Positive Selection Investment Management

David Rusenko, the firm's founder and sole principal, runs investment decisions directly. As the founder of Weebly who took the company from a dorm-room project to a 50-million-user platform and a $365 million exit to Square, Rusenko brings deep product and technical expertise to his investment process rather than delegating to a professional CIO. The office operates without a publicly visible investment committee.

The wealth originates from the 2018 sale of Weebly, the website-building and e-commerce platform Rusenko co-founded while at Penn State, to Square (now Block) for $365 million in a mix of cash and stock. Rusenko subsequently stayed at Square as a product executive before transitioning full-time to managing his family office capital.

Rusenko sources primarily through his network of Y Combinator founders, enterprise software operators, and the broader Silicon Valley diaspora that has migrated to Miami. His approach relies on founder referrals and quiet introductions rather than the conference circuit or banker-led processes. As a former technical founder himself, he is known to engage directly with portfolio company founders on product and engineering decisions.

Positive Selection is known to focus primarily on direct startup investments and co-investments alongside venture funds, reflecting Rusenko's background as an active angel investor. The office's public positioning and observed deal cadence suggest a preference for direct exposure, though it may selectively commit to venture funds managed by close network peers.

The office invests across venture and growth equity stages, consistent with Rusenko's own angel track record which included early backing of companies like Brex, Deel, and Figma before they reached scale. The firm also maintains public equity exposure, giving it flexibility to deploy across the full lifecycle from seed-stage to publicly traded technology companies.

Positive Selection Investment Management, LLC is the registered investment entity for David Rusenko's single-family office. It is domiciled in Florida and operates independently of Square/Block and any other corporate vehicle. There is no publicly disclosed philanthropic foundation or adjacent operating business formally linked to the office.

Rusenko's office appears to be actively deploying, consistent with the investment cadence of a founder who exited at a relatively young age and has decades of active investing ahead. His Miami relocation and continued engagement with startup networks suggest an active rather than passive approach, though the office's low public profile means specific quarterly deployment figures are not disclosed.