Infilla is looking for a Founding Deployment Strategist to get our biggest customer live and adopted, and make the process repeatable..
Infilla’s mission is to make more housing happen faster. The U.S. is short 4-7 million homes, and local permitting is one of the top bottlenecks with approvals taking months to years. Infilla is building the modern permitting platform that helps local governments review projects faster, more consistently, and more transparently. Customers include San Francisco, New York City, and the State of Delaware, among others. We’re backed by Basis Set Ventures, Base10 Partners, Urban Innovation Fund, SHAKTI VC, 20Growth, Bloomberg Beta, and 20+ founders/operators who’ve built products at scale.
WHAT YOU’LL DELIVER3 agencies are live, with staff using Infilla software
2+ business case studies are published
2+ agency customers are willing to be reference calls
The next customer implementation is materially faster than the first
Led delivery of complex enterprise or government software implementations
Created software training, onboarding, runbooks, checklists, and go-live materials from scratch
Operated in an implementation role at a seed stage software startup
Mastered complex regulatory domains quickly (e.g., planning, insurance, healthcare billing, tax, construction)
Stakeholder management in government: builds champions, reads motivations, and holds trust across actors with different definitions of success.
Operational discovery: gets to the bottom of ordinances, workflows, data, and people to model the operation accurately and fast.
Scoping and configuration judgment: separates critical needs from nice-to-haves, configures to the department's reality, and holds the line on custom work without losing the customer.
Systematizing: creates training and documentation that enable staff to run the system, and so that a colleague can take the next implementation.
Ownership under ambiguity: takes an undefined engagement to a scoped plan and drives it to a specific date, without close oversight.
Research shows women & minorities are more likely to consider themselves unqualified if they don’t meet every single requirement in a job description. This represents what we’re ideally looking for, but everyone is unique. We hire for strengths & potential, not lack of weakness or a perfect resume fit.
DETAILSThis is a full-time remote role based on the U.S. East Coast. Expect travel on an as-needed basis, up to 2 weeks per quarter.
You will join the Product team and report to the Jenny Song, CEO.
Salary: [$X] to [$Y], depending on level of experience.
Benefits: meaningful equity, healthcare / vision / dental insurance, 401K, and 15 days of PTO with 10 company holidays.
We cannot sponsor visas at this time.
We aim to make this happen in 1-2 weeks:
Introductory Call with Savanna McKellar. [WHAT IT EVALUATES]. 20 minutes.
Behavioral: past project review with Phi Van Phan, Product Manager. This evaluates your operational discovery skills, and scoping and configuration judgement. 60 minutes.
Take home exercise and debrief with Carl Harris, Product Manager. This evaluates ownership under ambiguity. 90 minutes working + 30 minutes debrief.
Virtual onsite: stakeholder + political navigation with Jenny Song, CEO. This evaluates your skills managing government stakeholders. 45 minutes.
Virtual onsite: artifacts review with Carl Harris, Product Manager. This evaluates your skills systematizing deployment processes. 45 minutes
Reference checks with CEO Jenny Song. [WHAT IT EVALUATES]. Reference checks with 5 past colleagues and stakeholders.
Ideas > Hierarchy - Best idea wins regardless of source. Be intellectually honest.
Kind > Nice - Share clear, helpful feedback often. Voice your concerns and listen.
Courage > Comfort - We do the right thing, even when hard or uncomfortable.
Hours > Weeks - Solve it in hours, not "eventually." Speed is our biggest edge as a startup.
Fix > Flag - See a problem, own it, and fix it — don't wait for someone else to.
Month 1: learn
Shadow planners, examiners, and staff at several Infilla customers
Go deep on the product: configuration surface, data model, and integration points
Support an active implementation alongside product and engineering
Month 2: own
Own a live implementation fully
Lead training sessions (both onsite and remote)
Start to build out implementation runbooks and templates
Month 3: lead
Fully own multiple concurrent implementations
Be a trusted advisor to government stakeholders
Get a customer through go-live with a clean handoff to long term support
What success looks like in year one
Multiple implementations delivered on schedule, with staff actively using the system
Measurable permitting outcomes that we can point to publicly
A repeatable implementation program that a second and third hire can run with faster
Every municipality is different: workflows, ordinances, legacy systems, and politics. You’ll create repeatable playbooks for implementation that accommodate this variation.
The problems are ambiguous. Defining and solving the real problem means deeply understanding people, workflows, organizational politics, and technology.
Slow-moving domain, urgent company, across a big product surface: intake, review, approvals, inspections, reporting, compliance.
Infilla is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by applicable law. If you need an accommodation at any point in the interview process, let us know and we'll make it work.
Similar Jobs
What you need to know about the Boston Tech Scene
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories

