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Comparison

Stessa tracks your properties. Doughy runs your business.

Stessa (by Roofstock) is a solid free tool for tracking rental property finances. But once you need to grow your portfolio, automate leasing, or get AI-powered insights, Stessa's simplicity becomes its limitation. It watches your numbers — it doesn't move them.

This is our comparison, so read it knowing who wrote it — we've tried to be fair.

Stessa watches your numbers. Doughy moves them.

At a glance

Stessa

  • A dashboard, not an operations layer
  • No AI for communication, leasing, or deals
  • Growth means adding separate platforms

Doughy

  • AI acts on your behalf, 24/7
  • Bookkeeping plus leasing, deals, and outreach
  • Replaces the stack that grows around the free tool
Target User

Stessa

Designed for passive landlords and buy-and-hold investors who want a clean, free dashboard to track rental income, expenses, and net cash flow. Great for monitoring — less so for active management.

Doughy

Built for investors and landlords who actively manage and grow their portfolios. Whether you're acquiring new deals, managing tenants, or scaling operations, Doughy's AI agents handle the work, not just the reporting.

Financial Tracking

Stessa

Automatic transaction imports from linked bank accounts, one-click categorization, and tax-ready reports. Stessa shines at making bookkeeping approachable for new landlords. Clean, simple, and genuinely useful for what it does.

Doughy

AI-powered bookkeeper that tracks income across properties and flags late payments, with expense categorization and deeper portfolio insights on the way. Built to go beyond tracking as the platform grows.

AI Capabilities

Stessa

Stessa focuses on data organization and reporting. There are no AI agents for communication, deal analysis, or leasing automation. The platform is a dashboard, not an operations layer.

Doughy

AI agents handle leasing inquiries, lead qualification, bookkeeping, deal analysis, marketing, and tenant communication. AI doesn't just show you data — it acts on your behalf, 24/7.

Growth Tools

Stessa

Stessa is a monitoring tool. When you want to find your next deal, analyze comps, reach out to sellers, or automate lead follow-up, you'll need separate platforms. There's no acquisition pipeline or CRM.

Doughy

Full acquisition-to-management lifecycle. AI-powered comps, lead qualification, automated outreach, deal analysis, and pipeline management — then seamless transition to property management after closing.

Pricing

Stessa

Free tier covers the basics and is genuinely useful. Stessa Pro adds deeper tax reporting and rent analysis for around $12/mo. Hard to argue with the price — the question is whether "free" is enough for what you actually need.

Doughy

Starting at $82/mo with an AI leasing agent included. More expensive than free, obviously — but the comparison isn't "free vs. $99." It's "free tracking tool + $150 CRM + $80 dialer + VA costs" vs. one platform that replaces the stack.

Where Stessa wins

Stessa is one of the best free tools for landlords — the transaction imports, categorization, and tax-ready reports are genuinely useful.

The Verdict

Stessa is one of the best free tools for landlords — and we mean that. If you own a few rentals and just want to see your cash flow without paying for software, Stessa is a smart choice. But Stessa is a dashboard, not a business engine. It doesn't find deals, follow up with leads, respond to tenants, or manage your leasing pipeline. Doughy does all of that with AI agents included in every plan. If your portfolio is growing and you need more than a rearview mirror, that's where Doughy steps in.

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All competitor information is based on publicly available data as of April 2026. Trademarks belong to their respective owners. Doughy is not affiliated with or endorsed by any competitor mentioned on this page.