Alex Randall Kittredge

Careers aren't ladders anymore — they're portfolios. I've built mine across a $20B family office, a fintech startup, intelligence work, and my own consulting firm. ARK Strategy is one essay a week on designing a durable career in the post-AI economy: comp, leveling, org strategy, and the side bets that make you resilient. Paid subscribers get a monthly tactical playbook — the same advice I'm otherwise paid $350/hour for.