Thanks for stopping by to get additional information about myself and how I might be able to help you. If nothing else, I enjoy meeting new entrepreneurs, so don’t be afraid to reach out. My blog is a little out of date, but check it out to see articles or presentations I’ve done, or just links to interesting things I’ve read, I promise to get back to updating it soon.

About Kevin Diamond

Kevin is a seasoned technology executive, with more than a decade and a half of experience leading product, technology engineering, enterprise applications and infrastructure management with multiple startup, mid-phase companies and Fortune 500 companies. Most recently he was the Chief Technology Officer at The Black Tux, revolutionizing how men rent suits and tuxedos. Formerly he was the CTO and co-founder of and HauteLook, two e-commerce sites offering the top brands in women’s and men’s fashion, part of the Nordstrom family since 2011. Prior to HauteLook, he held various positions within the technology realm including Director of Technology at Lagovent Ventures Group, where he incubated multiple websites from concept to launch. He also held roles at Jurisearch and Ascent Media. He also pioneered online and on-demand print technology solutions for entertainment, multi-level marketing, and consumer goods through his own venture, Diamond Print Solutions. Diamond holds a B.S. from the University of California, Los Angeles in Mathematics and Computer Science.

Areas of Expertise


Launching many successful commerce experiences and building top internet retail sites generating billions of dollars in sales, Kevin is a leader in the eCommerce space.


Running large agile technology departments is a must to scale any business today. Understanding the best ways to scale teams, hire quality engineers, resolve technical debt and tackle long backlogs is more an art than a science.


Knowing what to build with an eye on customer experience, building a comprehensive roadmap that can be accomplished by multiple empowered teams with managed dependencies, while still experimenting into new product ideas is the key to success.


Startups are everywhere, but without financing, executive team building, financial business modeling and a streamlined/focused plan, yours won’t make the cut. Kevin has experience from both startup leadership and venture capital.

Services Offered


Have a new startup and looking for some advise? Let’s grab lunch! I’d love to hear about it and see what input I can help provide. Best of all, lunch is on me!


Need specific help in an area of your company or with your team? Let’s chat and see if I or someone in my network can help you out.


Need ongoing advice as your startup continues to grow? I sit on a limited number Board of Advisors where I feel I can be of the most help ongoing.

Board Member

For the limited few where I can provide the most impact in helping you grow your startup, I am occasionally available for Board appointments.

Connect With Kevin