Acquisitions Playbook

Brad Miller acquired Awareness Technologies in 2010 for $5.5 million with a co-investor (50-50 equity split). The business initially generated $5 million in revenue while losing $1 million annually. Miller converted the one-time fee model to a subscription model, immediately improving profitability. Through strategic acquisitions and organic growth, Awareness Technologies grew to $20 million in annual revenue with $6 million EBITDA, resulting in a near-$50 million exit that delivered approximately 9x ROI to investors.

Tiny is a holding company founded by serial entrepreneur Andrew Wilkinson that has grown to ~$300M in revenue by acquiring and holding profitable businesses long-term, inspired by Warren Buffett's philosophy. Rather than starting companies, Wilkinson learned to buy established businesses with strong moats (network effects, brand loyalty) and leave them largely unchanged. The company owns 40+ businesses including Dribbble, Letterboxd, Serato, and Aeropress, demonstrating that bootstrap companies can scale massively without VC funding.