But I got a lot of inbound asking about the product and found myself stumbling into meetings with people with no real goal.
What I learned from raising my first seed round.
This isn’t a how-to guide, that may come later. This is just a story and observations from my own experience.
See, I didn’t know what I was doing at all...
But I got a lot of inbound asking about the product and found myself stumbling into meetings with people with no real goal.
I’m not from SF. I’m from small town Missouri. I didn’t have connections.
But I did spend a lot of time making internet friends. It’s what I’ve done my whole life. In particular friends in @genzmafia
And met a lot of connected people thanks to @ItzSuds. He also got me on clubhouse.
In there I started talking to people and met @YousifAstar
He taught me how to be intentional with raising instead of stumbling into meetings.
I blocked off two weeks and got started.
2. You want to find people to get intros to these investors
3. Schedule all your meetings in a 2 week window
4. Pitch your heart out. And remember it’s about your story and your team more than your numbers
5. Close!
Though one person also deserves a lot of credit in this story and that’s Sahil..
He just liked what we were building and believed that we could make it. He was our first big check in.
In fact, it doubled.
This all happened in 24 hours and was very overwhelming... See, now I had to learn to tell people no.
Additionally you now have to pick your partners. Who do you want by your side for life? Don’t rush these decisions.
15-20% dilution is Good
20-25% dilution is Okay
25% + dilution is Bad
We ended up only taking 1.5 of the 4
And avoid any red flags like the plague. Regardless of how much money they want to give you.
They will be with you for life!
Hiring, Organizing, Managing, Shipping is much much much harder than raising.
But I know from the other side raising can look like a big mountain to pass.
We can go over investors, pitch, materials, or even the little nuances like what to say in emails 😆
More from Startups
1/ Tuesday was my last day as CEO of @CircleUp. I’ve been CEO since starting the co. in 2011 with my co-founder @roryeakin.
This is a thread about what happened, why and my emotions about it. For more detail:
https://t.co/vYImcm1bTM
Much of this I have never talked about.
2/ My goals: I hope it helps founders feel less lonely than I did. Little public content about the challenges of transitioning exists, but I longed for it. I’m not here to provide a playbook- just to share my experience. Hope it might build greater empathy.
Here goes….
3/ Why: When I tell people that I’m transitioning to an Exec Chairman role their first question is always: “why?” Short answer: co. pivot + fertility issues + health issues + a false sense that grit was always the answer = burnout. Long answer: is longer so hang in there with me
4/ Over a 12-18 month period that ended in late 2017 I ran my tank far beyond empty for far too long. You know that sound your car makes when it’s sputtering for more gas? It was like that. Worst year of my life. Since then it has felt like bone on bone.
5/ Here is what happened:
Professionally: pivoting a Series C company was a living hell in and of itself, as I’ve talked about before.
This is a thread about what happened, why and my emotions about it. For more detail:
https://t.co/vYImcm1bTM
Much of this I have never talked about.
2/ My goals: I hope it helps founders feel less lonely than I did. Little public content about the challenges of transitioning exists, but I longed for it. I’m not here to provide a playbook- just to share my experience. Hope it might build greater empathy.
Here goes….
3/ Why: When I tell people that I’m transitioning to an Exec Chairman role their first question is always: “why?” Short answer: co. pivot + fertility issues + health issues + a false sense that grit was always the answer = burnout. Long answer: is longer so hang in there with me
4/ Over a 12-18 month period that ended in late 2017 I ran my tank far beyond empty for far too long. You know that sound your car makes when it’s sputtering for more gas? It was like that. Worst year of my life. Since then it has felt like bone on bone.
5/ Here is what happened:
Professionally: pivoting a Series C company was a living hell in and of itself, as I’ve talked about before.
1/ We Pivoted a few yrs ago. This is the story- mostly my feelings. It has never been told publicly.
— Ryan Caldbeck (@ryan_caldbeck) April 16, 2019
This will be rambly and represents the chaos in my head at the time. There is [hopefully] no advice here. I don\u2019t know if we did it right.
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