Property Management Technologist

Gray Residential manages multifamily communities across the Midwest, and we've made a deliberate bet: we're not going to run on industry-standard software and settle for industry-standard results. We use Real Page as our operational backbone, but we're actively building custom tools — AI workflows, automation, internal applications, and data pipelines — that give our centralized leasing, collections, and property management teams an edge the rest of the industry doesn't have.

Building those tools is one half of the equation. Getting them adopted, used well, and continuously tuned in the wild is the other half — and that's where this role comes in.

We're looking for a Property Management Technologist to own the operational tech stack for our centralized teams. This is a new role, and it sits at the intersection of software, operations, and training.

• You are the bridge between the people building our internal tools and the people using them every day. Our Internal Software Developer ships the software; our Director of Centralized Leasing & Collections runs the team; you make sure the tools and the team actually work together.
• You’ll be the primary owner of the tech stack across the centralized PM function — leasing AI assistants, collections workflows, reporting dashboards, Real Page extensions, and the AI-driven tooling we're rolling out across the portfolio. You won’t manage people, but you’ll lead the stack: deciding how tools get configured, when they get rolled out, who needs training, what’s working, and what needs to be tuned.
• Day‑to‑day, the work breaks down into a few distinct streams:
• Implementation. When the dev team ships a new tool — an AI leasing assistant, a collections automation, a new dashboard — you own the rollout. Configuration, integration with Real Page and our other systems, environment setup, access provisioning, and the playbook that goes with it.
• Training and enablement. You’ll lead onboarding and ongoing training for the centralized leasing team, the collections team, and site‑level managers as tools roll down to them. That means live training sessions, written documentation, short video walkthroughs, office hours — whatever it takes to make the tools actually stick. Adoption is your metric, not just deployment.
• Tuning and iteration. AI tools in particular need constant care — prompts get refined, workflows get adjusted, edge cases get handled. You’ll be the person doing that work: watching how the tools perform in production, gathering feedback from operators, tweaking configurations, and pushing structural changes back to the dev team when tweaks aren’t enough.
• Stakeholder translation. You’ll sit with a leasing consultant or AR specialist, understand what’s slowing them down or where a tool is misfiring, and translate that into something the dev team can actually act on. You’ll also translate the other direction — explaining what’s possible (and what isn’t) to operations leadership so we make smart bets about what to build next.
• You’ll report into senior property management leadership and work day‑to‑day alongside the Internal Software Developer, the Director of Centralized Leasing & Collections, and regional and site PM leadership.

• This is a hybrid role on purpose, and the hybrid is real. We need someone who is genuinely fluent on both the technology side and the property management side — not an operator who’s "comfortable with tech," and not a developer who’d like to learn the business. The people who do well here tend to share a few things:
• You’re hands‑on technical without being a software engineer. You can configure SaaS tools deeply, write SQL queries against operational data, build and tune AI prompts, wire up integrations with APIs and webhooks, and read enough code to understand what’s happening when something breaks. You don’t need to ship production features, but you should be able to debug a workflow without waiting on the dev team.
• You’ve worked in or close to multifamily operations. You know what a leasing funnel looks like, what delinquency management actually involves, and how a property manager spends their…