Tag

Failure

Do You Regret Failed Investments?

This weekend I’m co-hosting the Reboot.io VC Bootcamp at my house in Boulder. It starts tonight and goes through mid-day Sunday. It’s an experiment with Jerry Colonna and about 15 other VCs to see if the Reboot.io bootcamp construct works with VCs, where the tag line for the experience is: Practical Skills + Radical Self-Inquiry + Shared…

What Failure Really Feels Like

I just read an amazing post from Nikki Durkin, the founder and CEO of 99dresses. It’s titled My startup failed, and this is what it feels like and it is one of the best posts I’ve ever read about startup failure. I almost titled this post “What Failure Tastes and Smells Like” because Nikki does such an…

After Failure, What’s Next?

Recently, I wrote a post titled After Your First Big Success, What’s Next? The comment thread was powerful and fascinating, as was the direct email feedback I got, including the following note: “I think it would be interesting to hear your perspective on how an entrepreneur should approach “what’s next” after coming off a failed business. How should…

It’s An Agile World

My post on How to Fix Obamacare generated plenty of feedback – some public and some via email. One of the emails reinforced the challenge of “traditional software development” vs. the new generation of “Agile software development.” I started experiencing, and understanding, agile in 2004 when I made an investment in Rally Software. At the time…

Talking About Failure

Startups fail. That’s part of the natural entrepreneurial cycle. A great post is making the rounds from an entrepreneur who has 30 days left before he hits the wall. His blog – My Startup has 30 Days to Live – promises to be a powerful one, at least for 30 days. I’m only sad about two…