Leadership in Tough Times

Ken Leatherman

Senior Housing Risk Expert  ·  Author  ·  Leadership Consultant

30 years closing the gap between where senior housing organizations are — and where they need to be.

Ken Leatherman, Senior Housing Expert and Author
30 Years in Senior Housing
$322B AI Opportunity in Senior Housing
90 Days from Governance to Deployment
4 Care Settings Covered

Books

Senior Housing: The AI Gap book cover
Book 1

Senior Housing:
The AI Gap

From Governance Theater to Deployment in 90 Days

"The gap isn't technology. It's implementation."

The senior housing industry faces a $322 billion AI opportunity — but only 4.5% operational adoption. This book gives C-suite executives and board members the operational playbook to move from governance theater to real deployment in 90 days. No academic theory. No vendor marketing. Just 30 years of practical frameworks.

194 pages · 6 × 9 Paperback · Kindle available
Senior Housing: The AI Gap Workbook cover
Workbook

Senior Housing:
The AI Gap — Workbook

Tools, Templates, and Vendor Intelligence for Your Governance Committee

"Stop reading about AI. Start deploying it."

The hands-on companion to the book. Every framework, template, vendor evaluation checklist, ROI calculator, and 90-day sprint checklist — ready for your governance committee to fill in. Designed for operators, not technologists.

76 pages · 8.5 × 11 Workbook · Print only

Book + Workbook Bundle

Get the full implementation system — the strategic framework and the hands-on tools together.

Bundle — $54.99
Ken Leatherman
Senior VP, A.J. Gallagher
Founder, LITT
Founder, Storify Studios

30 Years in Senior Housing

Ken Leatherman is a Senior Vice President at A.J. Gallagher and one of the senior housing industry's most experienced commercial insurance brokers, specializing in risk management for skilled nursing facilities, assisted living communities, in-home care providers, and memory care organizations across the country.

His work at the intersection of risk, operations, and leadership has given him a ground-level view of how senior housing organizations actually function — and where they struggle. That perspective drives everything he writes and teaches.

Ken is the founder of Leadership in Tough Times (LITT), a framework for leading organizations through disruption, and Storify Studios, through which he helps organizations implement AI and navigate organizational change.

He lives and works in Newport, Oregon.

Connect with Ken

Bring Ken to Your Organization

AI Implementation

Practical frameworks for moving senior housing organizations from governance theater to live AI deployment in 90 days.

Risk Management

30 years of senior housing insurance and risk expertise — skilled nursing, assisted living, in-home care, and memory care.

Leadership in Tough Times

The LITT framework — leading organizations through disruption, change, and the 10-80-10 rule of organizational change.

Organizational Change

Helping senior housing boards and executive teams build the governance infrastructure to lead change rather than react to it.

Book Ken for Your Event

Leadership in Tough Times

Practical conversations for senior housing leaders navigating change — AI implementation, risk management, organizational culture, and what it actually takes to lead through disruption.

Hosted by Ken Leatherman. New episodes regularly.

LEADERSHIP IN TOUGH TIMES
Leadership in Tough Times with Ken Leatherman

Work With Ken

Whether you're looking for a speaker, a consulting engagement, or just want to connect — reach out directly.