James Massaquoi

Senior Analyst

James Massaquoi

Senior Analyst

“Failing to raise venture capital was one of the most humbling experiences in my career. Even though I received a lot of no’s while raising, what I remember and cherish the most were the firms that treated my team and me with respect. I am now blessed to be on the other side of the table and plan to do the same. Entrepreneurship is difficult and I am happy to be a part of a team that understands that.”

James joined Osage Venture Partners as an Analyst in 2021. He focuses on sourcing investment opportunities and providing portfolio support. Prior to joining Osage, James spent a year as an Account Manager for Amazon in the Mass Beauty Division. His experience includes internships at Google in the AdWords division and as a University Innovation Fellow at Stanford Hasso Plattner Institute of Design. He has worked as a venture capital intern for DuPont Ventures and as a policy intern in the office of the Governor John Carney. James served as an entrepreneurship instructor for high-achieving minority students in Delaware and as a junior board member for Junior Achievement of Delaware.

As a college student James co-founded 360VR Technology, a software startup that utilizes 3-D modeling technology to assist with building management, security, and emergency response. He co-led the venture to over $300K in non-dilutive funding, get accepted in multiple accelerators (Capital Factory & MassChallenge), and piloted the product with large enterprise clients.

James graduated University of Delaware with a B.A. in English and a concentration in Entrepreneurship.


Favorite Author: Zach Lowe!

Favorite or Biggest Life Event: Visiting my family in Sierra Leone

Go-to Karaoke Song: Michelle by The Beatles

Favorite Place to Visit: Boulder, Colorado

Hobby: Basketball and Bouldering

Hidden Talent: Teaching!

A Bucket List Item: Work for an NBA team’s front-office

Most Memorable Childhood Job: Creating “How-tos” for downloading MP3 files

Favorite Food: Ribs or Ramen