Session Dates: February 17 · April 21 · June 23 · August 18 · October 20 · December 15, 2026

AI is no longer a future problem or a side experiment. It is actively reshaping how work gets done, how decisions are made, and how teams operate—often faster than leaders are given time to adapt.

The AI for Leaders Fellowship is a closed-door peer accelerator for senior leaders responsible for turning artificial intelligence into real work, real decisions, and real outcomes. It is designed for leaders who sit close to execution—those translating strategy into practice, guiding teams through uncertainty, and living with the consequences of change.

Across six curated Tuesday sessions, a small, fixed fellowship cohort meets in a confidential setting for candid, executive-level conversations. Rather than adding to the noise, each session is grounded in a carefully selected piece of content—an article, book excerpt, or media artifact—that provides shared language and framing. We do the filtering so fellows can focus on sense-making, judgment, and leadership.

Each session is hosted by a fellow executive or senior leader who brings lived experience navigating AI-driven change inside real organizations. These are not lectures or tool demos. They are grounded conversations about what is actually happening at work—what has worked, what has failed, and where tradeoffs are emerging.

The Fellowship emphasizes peer learning, trust, and reflective space. It is intentionally closed-door, creating room for honest questions and unfinished thinking—the kind of conversations leaders often cannot have with their teams or in public forums. Many executives feel the pressure to appear fluent and decisive about AI. This Fellowship offers a space to slow down, think clearly, and learn alongside peers who are navigating similar challenges.

Rather than focusing on mastering specific tools, fellows develop practical frameworks for leading in an AI-shaped workplace—frameworks that support better decision-making, stronger teams, and more thoughtful change. The goal is not expertise for its own sake, but leadership capacity that endures amid uncertainty and rapid technological evolution.

Discussions focus on:

  • Leading teams through AI-driven change

  • Making decisions with incomplete or shifting information

  • Navigating tradeoffs between speed, trust, and performance

  • Integrating AI responsibly without losing the human core of work

This is a leadership fellowship for executives who want to slow down enough to think well, learn from peers they trust, and strengthen how they lead in complexity.

Who it’s for

AI for Leaders is designed for managers and executives who are actively responsible for teams, functions, or organizational outcomes—and who want space to think clearly, ask better questions, and improve how work actually happens. Fellows come from a range of industries but share a common reality: they are accountable for decisions today, not someday.

Participation is application-based. Fellows join not only a six-session experience, but an ongoing network of leaders committed to thoughtful, human-centered leadership in an AI-shaped world.

Across six curated Tuesday sessions, a small, fixed cohort meets for candid, media-anchored discussions grounded in real organizational challenges rather than hype or tools. Each session centers on a single book, article, or piece of media that provides shared language and grounding for conversation.

Program Details:

  • Schedule: Six Tuesdays · 12:00–2:00 PM · February–December 2026

  • Session Dates: February 17 · April 21 · June 23 · August 18 · October 20 · December 15, 2026

  • Application Deadline: Official deadline has passed but we have limited seats available and continue to review applications.

  • Location: Hosted by fellow executives and senior leaders; sessions held in or near Chicago’s Central Business District

  • Lunch: Everything is better with food and fellowship

  • Pricing: $1,450 (or 5 payments of $290) + optional add-ons

Tuesday Tech Book Clubs

3 Different Tracks = 3 Different Accelerators
Application Deadlines: Early 2026 (program specific)

Join a cozy group of tech leaders with similar interests connecting in a private, shared conversation centered around a book or piece of media so you can advance your career in a more intentional way.

Tuesday Tech Book Clubs in 2026 will operate four distinct fellowship programs, each giving a different focus to explorations, conversations, and members.

  • 🤖 AI for Leaders. For managers and executives turning artificial intelligence into real work, real decisions, and real outcomes.

  • 💪 Beyond the Bench. For scientists ready to grow beyond the lab, this small group of researchers and R&D professionals connects with peers and guest speakers to explore leadership, management, and career growth across science and business.

  • ❤️ Deeply Chicago. For civic-minded tech professionals building with love and curiosity for this city.

Schedule: Each Tuesday Tech Book Club meets every two months throughout 2026 with a small, fixed group of twelve accelerator membes (your Tuesday Tech Book Club accelerator) for a private, two-hour conversation around one book or piece of media.

Application Deadline: Varies by program. Reviewed and accepted on a rolling basis.

Locations: Meetings take place during the work day (typically 12-2pm) and are hosted in and around the Central Business District of Chicago.

Committment: Participants commit to attending consistently and engage fully across the year, building trust and connection with their accelerator members through shared experiences.

Confidentiality: Meetings follow Chatham House rules to encourage candor, reflection, and curiosity. All Fellows are given the option of being included in a public announcement of their acceptance and completion.

Peer accelerators are curated learning groups designed to unleash innovation and help our clients be happier, more productive, and more connected.