Dag Ainsoo co-founded and built SmartAD into the largest internet advertising network in the Baltics before its acquisition, giving him first-hand founder and exit experience before becoming an investor. He serves simultaneously as CFO and General Partner at Startup Wise Guys while also being Co-Founder & CFO of Monolith, maintaining an active operator role alongside his investment activities.

• Focuses heavily on the technical and financial fundamentals of running a startup, sharing educational content on critical but often overlooked mechanics like managing cash flow, understanding liquidation preferences, and strategies for evaluating markets.
• Deeply integrated into the Estonian tech ecosystem, frequently highlighting national achievements such as the global performance of Estonian students or local startups that successfully compete against giants like Uber.
• Actively celebrates portfolio milestones and the broader Startup Wise Guys network, publicly congratulating companies like ZityCity and Consorto on raising capital or securing media coverage in major publications.
• Shows interest in tangible innovation and logistics, evidenced by sharing developments in last-mile delivery services and cleantech solutions like using drones for reforestation.