Alicia Diamond

About.

Welcome!

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I’m Alicia Diamond and I’m so happy you’re here. I’m looking forward to getting to you know you and talking about all things Chief of Staff. In the meantime, here is a bit more about me and my background.

I’ve worked exclusively for entrepreneurs since graduating college. I gravitated away from the traditional career path for my major (Economics) and found a very happy home working with a team of entrepreneurs with a big idea: expand one coffee and gelato cafe into a regional chain of cafes and wholesale gelato distribution. It was my dream job: building something from scratch, hands-on ownership in every aspect of the business, working for wonderful people on a product I genuinely loved. 

Since those humble (and very sticky!) beginnings, I’ve worked with teams on world-changing ideas: I worked with seasoned advertising executives who recognized an opportunity to completely reinvent the 1960’s client service model. From there, I joined a family office/startup incubator focused on investing in homegrown portfolio companies. Today, I’m a proud Chief of Staff at a venture-backed SaaS/Daas company.

I get my energy from passionate leaders and their teams. I believe in the power of capitalism to be a positive force for good. I believe in the power of experimentation and rapid learning. Most of all, I believe in the passion of people. I’ll bet on a passionate, hungry team over a well-funded team any day of the week. 

Don’t be shy… I want to get you to know you!


Advice, tips, and thoughts from my journey as a Chief of Staff