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humbledMBA

Jason Freedman’s lessons learned…and relearned.

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Why We Invested In Mosaic

Mosaic is a tech enabled home builder that partners with top-tier home developers and runs their operations, literally building the homes from foundation to move-in ready. But my first conversation with Sep and Salman, co-founders of Mosaic, had nothing to do with home building whatsoever. The subject didn t even come up. We talked exclusively about [ ]

You’re only getting the nice feedback

When we pitched VCs for FlightCaster, we received 52 rejections before we got our first term sheet. Every time I got a rejection, I asked for feedback. Here’s what I heard: Some VCs said our market was too small. But I found that odd in that travel was a global 500 billion dollar market and lots [ ]

Investors don’t want to meet you. They wanted to be introduced to you.

I remember when I first started fundraising for my first company, my investor network was pretty weak. Not only did I not know many investors, I also didn’t really know how to pitch them. I‘d basically take any meeting I could with any investor at any time. I went to conferences, meet-ups, pitch competitions. [ ]

The Year of Operations Startups

When we started 42Floors, I didn’t know it was going to be an operations startup. Naively, I thought it was going to be an office space marketplace centered around a great product – one of these places where supply and demand come together, one pulling the other and vice versa. And the way we built our [ ]

I want to get into startups, but I don’t know where to start

I just chatted with this great guy, Alex, out of Boston who wants to get into startups. He graduated from a good college a couple of years ago. He’s bounced around a couple of times in corporately jobs that aren’t the right match and he is ready to take the leap. He took a couple [ ]

I don’t know

I wanted to share an interesting conversation I had with Kiran Divvela back when he was still interviewing. Kiran runs all of our data supply chain activities. He’s one of those rare types that communicates well, has solid management skills, is fluent technically, and was a perfect startup culture fit. We knew we had to [ ]

Thirty Percent Feedback

I remember showing school essays to my dad growing up. He’s a really good writer and so getting his feedback before I turned a paper in usually helped me make some improvements. But whenever I’d watch him reading over the pages, I would secretly be hoping he’d read it and say that everything is perfect. [ ]

I can rest easy. We’re finally home.

I wrote this post stream of conscious the night we moved into our new office. Instead of editing it down into my usual bite-size blog post style, I thought I’d share it as is. It covers a lot of the emotions and thoughts I had, which I hope will be helpful in some way to [ ]

Still Traumatized By Classrooms

I spent this past week in Colorado studying for the Colorado Broker’s Exam. One of the little fun facts about running a commercial real estate website is that we have to be licensed in every state in order to receive referral fees. So here I am in Colorado, studying away. I signed up for one of these [ ]

Sleeping with Your Gadgets On

I have severe insomnia. Specifically, delayed sleep phase syndrome. Which basically means that, like a teenager, my body actually prefers to stay up really late and wake up really late. I saw a number of sleep doctors several years ago, and they told me the only way I would be able to consistently go [ ]