Enjoy The Work Blog

My career began at the crossroads of design and technology, when the internet was young and it felt like everything was possible. In the last two decades I’ve been a designer, a manager, an executive. I’ve been a mentor, a coach, an advisor, an investor. I’ve founded multiple companies, had the privilege of speaking to people all over the world, and even hosted a podcast. I’ve been a vocal advocate for Design leadership and the power of walking your own path. When I look back, I can see that so much of my life has been about “doing” in order to prove my worth; this belief that I’m valuable because of the things I do, how I do them, having the right answer at the right time, etc. Along the way, I realized that BEING is what I’m most concerned with. I didn’t need to do more, I needed to trust myself, step into my own power, and lead. And in doing so, create an environment where others could do the same.

Raising early-stage capital is easy, right? It must be. It seems virtually every other tech-related article to grace my screen tells the tale of young founders armed with little more than a set of slides raising funds from one or more esteemed investors. Is it really that simple?...

It's been said time and again that people don't quit jobs; they quit managers. And why do they quit those managers? Because those managers often don’t know how to manage. And one of the most common symptoms of this affliction? The poor, ineffective, muddled, and occasionally offensive delivery of feedback...

In early 2017, I was feeling pretty on top of the world. I had left my role as an attorney in Google’s legal department a few years prior to take the very cold (and very naive) plunge in the entrepreneurial pool in Silicon Valley...

There are two separate paths to startup success. The first and far more celebrated path is the one where founders discover a novel way to address an existing problem in the world. They build a product or service, find early customers, and Voilà! A new business is born...

When you start a company, your job is to sell a vision. Then you have to go build something that (if you squint) resembles that vision...

I co-founded my first startup in 2008. For those of you around back then, it was not the best time to raise capital. But once we did raise funds, the business was unlocked. We invested in more product/engineering resources, improved our offering, spent on sales and marketing, and grew our profile, customer base, and revenues...

Navigating the Storm: A Startup Founder’s Guide to Layoffs Since 2015, the General Partners at Enjoy The Work (ETW) have advised the founders of more than 125 startups. The firm’s […]

A Financial Plan You’ll Actually Use. Since 2015, the General Partners at Enjoy The Work (ETW) have advised the founders of more