Traditional software stores your data, waits, while billing high fees. Stewart is the first AI manager that reads it, remembers it, and acts on it. He tracks your home systems, answers questions, assists with repairs, and proactively works for your property. Designed by property managers with the proactive behavior of a world class property manager in mind, starting at $49/mo.
Works alongside the property software you already have.
A glimpse — see the full strategist below.
Stewart has the judgment of a 30-year pro, his own phone and inbox, and works only for you. Whether you live in it, rent it out, or run a portfolio, he knows it, watches it, and tells you what to do next. Here is him working right now:
Stewart adapts to your situation. Pick yours.
Every property on PropertyFleet gets its own AI agent, one that knows your specific leases, your tenants, your vendors, and your market. Stewart is not a generic chatbot. He's a strategic advisor with the institutional knowledge of a 30-year property management veteran, applied exclusively to your portfolio.
Stewart is permanently assigned to your property. He builds institutional knowledge over time and transfers with the deed if you ever sell.

Remembers every tenant, repair, lease clause, and vendor interaction. Forever.
Available around the clock to answer questions, flag issues, and surface opportunities.
Trained on landlord-tenant law across jurisdictions and updated as regulations change.
Gets smarter with every interaction on your specific property. Generic AI stays generic. Stewart gets sharper.
Transfers with ownership if you sell. He's a permanent asset attached to the property, not the owner.
Continuously monitors listing platforms and market comps to keep your pricing and strategy sharp.
Anyone can paste a question into an AI. Nobody else has your answer.
Stewart aggregates your leases, maintenance history, vendor relationships, and live market data, continuously, automatically, and in context. That is not something you can replicate by pasting text into a chatbot.
From the first lease question to the final CapEx decision, Stewart has the context, the data, and the expertise to give you the right answer every time. For every property type, in every jurisdiction.

Stewart maintains a complete history of every tenant interaction: payments, maintenance requests, communications, and lease events. It surfaces patterns, flags risks, and advises on renewals, rent increases, and difficult situations before they escalate. Applicable to residential, commercial, and mixed-use tenants of every type.
Give Stewart your property's calls, texts, and emails. He handles them, day or night, with everyone. And every conversation makes him smarter about your property.
The tenant's leak call at 11pm, the vendor's “running late” text, the owner's “what's the status?” email. Stewart picks it up, figures out what matters, and acts.
Chases the vendor for a date, confirms the repair, sends you the recap. Nothing falls through the cracks.
Each call and text teaches Stewart your property, your people, and your preferences: a knowledge base that compounds and that no chatbot can replicate.
You decide exactly how far Stewart goes, for every contact.
Clear each person, owner, tenant, vendor, at the level you choose.
Let Stewart send on his own, hold drafts for your approval, or stay hands-off, per contact, per channel.
Quiet hours and after-hours rules, so he never texts a tenant at 2am unless it's a real emergency.
Every call, text, and email is logged and yours to review.
Anyone can ask ChatGPT a property management question. Nobody else has your answer, because nobody else has your data. PropertyFleet continuously aggregates your property records, your market, and your history into a knowledge base that gets more valuable every day.
Stewart is a dedicated AI advisor assigned to each property. He is trained on 30 years of property management expertise and continuously learns from your specific portfolio: your tenants, your vendors, your market, and your history.
This is what separates PropertyFleet from a generic AI tool. Stewart already holds everything about your property: every lease, repair, vendor, and document. Next he plugs into the live market so his advice is priced to this month, not last year. The market-data layer is rolling out in 2026, the part no chatbot can replicate, because no chatbot has your property and your market in one place.
Every lease, every repair, every tenant interaction, and every market signal is stored, indexed, and retrievable. The longer you use PropertyFleet, the smarter Stewart gets about your specific portfolio. Institutional knowledge that compounds over time.
Traditional property managers charge 8–12% of gross rent. We charge a flat fee per property. Starting at $49/mo.
Interview him before you hire him. Call or text Stewart with your hardest property question, free, no signup. Ready to put him to work? Start risk-free, backed by a 30-day money-back guarantee.
Backed by a 30-day money-back guarantee. Cancel anytime. The Stewart you call is the Stewart who'll answer your property's phone.