Join us for upcoming briefings and discussions on political risk, crisis response, and philanthropic strategy.
August 6, 2026
Virtual — Zoom Webinar
A frank, practitioner-led briefing on the full threat landscape for HNWI donors and family foundations — from two people who have run government investigations.
Leslie Gross — Founder, Advantage Insights; P150 Member. Former Chief Oversight Counsel to Senate Majority Leader Harry Reid. Former Deputy Assistant Secretary for Legislative Affairs, U.S. Department of Homeland Security (Obama Administration).
D. Michael Stroud, Jr. — Partner, Taft Law, Public Affairs Strategies Group. Former Deputy Assistant Secretary for Legislative Affairs & Assistant Secretary for the Private Sector, U.S. Department of Homeland Security. Former Deputy Chief Counsel, U.S. House Committee on Homeland Security.
45 minutes plus Q&A.
September 9, 2026
Virtual — Zoom Webinar
Coordination, Not Chaos — What Changed in August, and What the Post-Recess House Calendar Means Next
Back by request, following our August 6 briefing. A frank, practitioner-led update on every front, from two people who have run government investigations — this session picks up where the last one left off, with a specific eye toward what August's administrative implementation means for boards heading into September.
Leslie Gross — Founder, Advantage Insights; P150 Member. Former Chief Oversight Counsel to Senate Majority Leader Harry Reid. Former Deputy Assistant Secretary for Legislative Affairs, U.S. Department of Homeland Security (Obama Administration).
D. Michael Stroud, Jr. — Partner, Taft Law, Public Affairs Strategies Group. Former Deputy Assistant Secretary for Legislative Affairs & Assistant Secretary for the Private Sector, U.S. Department of Homeland Security. Former Deputy Chief Counsel, U.S. House Committee on Homeland Security.
Tuesday, September 9, 2026 · 2:30 PM ET · 45 minutes plus Q&A.
September 10, 2026
Virtual — Zoom Webinar
AI You Fund, AI You Use: The Two Responsibilities of the Modern Philanthropist
Part 1 of a 3-part governance series. As a donor or foundation, you have two distinct responsibilities when it comes to AI: as a user, adopting it internally without eroding equity or community voice; as a funder, shaping how AI develops through where your capital goes. This session names both and gives you a framework for holding them together.
You'll walk away able to:
Takeaway: A "Two Responsibilities" self-assessment worksheet mapping your user-side and funder-side posture.
Free session. 60 minutes.
September 24, 2026
Virtual — Zoom Webinar
The Fiduciary's Guide to AI: Governance, Risk, and Duty for Foundation Boards and Donors
Part 2 of our 3-part governance series. This session reframes "should we use AI?" from an IT question into a board-level fiduciary duty question — including your legitimate right to decline — and covers the compliance ground that's easy to overlook: donor-data privacy, IP and copyright of AI outputs, and vendor model-training clauses.
You'll walk away able to:
Takeaway: A one-page AI Governance Checklist for Trustees, plus an editable policy template.
Free session. 60 minutes.
Compliance content is educational, not legal advice, and should be validated with qualified counsel.
October 22, 2026
Virtual — Zoom Webinar
From Curiosity to Policy: Two hours to build a first-draft, board-ready AI policy for your foundation or the families you advise.
Part 3 of our 3-part governance series. Most foundations already use AI, but very few have written down the rules. Almost two-thirds of foundations and nonprofits report using AI, yet 98% of foundations have no policy on whether grantees may use it. Courts judge board decisions by the process behind them, so a written policy is the evidence that trustees acted with care. This session turns that principle into language a board can vote on.
This is a working session, not a lecture. For each building block, we cover the rule and why it matters to a fiduciary, then you draft it live using guided sentence starters. Come with one foundation in mind: your own, or a client's.
Donor advisors, members of family foundations and their boards, and individual donors who want AI governance that holds up to scrutiny.
Leslie Gross, Founder, Advantage Insights. Former Chief Oversight Counsel to Senate Majority Leader Harry Reid and former Deputy Assistant Secretary for Legislative Affairs at the U.S. Department of Homeland Security.
Thursday, October 22, 2026 · 2:00 to 4:00 PM ET · Live on Zoom. Register to receive your personal join link by email. Live only; not recorded.
Paid working session. 2 hours.
Survey figures: Center for Effective Philanthropy, AI With Purpose (2025), surveys of foundation and nonprofit leaders, April to May 2025. This session provides educational policy information, not legal advice, and does not create an attorney-client relationship. Confirm any policy with qualified counsel before board adoption.