James Hottensen, One Of Our Superhumans

author avatar by Capbase Staff • 7 min

On Super-humans of Capbase today we’ve got James, our Partnerships Manager.

This one is going to be super interesting, because you used to work as a VC.

James, a former VC, now a strategic partnerships manager at Capbase

Who's James, what’s your story?

I came to Capbase through Great Oaks VC where I started my career just right out of undergrad. That was a really great opportunity to get in touch with startups, but eventually I became more interested in the mechanics of how they go from zero to one. From an investor standpoint you’re looking at it from a results based framework and not necessarily from a process based one. I’ve ended up working with Great Oaks for 5 years, it was an amazing experience for me.

During that time I worked with a portfolio company called Tenter, which was like an Airbnb for outdoor experiences and camping, and it was a great experience. I was there for about a year and a half, and then joined Capbase in April. I got linked up with Greg through, Jude Gomila, who I led Great Oaks investment into his company, Golden.

What exactly about Capbase got you interested in joining the team?

What got me interested was the thought that so many processes around administrative, legal and financial matters are still outdated and don't make any sense, they haven't kept up with the rate of change in technology. I've just always tried to expose myself to companies that have a really large TAM but also, just make things much easier and reduce friction.

The idea of reducing friction is one of the more powerful investment frameworks that you can look at. Take the example of Stripe - just by reducing friction on the payment side they became huge.

If you want to talk about the law of unintended consequences, you never know what one innovation is going to do, two or three steps ahead. Something like Capbase, got me really attracted to it because I think that on the other end of it is potentially a huge explosion of entrepreneurship just by reducing friction on things like incorporating, issuing stocks or managing a cap table. I think that a lot of people are hesitant and overwhelmed when it comes to starting a company because of the huge efforts all these manual processes demand.

Capbase is right in the middle of that and makes it a lot easier to start a company, and I think that's a really powerful growth factor to be on.

This is probably not a fair question to ask, but, as a former VC, what can you tell about how fundraising works? Can you break it down into the fundamentals of raising a pre-seed/angel, seed and Series A, in a nutshell?

That's hard, there's a lot to talk about, but I think that to break it down simply if you’re Pre-Seed it's going to be really tough to get investment outside of your immediate network. I think you've got to have an idea that people think of as beyond just one feature or one little product, and how are you actually going to build a company. That's where a lot of people get hung up in the pre-seed stage, they have one use case and they say “this is what we're doing” but there's not a lot there yet. When investors say “I don't think it's worth it'', it’s because they don't see the larger goal of the company.

When you get to Seed you need to show that you made serious progress on the product side, you don't necessarily need to have the paid customer part, but while that's nice, I think the most important, KPI or metric is how efficient you are at getting things done and building, because the last thing you want to do as an investor is put money into something where it's always “Yeah, we're getting close to finishing” and you're just in that area where there's nothing to sell, there's no asset there. So you’ve got to get something built.

There's a lot of advice that you read on Twitter and it says “You’ve got to find the best long term partner early on”. I think that's true to an extent, it’s a really nice thing to have, but if you need to have the money to get going, my advice would be just to get the fundraising done as quickly as possible. You can worry about filling out with advisors and strategic investors and that kind of thing later. I think you have got to get going early.

In your opinion how important is the founding team and their ability to focus

From an early stage perspective and not from a series A or B where you're kind of making a more quantitative assessment of the business, at the early stage it's, team is 80% of it, I would say. There's a lot of different ways people like to assess teams based on their own mental models. I think that focus is probably the most important attribute. When you're just starting out, you're going to hear a lot of advice and most of it's going to be bad.

What do you think is the biggest reason why entrepreneurs fail to raise money at pre-seed and seed?

I think that most of it is just poor communication of the idea. There's probably plenty of people who are really good salesmen and that can make a really good deck and get a great first impression that end up raising money with a subpar idea. There's going to be people with great ideas, but they have really bad ways of communicating them and their expertise or they just don't instill enough confidence in the investor that would allow them that would give them confidence to write the check. When you arre investing in a pre seed round, the most difficult part is to answer the question “who else is investing?” because you’ve got to be able to generate that confidence and social proof.

The last question, this is a rapid fire question, what is the best you ever received?

I listen to Shane Parrish a lot, with Farnam Street podcast and he just makes this point a lot that you have to keep the narrative of your life positive. The human mind and brain kind of tricks itself into telling stories about our life that just aren't really true. What I mean by that is if you have a really bad week, you screw something up and your girlfriend's mad at you and things are just not going your way it's really easy to kind of create this narrative that “I'm a loser”, or “I'm not that smart, all of this deserves to happen to me”. If you keep your long term narrative positive like “Yes, there's going to be some bad things here and there. The important thing is just to keep your North star kind of positive and don't give into your mind’s susceptibility to create bad stories. Tell good stories about yourself.

That's something similar to this thing I've heard, which is "see yourself as the hero on the journey when you're going through something bad", and that's because something great is coming.

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