Katie Dunn

The Advisor: Ask Me Anything Created by Katie Dunn: angel investor, board director, and former $10B+ dealmaker turned founder cheerleader. You've got one shot to make investors care—don't waste it. The Advisor is here to help you nail it. Katie spent over 25 years in finance, closing billions in deals, before backing early-stage founders full-time. She's made 29 angel investments, sits on boards, and speaks regularly about what it really takes to raise capital, scale, and lead with confidence. The Masthead Strategy is built for early-stage founders—especially those at the pre-seed or seed stage—who feel unsure about how to fundraise, grow their business, or find the right support. If you're overwhelmed, don't have a network, or need straight answers without jargon or fluff, you're in the right place. Use Ask Me Anything when you're looking for clarity. Not sure what a SAFE is? Confused about TAM vs. SAM? Want help thinking through your pricing model or growth strategy or even if you should raise money? The Advisor gives you clear, practical answers. You can upgrade to The Investor: Practice Your Pitch when you're ready! And keep watch for the TAM/SAM/SOM Calculator, The Pitch Script Generator, and the Deck Content Generator coming soon! Consider this your permission to start.