Dolapo Fadare
Dolapo Fadare is a seasoned tech sales professional and the founder of StriveOpp, a sales and career consultancy helping early-stage startups grow revenue and overlooked talent launch successful careers in tech sales. With over 10 years of experience in sales and partnerships across sectors like SaaS, FinTech, Cybersecurity, and HealthTech, Dolapo has built a career working with 3 tech unicorn companies in North America.
After immigrating to Canada in 2007, Dolapo pivoted from a background in community development into the tech industry, landing roles in high-growth startups where she consistently exceeded targets and closed multi-six-figure deals.
Through StriveOpp, Dolapo has helped people secure high-paying roles in tech sales and negotiate better salaries. She has supported immigrants to secure over $2.2 million in offers. She’s a sales expert for the Black Founders Network and a skills training partner for the Federation of Black Canadians and Okwera Academy.
INDUSTRY
- Technology
- Business & Strategy
AREAS OF EXPERTISE
- Tech sales careers and breaking into the industry
- Business development and partnerships
- Personal branding and LinkedIn strategy
- Career growth for Black professionals and newcomers
- Sales systems and pipeline development for early-stage companies
STAGES
- Speaker & workshop facilitator for career programmes across Canada with the Federation of Black Canadians (federally funded).
- Delivered workshops for CPA Ontario, McGill University and Making The Move.
- Panel moderator on founder–Black talent access at Power of Community by the Black Founders Network.
AWARDS
- Top 20 Sales Leaders to Follow in 2025 by SproutsAI
- Saskatchewan Council for International Cooperation Global Citizen Award 2022
- Queen Elizabeth II Diamond Jubilee Scholarship
- Cansbridge Fellowship
- Terry Fox Humanitarian Award
- Export Development Canada International Business Scholarship