We're rebuilding retirement from the ground up

Like climbers who find new routes up challenging peaks, we're creating a better path to financial security.

Why Headwall?

In mountaineering, a headwall is the steep, vertical face of rock or ice that marks the hardest part of a climb. It demands focus, the right gear, and careful decisions—yet it's also the gateway to reaching the summit.

For many Americans, retirement has become the financial headwall. After decades of saving, investors face their toughest choices—how to allocate, adjust, and manage portfolios for the future. Yet most 401(k) platforms restrict choice, hide fees, and offer little transparency, leaving participants without real control.

Headwall exists to change that. We give investors modern, self-directed tools alongside AI-driven insights, so they can build and manage their own portfolios with clarity and confidence. Retirement shouldn't feel like guesswork—it should feel like control.

Our mission

To democratize sophisticated retirement investing through AI-powered personalization and transparent, user-first design.

Progress over perfection
Every step forward matters. We help you make consistent progress toward your retirement goals, one contribution and one smart decision at a time.
Transparency first
No hidden fees, no confusing jargon, no black-box algorithms. We believe you deserve to understand exactly how your money is being managed and what you're paying for.
Technology with purpose
AI and automation should serve human goals, not replace human judgment. Our technology amplifies your financial wisdom rather than making decisions for you.

Built by climbers, for climbers

Our team combines decades of experience in fintech, AI, and user experience design. We've worked at leading financial institutions and technology companies, and we're united by a shared belief that retirement planning should be accessible, transparent, and empowering.