectors over-promise.
Creatives retreat into ideas.
Nurturers carry the emotional weight of the team.
When a founder understands their voice pattern under pressure, it changes the way they fundraise and the way they show up in those high-stakes rooms.
Brilliant comments James 👏 thanks for sharing your wisdom 🌞
Great one Chris. Thanks for sharing this so openly with us :)
My pleasure. It's all part of our mission at the founders corner
The ESOP strategy point is underrated. Too many founders let investors push the option pool creation pre-round which dilutes them unecessarily. Understanding the pre vs post money distinction seems basic but I've seen so many term shets where founders didnt catch how the structure changed their dilution. Also appreciate the reminder that negotiation isnt about winning, it's about aligment.
Great points to highlight. Thanks for sharing your experience 🌟
Another great piece, Chris! I’m sitting over here like 🔎 📑 ✍🏿
Back at you 🧐
The low ball offer has to be one of the most annoying things in the world, ya know?
Yep but often it's simply part of the process and gets the dominoes falling
yes, TBE, a necessary evil in some ways
strategic advantage dialed in 👏
This is a crucial breakdown. Most founders focus 90% of their energy on getting the "yes" and 10% on the terms, when that ratio should probably be closer to 50/50.
I think thats right - it's also good to keep an eye on VCs anchoring something ie cheque size, stake minimums etc - helps you tactically to spot these and work with these in mind 👏