Panels — 365 Leadership Summit 2026
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Built to Last · October 19, 2026

Panels

Everything on this page — blocks, sessions, and panelists — is subject to change until finalized. Panelist names will be added here once confirmed.

2025 Summit panelists and audience 2025 Summit panelists and audience 2025 Summit panelists and audience 2025 Summit panelists and audience 2025 Summit panelists and audience 2025 Summit panelists and audience

From the 2025 Summit · Hedi LaMarr Photography

Block 1 · 10:00–11:00 AM

AI and the Long Game: Positioning to Benefit

Where AI is already reshaping work, how to adopt it without panic or hype, and what leaders should be doing right now while the technology is still shifting.

Panelists to be announced — subject to change

Generational Wealth in Wisconsin: Building What Outlasts You

The real difference between income and wealth, the barriers that have kept certain communities from building equity, and what it takes to transfer wealth successfully to the next generation.

Panelists to be announced — subject to change

Who Gets the Keys? When Leadership Changes Hands

What it takes to prepare someone else to lead, transfer institutional knowledge, and build something that doesn't depend on any one person.

Panelists to be announced — subject to change
Block 2 · 11:15 AM–12:15 PM

The Trust Deficit: Can We Still Build Anything Together?

Where trust breaks down across sectors, what it takes to earn it back, and how to work with people you fundamentally disagree with.

Panelists to be announced — subject to change

The Weight Leaders Carry

An honest look at the pressure to appear steady, what leaders have had to unlearn about what leadership is supposed to look like, and what actually helps them stay whole.

Panelists to be announced — subject to change

Built Without Permission: The Entrepreneurs Creating Their Own Doors

What it takes to build a business with none of the traditional advantages, from finding capital to surviving the years before anyone calls you a success.

Panelists to be announced — subject to change
Block 3 · 1:30–2:30 PM

Supporting the Support System

What it actually costs, financially and personally, to keep a community organization running, and what a genuine partnership between funders and grassroots groups looks like versus a transactional one.

Panelists to be announced — subject to change

Brother Deficit

A conversation on grief, brotherhood, and what holds men back from asking for support, even when they know they need it.

Panelists to be announced — subject to change

Built to Educate: The Future of Wisconsin's Public Schools

What the current funding picture means for classrooms, why referendums have become the default funding tool, and what adequate, equitable school funding would actually require.

Panelists to be announced — subject to change
Masterclass

The Future Isn't AI, It's Leaders Who Know How to Use It

A practical look at what leaders need to know now to put AI to work without losing sight of the people it's meant to serve.

Panelists to be announced — subject to change
Block 4 · 2:45–3:45 PM

Authentic Leadership Across Cultures

What authenticity costs and requires across different cultural and generational spaces, and where the line sits between adapting to a room and losing yourself in it.

Panelists to be announced — subject to change

Sister, Rest

On being “the strong friend,” what it costs to always be the one who never needs anything, and what rest without guilt actually looks like.

Panelists to be announced — subject to change

Built to Stay: Housing, Homeownership, and the Future of Wisconsin

The real barriers between renters and homeownership in Wisconsin, and what it would actually take to expand housing supply and access.

Panelists to be announced — subject to change
Masterclass

Marketing & Comms with Kennedy Communications

A working session on sharpening your organization's story and message, led by the team at Kennedy Communications. (working title)

Panelists to be announced — subject to change
Block 5 · Closing · 4:00–5:00 PM

Protecting the Work for the Long Haul

How leaders keep programs and people safe when the work is under public pressure, and what it takes to still be doing this work in ten years.

Panelists to be announced — subject to change

Behind the Campaign: What It Takes to Run and Stay Grounded

What running for office actually demands day to day, from fundraising to public scrutiny, and what it costs to put your name and record up for a vote.

Panelists to be announced — subject to change

Holy Imagination: Faith, Race, and Radical Grace

How faith sustains leaders through exhaustion and injustice that nothing else can touch — and what it means to lead from belief in a moment that often rewards cynicism instead. Closing reflection for the day.

Panelists to be announced — subject to change

All panelist lineups are subject to change until finalized.