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About TrueRoll™

A revolutionary approach to homestead exemption audits

TrueRoll was founded in 2018 with the goal of improving property tax accuracy by empowering governments with data science and automation.   TrueRoll works with more than 80 government offices in 10+ states to help modernize their homestead monitoring processes, improve compliance, return millions of dollars in revenue, and save office staff time.  We have achieved the highest recognition in our industry, having been named chair of an IAAO Standards Committee, and landing on the GovTech’s Top 100 list of companies making a difference in government 3 years in a row.


Our team is made up of data science PhD’s, government property tax professionals, masters in computer science, educators, certified investigators, journalists, and economists with decades of experience working directly with governments to solve difficult administrative challenges.


TrueRoll’s proprietary algorithms and datasets actively monitor millions of our customers’ homesteads for actionable changes in eligibility. This approach to homestead eligibility monitoring has introduced a new paradigm to the way governments audit their tax rolls; jurisdictions are no longer dependent on reactionary, commission-based, single-point-in-time audits to improve tax roll accuracy. 


As soon as a homestead property gets listed for rent, becomes a duplicate homestead, files for a change of address, becomes vacant, or experiences other disqualifying events, government offices are alerted to modify their homestead record or notify the citizens of their eligibility change.  This saves time, generates new money for your jurisdiction, and improves service for your citizens. TrueRoll can also help identify property owners who are qualified for homestead benefits, but are not claiming them.


TrueRoll’s delivery methodology is flexible.  We deliver a fraud discovery solution that includes our self-service case management software via  However, if your team is tight on resources, our certified investigation team can actively identify homesteads for removal based on your office’s specific requirements via our “Full Service” and “Assisted Service” offerings. 


TrueRoll guarantees our results. Visit to set up a demo, learn more about our proactive monitoring approach, and work with a member of our staff to build your ROI case to present to your team.


We’re looking forward to helping your office learn more about Proactive Homestead Monitoring™.

The Team Behind TrueRoll

Tyler Masterson

Chief Executive Officer, Cofounder

Tyler has 15 years of experience as a strategic advisor for public sector leaders with Tyler Technologies, Socrata, and Lagan 311 prior to co-founding TrueRoll. He has a deep understanding of governmental priorities, as well as hands-on experience developing data-centric solutions for the worlds most progressive cities, counties, and states. Tyler holds an engineering degree from the University of Illinois and lives in Chicago.

Joe Walsh, PhD

Chief Data Scientist, Cofounder

Joe has created marketing models for GE, developed algorithms to predict political contests, and served as lead data scientist with the University of Chicago’s Data Science for Social Good program. There, he oversaw 20+ projects taking advantage of data science, such as systems that identify lead poisoning in Chicago households before children get sick and those that reduce harassment of New York City rental housing tenants. Joe got his PhD in international relations, American politics, and econometrics from the University of Alabama; he now lives in Chicago.

The TrueRoll Team

The TrueRoll team includes a group of like-minded engineers and business-savvy talents that rally around public sector initiatives with common goals of social equality. 


Our members have masters degrees in public policy, masters in computer science, experience working for government, political science majors, trained educators, fraud analysts, and veterans of homestead exemption research.

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Billy Kingston

Director of Sales

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Mike Sarver

VP of Services


Jon Wiersma

VP of Product & Marketing

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Matt Amann

Solutions Architect


Ben Beard
Technical Implementation Specialist


Patrick Beguin

Strategic Account Manager

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Gil Bergsveinsson

Principal Data Engineer


Vicki Conners

Exemptions Investigator

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Ed Dzitko

Customer Success Team Manager


Cristian Gomez

Senior Sales Development Rep


Dustin Greene

Customer Success Manager


Peter Lewis

Senior Software Engineer


Stewart Reed

Jr Product Manager


Tracy Rivera

Investigations Team Manager


Jan Rothhammer

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Emerson Rounds

Onboarding Technician


Sandy Steele

Onboarding Success Manager


Ruth Weatherly

Audit Client Manager

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Lee Wells
Sales Development

Tom Schenk Jr


Tom Schenk, Jr. is a researcher and author on applying technology, data, and analytics to make better decisions. He’s currently the director of analytics at KPMG where he leads the smart city and government analytics practice. He’s authored several publications, including a book on data visualization, chapters on education research, and academic articles on a variety of subjects. Tom previously served as Chief Data Officer for the City of Chicago, led education research for the State of Iowa, and has held a variety of positions within academia. Tom is the co-founder of the Civic Analytics Network at Harvard University’s Ash Center for Democratic Governance and Innovation. He is also the current co-organizer of the Chicago Data Visualization Group.


Our goal is to serve your government and its citizens with more accurate information. Unlike other solutions that promote disruptive audits every five years, TrueRoll offers a proactive approach to exemption monitoring that was specifically designed to make it easier for auditors and appraisers to do their jobs and to further a more transparent, equitable government.

The TrueRoll Difference

Jon Wiersma

VP of Product & Marketing

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