Healthcare Transformation and AI Adoption Advisory

Turning enterprise investment into measurable adoption.

Trestle Advisory Group helps payers, providers, life sciences, and medtech organizations design the operating models, transformation programs, and AI adoption strategies that translate strategy into workforce outcomes. Adoption, not just licenses purchased.

Founder and Principal
Tom Dann
Former VP, Organizational Change Management and Transformation Practice Lead at CitiusTech.
01Approach

Change management is a business discipline.

Most digital and AI investments fail at the adoption gap. That gap is the distance between what a system can do and what an organization actually uses. It is the ROI failure point in every transformation, and it is the discipline Trestle Advisory is built around.

We work with executives and private equity backed leadership teams to install the operating models, transformation governance, and workforce readiness programs that close it. Success is measured in adoption, proficiency, utilization, and trust. Not license counts. Not training hours. Not slide decks.

The work spans enterprise change strategy, AI and platform adoption, ERP and data platform implementation, M&A integration, and operating model design. Wherever the technology investment is real and the workforce shift is the limiting factor.

02Capabilities
01

Enterprise Transformation and Operating Model Design

Stand up transformation offices, redesign operating models for product and platform centric delivery, and install the governance that holds change in place after the consultants leave.

02

AI Adoption and Workforce Readiness

Translate AI investment into workforce outcomes through adoption playbooks, persona driven readiness assessments, maturity models, and adoption dashboards. Benchmarked against Prosci, McKinsey, Deloitte, Gartner, Gallup, and SHRM.

03

ERP, Data Platform, and Systems Implementation

Lead implementation strategy and change for ERP modernization, legacy data migration, and platform modernization programs. Including the operating model and process redesign required to make the technology deliver value.

04

Organizational Change Management

Build the change strategy, stakeholder alignment, communications, training, and measurement frameworks for enterprise initiatives. Certified CCMP and Prosci practitioner. Healthcare tested across payer, provider, life sciences, and medtech.

05

M&A Integration and Carve-Outs

Design the people, process, and operating model side of integration and divestiture. Continuity of business outcomes through the transition window is the priority.

06

PE Portfolio and Value Creation Advisory

Partner with sponsors and management teams on transformation roadmaps that unlock value at the operating model and workforce layer. Direct CEO and board level engagement on scope, sequencing, and signal.

03Outcomes

Programs that measured. Not just delivered.

85%
Reduction in development cycle time at a major pharmacy benefit management organization through product centric delivery redesign.
25%
Lift in customer satisfaction following the project to product DevOps transition at the same organization.
$1.2M
Annual cost reduction realized through agile and operating model implementation at a healthcare financial services firm.
21%
Customer satisfaction lift at a national health insurer driven by agile maturity and delivery cadence alignment.
04Selected Engagements

A track record built across the healthcare value chain.

Senior delivery across payers, providers, life sciences, medtech, and adjacent enterprise environments. Across both Trestle Advisory and prior practice and in-house leadership roles.

Payer
Pharmacy Benefit Management
Led the Transformation and Change Management Office for a $113B PBM organization. Managed a $3.6M annual budget and an eight person delivery team.
Payer
National Health Insurer
Agile transformation and change leadership reporting to client CTO. Value stream mapping and SAFe based KPI reporting drove measurable adoption and delivery improvements.
Insurance and Digital
Life Insurance Carrier
Designed enterprise operating and maturity models for the new digital division. Transformation roadmap covered legacy data migration and platform modernization.
Medtech
Global Medical Device Manufacturer
Agile transformation, portfolio planning alignment, and change leadership across product delivery teams. Reporting to CIO.
Healthcare Consulting
Healthcare Technology Services Firm
Built and led the OCM and Transformation practice across payer, provider, life sciences, and medtech. Authored the firm's institutional position on AI adoption.
Public Sector Health
State Health and Human Services Agency
Operating model design and transformation advisory through Trestle Advisory Group.
05Contact

Let's talk about the adoption gap.

For consulting engagements, executive advisory conversations, or speaking and panel inquiries, direct outreach is welcome.

Based In
Minneapolis, Minnesota