The Founder's Story of The Path To Us Investing in Gig Wage

In February, we announced our investment in Gig Wage. After some entertaining back and forth, I encouraged Craig Lewis, the founder/CEO of Gig Wage , to write up a quick story of how things unfolded, as he remembered them, and I’d post it here. I love founder stories, and origin stories, and always learn something from reflecting on them. So, in Craig’s words … Two tech guys from Dallas walk into a bar… ...

May 13, 2021 · 4 min · Brad Feld

Founders Mental Health in the Time of Covid

Mental health has been an issue among tech entrepreneurs for a long time, but has been exacerbated by the stresses of the Covid crisis. On March 31, I wrote a post called The Three Crises in which I suggested that the Covid crisis was the collision of three crises, each of which is a complex system. The health crisis (the disease) created the economic crisis (our economy was in strong shape before Covid), which would accelerate a mental health crisis. In the US, we have a fourth crisis amplified – the racial equity crisis – which has been going on since the inception of our country. ...

September 3, 2020 · 3 min · Brad Feld

Acknowledging The Value of Coaching and Therapy for Founders

I’ve long written about the stigma around entrepreneurship and depression / other “mental health-related issues.” I was delighted to see two articles in the last day about others addressing this. First, Felicis Ventures is committing 1% on top of every check the firm writes in non-dilutive capital earmarked for “founder development” in coaching and mental health . I love the way Aydin Senkut has characterized what they are doing and why they are doing it. ...

September 12, 2018 · 2 min · Brad Feld

The Loneliness of an Entrepreneur

This showed up in my inbox the other day from a friend of 20 years. He’s been involved in a number of companies that we’ve invested in over the years in different senior and/or co-founder roles, including CEO. It was short and sweet but captured the essence of something I often talk about with founders. Heard you and Jerry on CPR this morning , nice job! What struck me was your point about the gap between expectations in the role of CEO or startup founder, or investor – and the reality of depressive events/emotions that are often present – but no one gets to expose or relinquish. ...

July 13, 2017 · 2 min · Brad Feld

Current Startup Market Emotional Biases

Bill Gurley wrote an incredible post yesterday titled On the Road to Recap: Why the unicorn financing market just became dangerous … for all involved . It’s long but worth reading every word slowly. I saw it late last night as it bounced around in my Twitter feed and then read it carefully just before I went to bed so the words would be absorbed into my brain. I read it again this morning when I woke up and I expect I’ll read it at least one more time. I just saw Peter Kafka’s summary of at at Re/code (We read Bill Gurley’s big warning about Silicon Valley’s big money troubles so you don’t have to ) and I don’t agree. Go read the original post in its entirety. ...

April 21, 2016 · 7 min · Brad Feld

Sometimes I Ask Myself If The Juice Is Really Worth The Squeeze

One of my all time favorite blog posts is Ben Horowitz’s The Struggle . If you are a founder and you haven’t read it, open it up in another tab for after your finish this post. On Friday, a CEO I know sent me the following message. “Brad – I crafted the entry pasted below this morning for my eyes only (and for my own therapeutic purposes), but in thinking about it today, I realized that you’re probably one of the only people I know who might be able to relate or who has interacted with others with similar sentiments. I’m in a good place mentally and it simply feels good to share this with someone else.” ...

July 20, 2015 · 3 min · Brad Feld

Do We Need A New Word For Entrepreneur?

Has the word entrepreneur become too trendy as to have lost its meaning? I’m hearing it and the word entrepreneurship being used in so many conversations incorrectly. Here’s a simple example. On a daily basis, I have an email exchange with someone who says they are an entrepreneur. I respond “What company did you start?” They respond, “Oh, I didn’t start a company, I was the fifth employee of Company X.” ...

July 19, 2015 · 4 min · Brad Feld

The Duo

I’ve been thinking about the concept of “the duo” a lot recently. Many of the companies I’m involved in have either two co-founders or two partners who partner up early in the life of the business. Examples of founding partners including Andrei and Peter (Kato.im ), Keith and Jeff (BigDoor ), James and Eric (Fitbit ), and Matthew and Cashman (Yesware ). Of course there are many other famous founding duos like Steve and Steve (Apple), Jerry and Dave (Yahoo!), Larry and Sergey (Google), and Bill and Paul (Microsoft). My first company (Feld Technologies) had a duo (me and Dave) and the company that bought Feld Technologies did also – Jerry and Len (AmeriData). ...

March 4, 2014 · 2 min · Brad Feld

Founder's Syndrome and Origin Stories

I just did a long 90 minute video interview stretch with Boulder Digital Arts that generated a number of specific videos on entrepreneurship. While they are selling them, a few are free. One of the free ones is on Founder’s Syndrome and Origin Stories. Given the last few posts I wrote on CEOs, and some upcoming ones, I thought you might be interested in this one. If you liked that, take a look at some of the others. They include: ...

January 9, 2014 · 1 min · Brad Feld

The Founders – Season Three

One of my favorite web tv shows – The Founders – is back. Episode 1 of Season 3 – Cave Explorer – is up. We’ll follow three of the TechStars Boulder 2012 companies through the program – Birdbox , Roximity, and Ubooly . Time to fall in love with the start of startups again.

October 1, 2012 · 1 min · Brad Feld