I wanted to start sharing some of my investing thesis, how I make investments, and more importantly WHY I make them. I shared the following on Twitter recently and wanted to include in my blog here. 1/ I wanted to start sharing the WHY behind investments I have made and how I built conviction. I …
Tags: Angel Investing, Conviction
I tweeted out the other day after being sick of dealing with calendar back and forth planning about what tools people use. To my delight someone recommended Vimcal and I have been hooked ever since. The beauty of this tool is that you can grab open days and times AND share a bookable link. It …
Tags: Tools I Use, Vimcal
I finalized my notes for the ODX Accelerator program, the early stage accelerator I am building at On Deck, and I wanted to summarize here. I love the start of programs, when teams are excited – all at the earliest stages of company creation. Running accelerator programs, investing in startups, and working directly with founders …
Another trip around the sun is coming to a close for planet earth, and for the last few years I have been making predictions and holding myself accountable to them. Let’s do it again and dive right in. A fun update for this year has been moving my predictions to a google sheet for public …
Tags: Predictions, Predictions 2022
We are experiencing a renaissance of builders, explorers, and experimenters within web3. The amount of incredible people gravitating towards this space is incredible to watch. Inspired by the Marc Andreesen post Its Time To Build my friend and long time collaborator and investing partner Naveen and I launched something to encourage people even more. We …
Tags: cachemoney.xyz, crypto grants, web3 grants
I read and loved the book The Psychology of Money by Morgan Housel and it had a profound impact on me. For those who have been around me recently know that I have adopted and paraphrased a mantra from the book: There is a difference between being wealth and being rich. Being wealth is doing …
I have known Dan for a decade through the NYC tech ecosystem. I lovingly call him the curmudgeon of fintech – in this episode we go deep into how he is building a venture capital firm and practice, not just running a fund and how he views the world of fintech investing. Below is the …
Tags: Building The Machine Podcast, Dan Kimlering, Deciens Capital, Eric Friedman
I am a big fan of celebrating your wins. I often highlight “micro wins” with executive coaching clients as moments worth celebrating. I also love figuring out where a founder is going and what their north star metric could be, both now and in the future. In the fast paced world of startups, leveling the …
Tags: Micro Wins, North Star Metrics, Onaroll.co
I learned a valuable and expensive lesson about taking liquidity when the offer arises, or rather NOT doing so in my case. Earlier in my career I had the chance to sell some stock and take some liquidity and I passed. I was so preoccupied with the companies potential energy, that I didn’t think to …
Tags: Liquidity, VC
Jeff Bezos notoriously launched the Fire Phone around 2014 to much attention – I think most agree that it was a spectacular failure. But was it really? This project was a $170M write-off for the company. There was the hardware, software, and marketing costs. Not to mention the person toll on the people. I bit …
Tags: Big Swings, Fire Phone, Fyre Fest