Keynote Speaker & Facilitator

For leadership teams, offsites, and corporate events.

Speaker Credentials

Krysta Masciale has spent nearly 20 years embedded in founder-led organizations, first as a founder herself, then as the executive and operator. Her book, How Not to F*ck Up Your Startup, argues that how a company builds matters as much as what it builds.

She currently facilitates two chapters of The Arena, an accelerator for founders scaling revenue, and serves as a facilitator for a Values 20 Group in the 2026 G20 cycle — the civil society engagement track that runs alongside the G20 presidency, convening leaders across sectors on how values shape trust, legitimacy, and cooperation. Both rooms pressure-test her material against real stakes before it ever reaches a stage.

What to expect

  • The reframe leaders need to build the future. Audiences are given a new lens for how to build in a constantly changing world.

  • A working framework, not just another war story. Her natural vs. manufactured chaos framework gives leaders language for a distinction most only learn once it's cost them something.

  • Explanation for leadership breakdowns. Most organizational dysfunction isn't caused by growth, it's caused by the operational gaps growth exposes.

  • Facilitation. Running accelerator chapters and a global values dialogue means she knows how to include a room in the conversation.

  • Current material. Drawn from active work with founders and executives right now, not archived case studies.

Keynote Topics

"How We Build Matters As Much As What We Build" — On the difference between natural chaos (inherent to growth) and manufactured chaos (built by operational and leadership gaps) — and why the companies that last are the ones that get honest about which one they're actually dealing with.

"Why Grief Leads to Imagination" — On loss, layoffs, and the endings leaders and teams don’t often grieve in the workplace — and why the organizations that make room for grief are the ones that develop a stronger imagination for the future.

"The Organization as Microcosm” — On disorder, at scale. Every organization — a startup, a nonprofit, a congregation — is a small society, and it will reproduce the disorder of the wider world around it, just faster and more visibly. A look at what it means to lead through it to build a better future.

Formats: 30-45 minute keynote, or interactive one-hour session. Virtual or in-person.

Next Steps

To check availability or discuss a fit for your event, reach out at krysta@krystamasciale.com with your event date, audience, and which topic you have in mind. Fees start at $5,500.