About

Michael Bolowsky grew up on Long Island, New York, and currently lives in New York City. He has a strong interest in startups, economics, and the adoption of Fintech products in emerging markets. Outside of work, Michael can often be found supporting Arsenal in European football or holed up at Corner Bistro enjoying a Bistro Burger.

His email is mbolowsky@gmail.com.

Timeline

1999 - Born and raised on Long Island, NY

2015 - Began caddying at Woodside Club in Muttontown, NY, one of the best decisions he’s ever made.

2017 - Graduated from North Shore High School in Glen Head, NY.

2017 - Founded MJB Watch, a vintage watch business sourcing and selling timepieces from brands like Rolex, Cartier, Universal Genève, and Patek Philippe to collectors and retailers around the world.

2018 - Joined Analog Shift, a respected vintage watch dealer, where he worked alongside founder James Lamdin and partner Geoff Hess just before they were acquired by Watches of Switzerland Group.

2021 - Earned his BBA in Finance & Investments from Baruch College in New York City.

2021 - Worked at Pattern, a seed-stage startup building a tech-staffing platform for the 3PL and logistics industries. His responsibilities covered staffing operations, product management, and P&L oversight.

2023 - Transitioned to Squarespace, joining the Finance department working with Payments. There, Michael developed a fraud reduction and reporting system that lowered financial losses by over $700,000 annually.

2024 - Consulted for Sotheby’s, helped build a tech-driven watch servicing platform with over 35,000 individual watch models.

2025 - Joined Payoneer on the B2B cross-border payments team, Michael contributed to payment strategy and vendor integration while owning 3DS strategy and data integrity.