Business at first phone call. That’s how I describe meeting my cofounder, Vimal Vachhani. Our skill sets complemented each other perfectly. Not only that, we wanted to solve the same problem based on our own unique experiences. Then, we found that we truly enjoy working together. Our personalities couldn’t be more in alignment. However, Vimal isn’t the only cofounder that I’ve had, and it hasn’t been smooth sailing for me in the cofounder department. In this post, I’ll share a few tips on how to vet a cofounder.
1) Do a short project together.
If you’ve never worked with your prospective cofounder before, I highly recommend doing so before you agree to grow a business together. Cofounding a startup ties you financially together. You wouldn’t get married without dating the other person for a while, right? Think of this project as your opportunity to “date” and see if you’re a good fit for each other.
When Vimal and I first met, he was ready to start a data integration and analytics business. His background was not in data visualization though, so he reached out to our mutual friend, Christine. Christine specialized in analytics for real estate but had recently transitioned to banking. While she wasn’t interested in building reports, she thought that I would be.
After Vimal and I met, we knew that we wanted to work together long-term but we opted to set up our initial work together as a trial run consulting project. This allowed us to 1) confirm that our work personalities were compatible, 2) confirm that we were both technically capable, and 3) have an out if we decided that we didn’t want to start a business together.
2) Talk about your lives beyond work.
Starting a business means giving up most of the separation between work and your personal life. However, you must maintain a life outside of work if you want to keep your sanity and your existing relationships. You need to discuss what’s important in your life outside of work so that you can help each other make time for that.
When Vimal and I met, we’d both been through a lot personally. We were restarting our lives, in a way. Vimal had even moved cities and was finding a new group of friends in NYC. We both wanted to make time for self-care while making new friends and spending time with old. By having these conversations up front (and ongoing), we made that happen.
Your cofounder is your support system. If you can’t rely on them to help you prioritize what’s important in your life, then you shouldn’t trust them to run a business with you either.
3) Ask for references.
This is the most critical step in how to vet a cofounder. I’m going to stand on my soapbox for a minute. Asking for references is an absolute MUST for female founders. Let me share my story to explain why.
Tldr: I had a bad experience with a cofounder who was more interested in sleeping with me than he was working on the business together. I learned the hard way that references from other women who have worked directly with your cofounder are critical.
Before I quit working at the private equity real estate firm, I knew that I wanted to leave to start a business. I didn’t know what yet. Fortunately, I had a few confidantes that I trusted and could bounce ideas around with. One in particular loved the idea of me starting a business. I remember the phone call vividly. Let’s say my confidante’s name is Jesse.
Jen: Hi Jesse! How are you? What’s new?
Jesse: Oh not much. It’s been crazy since the pandemic hit, but we’re all hanging in there!
Jen: I believe it. It’s been crazy around here too! We’ve finally gotten back to a sense of normalcy.
Jesse: Oh yeah? What were y’all doing that was keeping you so busy?
Jen: It’s our investors. Ever since we started reporting more detailed information to them, they want and expect more. Our executive team too. Which I totally get and am happy to do, but honestly it feels like the same drill over and over again. I wish we had the ability to automate it more. Confidentially, I’m ready for something new.
Jesse: That makes sense. What are you thinking?
Jen: Honestly, I’ve always dreamed of starting my own company. I was –
Jesse: If you have a single entrepreneurial bone in your body do it.
Jen: You think so?
Jesse: Yes. If you don’t, you’ll spend the rest of your life regretting it and wondering “what if.” I’m so glad that I started my own company, and I can’t imagine doing anything else. If you have any desire to start something, you should do it now. [This was very good advice that I second!]
Jen: Huh. Good point.
Jesse: What kind of business are you thinking?
Jen: Well, what I know best is analytics for commercial real estate. Maybe something in that space? I had so many people talk to me after that PREA conference that it seems like there’s a need for it.
Jesse: Tell you what. Why don’t you build this using my properties? And I’ll fund you?
Jen: Seriously?
Jesse: Yes. Give me your pitch when you’re ready. Take your time.
Jen: Okay, great! Will do.
I quit my job and we started working together. We were building integrations and analytics for a completely new property type to me, and I was learning a ton. Eventually, we scheduled a trip to connect in person to discuss details. During that trip, my then cofounder made several passes at me. I didn’t know what to do, so at first, I just played it off. When it became clear to me that starting this business together was predicated on us having a relationship, I got out. Maybe I should have seen the signs earlier? Or perhaps I was inadvertently leading him on? Who knows. What’s important is what I learned: make sure your cofounder will treat you with respect and sincerely wants to start the business with you.
Let’s go back to when I first met Vimal for a proper example of how to vet a cofounder. Our mutual friend, Christine, knew the details of what happened to me. She called several other former female coworkers of theirs (and a male one or two, if I recall) on my behalf. She asked them what their experience was like working with Vimal, testing for any potential red flags. Because Vimal is a wonderful human, there were none.
I cannot tell you how much I appreciate Christine looking out for me. This is what women supporting women looks like. Get your references, ladies. And guys, you should do this too if for no other reason than to ensure your new cofounder won’t screw you over on something down the road. Keep in mind that you’re interviewing each other for the job of cofounder. References are a normal part of hiring.
Recap: How to Vet a Cofounder
To recap how to vet a cofounder, make sure that you do a project together first, talk about your lives beyond work, and review each other’s references. If after all of that, you still want to work together… well then, you just might make something beautiful. I can’t wait to hear what you start!
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