WHO IS THAT
Nick Caldwell is a tech executive with more than 25 years of experience, an active board member, and a venture capital investor.
Nick presently serves as the Chief Product Officer at Peloton, where he plays a pivotal role in defining and executing this iconic company’s product strategy. He oversees the full lifecycle of Peloton’s innovative fitness offerings by leading a multi-disciplined team of product managers, designers, hardware/software engineers—from conceptualizing and designing new features to guiding their development and ensuring an exceptional user experience.
In previous roles, Nick was the General Manager for Core Technologies at Twitter, overseeing a 2,000-person team. He also led Reddit through hyper-scale as the VP of Engineering, helping grow their valuation from $500M to $2B. He spent 13 years at Microsoft, culminating in the role of General Manager for Power BI, which is now the business-intelligence category leader. Finally, Nick was Chief Product Officer at Looker which was acquired by Google for $2.6B.
His board work has included: HubSpot, a publicly traded company specializing in CRM; Bitly, the market leader in URL shortening and analytics; True, a leading executive recruiting firm; and /dev/color a non-profit dedicated to the career advancement of black software engineers.
Nick’s venture portfolio includes more than 50 seed and series-A startups, primarily focused on AI, data analytics, future of work, and social media.
Nick holds a computer science and electrical engineering degree from MIT and an MBA from U.C. Berkeley Haas.
OPERATING EXPERIENCE
Ran the product and engineering organizations for Power BI and Looker, the two most innovative BI tools in recent years. Took Reddit through hyper-scale. Managed multi-thousand member teams and billion+ dollar budget at Twitter.
Nov 2023 - Present
CHIEF PRODUCT OFFICER
Excited to lead the product organization at Peloton. Connecting the world through fitness, empowering everyone to be the best version of themselves. Still learning...
.png){kind=small}
Jun 2020Â - Nov 2022
GENERAL MANAGER
Lead a talented cross-functional team of 2000 Tweeps responsible for Core Technologies at Twitter. Learned about velocity at scale and leading with empathy.
Feb 2020 - Jun 2020
SENIOR DIRECTOR
Leading the Looker product organization through acquisition and growth at our new home in Google Cloud Platform. Responsible for Engineering, Product, Design, and Product Marketing. Learned about integration.
Oct 2018 - Feb 2020
CHIEF PRODUCT OFFICER
Lead Engineering, Product, Design, and Product Marketing at Looker. We're a next-generation platform for building data experiences to power any business need. Acquired by Google. Learned about SaaS go-to-market, sticking to the plan, and time to shred.
Sep 2016 - Sep 2018
VP OF ENGINEERING
Reddit is the world's largest collection of online communities and 5th most visit website. Rapidly scaled a 35 person engineering organization to more than 150. Accomplishments: site-wide redesign, mobile applications, creation of data pipeline / experimentation platform, launch of ad platform, replacement of Search backend, video streaming service, and more. Also responsible for IT and two product teams. Learned about hypergrowth and monetizing cat pictures.
Jun 2003 - Sep 2016
GENERAL MANAGER
Multiple leadership roles. Most memorable project was Power BI, an internal-startup which became one of Microsoft's breakout products. Grew and led a team of 300 engineers, product managers, designers, and contractors across four countries. Learned about managing large teams and equity.
Experience at public, private, and non-profit boards. Providing guidance on scaling product organizations and technology.
BOARDS
Jun 2023 - Present
BITLY
Bitly is the world's leading connection's platform, famous for its URL shortening technology.
Jan 2021Â - Present
HUBSPOT
HubSpot is a CRM platform with all the software, integrations, and resources you need to connect your marketing, sales, content management, and customer service
Jan 2021Â - June 2023
TRUE
True Platform is a world-class executive recruiting firm.
Feb 2017Â - Present
/DEV/COLOR
Creating environments where Black software engineers learn from one another & hold one another accountable for reaching ambitious career goals.
EDUCATION
May 2013 - Jun 2015
BERKELEY, MBA
Business degree from Berkeley's Haas School of Business. Specialized in general management. Learned how to do anything.
Sep 1999 - Jun 2003
MIT, EE AND CS
Graduated from MIT with degree in electrical engineering and computer science. Specialized in machine learning. Minor in creative writing. Learned how to survive anything.