Avatar for TrueRoll (formerly: Exemption Project)
Startup with the goal of introducing predictive data science to government tax compliance
  • B2B
  • Early Stage
    Startup in initial stages

Lead Implementation Project Manager

Posted: 2 days ago
Job Location
Remote Work Policy

In office - WFH flexibility

Visa Sponsorship

Not Available

RelocationAllowed
Skills
Claude

About the job

About TrueRoll

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 6 years in a row.

The TrueRoll 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 is the AI-powered System of Action for county assessor offices. Our software handles the document-driven work that lands on an assessor's desk, from homestead exemption monitoring and application vetting to property transfers, protests, and permits, so staff spend their time on judgment calls. We serve over 150 customers, including 35% of the 50 most populous U.S. counties. We're a six-time GovTech 100 honoree, and we're fully remote.

For additional information on TrueRoll, please visit their website at www.trueroll.io.

Why Come Work With Us?

TrueRoll empowers governments to create fair and efficient property tax processes that strengthen communities.

In a time when home values—and the taxes tied to them—are rapidly increasing, TrueRoll empowers governments to administer tax policies that aid citizens in maintaining sustainably affordable housing. TrueRoll is the first and only solution that helps governments proactively keep tax rolls accurate while identifying both ineligible and unclaimed benefits.

Your work will be critical in making a difference in the communities we live in and care so much about.

About the role

We're looking for a Lead Implementation Project Manager to build and lead project management for our customer onboardings. It's a customer-facing role: you'll be each county's main point of contact from kickoff through go-live. You'll coordinate our delivery resources, timelines, and customer communication, so our delivery team can focus on the build. You'll also make delivery predictable and visible for our customers, so every county knows where its onboarding stands and what comes next.

You'll own the delivery portfolio from the moment a deal closes through go-live and the handoff to Customer Success. You'll report to our VP of Customer Operations and work side by side with our Head of Delivery. This is a player-coach role: you'll run projects hands-on while building the team and the systems that let delivery scale.

What you'll do

  • Own the delivery portfolio: take in each new deal from our Product team and set it on the right onboarding path, track capacity across Delivery, and allocate and report on owners, timelines, phases, and risk in one place.
  • Manage onboardings hands-on, including Document Workflows and multi-product projects. Lead customer meetings from kickoff onward, route action items to the right internal teams, and hold internal and external stakeholders accountable to their action items and the overall timeline, through go-live and a clean handoff to Customer Success.
  • Partner with our Head of Delivery to build the project templates, kickoff checklists, and playbooks that make repeat work repeatable, including a path for simple onboardings to run without a dedicated PM.
  • Report portfolio health and risk to Delivery and Customer Operations leadership: what's on track, at risk, or blocked, why, and what you recommend. Own time tracking by project so those reports show what each onboarding really takes.
  • Hire, manage, and coach project managers as the team grows. Set the standard for how projects run, give clear and regular feedback, and develop each PM into someone who can run complex onboardings on their own.

In your first year

  • Every active onboarding is tracked in one portfolio view, with clear owners, timelines, and risk.
  • Templates and playbooks are in place, so simple onboardings run without a dedicated PM.
  • Your second PM is hired and running complex onboardings on their own.

What we're looking for

  • 5+ years managing customer implementations or onboardings at a SaaS company.
  • A track record of running a portfolio of many projects at once, including resource and capacity planning across a team.
  • Proven ability to build project management process where little existed: intake, templates, playbooks, reporting.
  • Experience managing or mentoring project managers or a delivery team.
  • Comfort working alongside technical teams, with the ability to learn how our product is set up.
  • Excellent written and verbal communication with stakeholders at every level, from county staff and elected officials to our own leadership, including staying steady in an escalation.
  • Exceptional organization, with plans, notes, and records kept current across many moving projects so nothing falls through the cracks.
  • A strong sense of ownership: holding internal and external stakeholders accountable, and taking responsibility for keeping projects on time and within scope.
  • Fluency with AI tools like Claude as your default way of working.
  • Willing to travel for on-site go-lives.

Nice to have

  • Experience with government, public sector, or GovTech customers.
  • A PMP or similar certification.

Role details

  • Reports to: VP, Customer Operations
  • Team: First PM hire; hires and manages a second PM in 2027
  • Location: Remote, U.S.
  • Travel: Up to about 15%, mostly for on-site go-lives

About the company

TrueRoll (formerly: Exemption Project) company logo
Startup with the goal of introducing predictive data science to government tax compliance11-50 Employees
  • B2B
  • Early Stage
    Startup in initial stages
Learn more about TrueRoll (formerly: Exemption Project) image

Funding

AMOUNT RAISED
$1.2M
FUNDED OVER
1 round
Round
PRE
$1200000
Pre-Seed - Aug 2020

Founders

Tyler Masterson
Founder
Chicago
image
View the team image

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