

Seedstrapping: A New Playbook for Startup Growth?
Presented by TTT Studios, Clearbooks Technology, Inc., Boast, and Segev LLP.
In a world where venture capital isn't the only game in town, a new approach is emerging—seedstrapping. This hybrid strategy blends the independence of bootstrapping with the acceleration of seed funding, helping founders build sustainable companies without sacrificing control.
In this fireside, we’ll hear from an entrepreneur and angel investor who has navigated this middle path. They’ll share why they chose to raise a small, intentional round, how they used early capital to de-risk their business, and how they obtained growth from day one. Expect candid stories, real-world tactics, and lessons from those forging startup success on their own terms.
We'll hear from:
Ian MacKinnon, founder, Stingray Security; co-founder and former CTO, Later.com. In 2014, Ian MacKinnon turned a hackathon project into a tool for scheduling Instagram posts. Despite raising only a small seed round he built a $40M ARR business that sold for over $100M.
Jacob Shadbolt, co-founder, IcePanel; "We did YC for seed, then nothing since (and no plans to). Team of 6, profitable and based in the north shore 👍"
Event details:
Date: June 18, 2025
Time: 5pm-7pm
Hosts
Annual partners