Damilola Ajiboye

Damilola is a senior product manager at Stears, a data-powered intelligence company that provides data, insight, and analytics to decision-makers about Africa. He is passionate about identifying customer pain points, building solutions to address them, and unlocking growth opportunities for technology companies. He currently leads cross-functional teams to build data solutions and personalization engines at Stears. These initiatives are responsible for about 25% of the company’s revenue.

Before joining Stears, He was the founding Product Manager at DIYlaw, a legal-tech startup where he played a pivotal role in defining the product culture and identifying the need to focus on serving businesses as the primary customer segment. This strategic pivot resulted in a 48% increase in B2B revenue and established a new revenue stream for the company.

Outside of work, he is the founding Project Leader for Black Product Manager’s Interview Prep Club, which selects 50 Black Product Managers every quarter, from hundreds of applicants. Damilola leads a founding team of 4 volunteers, who create curriculum and hold club members accountable to preparation goals every 3 months. This work has contributed to placing 130+ members into roles, generating more than $21M in wealth for the Black community, and locking in sponsorships to secure over $500K in funding.

I would like to give back to the startup ecosystem in the form of product management mentorship and better support founders in validating their assumptions, building products, and attaining product/market fit.