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About Lost Tree

Both sides of the regulatory table.

Lost Tree Consulting is the advisory practice of Heather Widler: former state insurance regulator, former CEO, and an operator for 25 years.


Founder & Principal

Heather Widler

Heather founded Lost Tree Consulting after 25 years leading in insurance, technology, government and nonprofits. She has sat on both sides of the regulatory table.

As CEO of Entratus AI and Insurance Care Direct from 2022 to 2026, she held P&L responsibility for a national insurance distribution and technology group. She led several hundred employees and a network of 500+ agencies and agents, and expanded into seven new states. She built a compliance program that cut consumer complaints 80%, and took Entratus AI from concept to revenue and through FedRAMP Class C (Moderate) certification. When she spotted an industry-wide ACA fraud pattern, she co-presented it to the NAIC and wrote the data call commissioners used to investigate it.

Before that, she was Public Information Officer and advisor to the Superintendent at New Mexico’s Office of Superintendent of Insurance. She served as the agency’s public voice through wildfire and flood response and rate hearings, and worked on its policy team each legislative session. She began her career running State Farm agency operations, later coordinated about a third of all India-to-U.S. adoptions over two years, and rebuilt a national scholarship program.

A Nielsen Norman Group-certified UX practitioner, she designs the tools and brands she builds around the people who use them. She is a U.S. patent co-inventor, serves on the board of Prolific Prep, Inc., and is based in Melbourne, Florida.

Heather on LinkedIn →

Heather Widler, Founder and Principal of Lost Tree Consulting

Track record

Agency operator, regulator, CEO.

OrganizationYearsHighlights
Entratus AI
Strategic Advisor & Founding Shareholder
2026–presentLed design of the HR and Benefits Concierge for employers; presented Entratus AI’s potential solutions to Texas DOI, DIR and Sunset Advisory Commission staff
Entratus AI & Insurance Care Direct
Chief Executive Officer
2022–2026P&L responsibility; complaints cut 80%; seven new states; FedRAMP Class C; acquisition integrated
Entratus AI & Insurance Care Direct
Director of Operations to COO
2019–2022Built operations, the first HR department, benefits and 401(k)
NM Office of Superintendent of Insurance
Public Information Officer & Advisor to the Superintendent
2015–2019Agency spokesperson; legislative policy team; CMS grants; beWellnm plan comparison tool
Beauty Changes Lives Foundation
Managing Director
2014–2015Rebuilt a national scholarship program; raised $1M+; applicants up 35%
Journeys of the Heart Adoption Services
India Program Coordinator
2010–2012167 India-to-U.S. placements, about a third of the national total
State Farm Insurance
Licensed Agent & Emergency Agency Response Manager
2001–2010Multi-line agency operations; trust accounts with $1M+ monthly flows

Also: Board Director, Prolific Prep, Inc. (2025–present) · Co-inventor, U.S. Patent No. 12,254,279 · Licensed insurance agent, 2001–2015 · Nielsen Norman Group UX Certification.

How we work

Plain language

No jargon, no 80-slide decks. Written recommendations you can act on Monday.

Senior-led, start to finish

Heather leads every engagement herself. No hand-off to junior staff.

Respect for your budget

Fixed fees up front, and an honest “not yet” when that’s the right answer.

Not sure where to start?

Book a free 20-minute call. You'll get a candid read on whether, and how, we can help.