2017 brought us fidget spinners, the hit single “Despacito,” and the solar eclipse. For Connor of Cincinnati, Ohio, it was the year he launched his family-owned and operated property management business from the ground up.

With big dreams on the horizon, Connor set out to build his business while he and his partners worked full-time jobs. And while side-hustle culture is a common interest among many Americans, it’s no easy feat—especially during the startup phase.

“I needed to start, manage, and grow this business, but I also needed it to be low maintenance since we had day jobs—using a property management software like TenantCloud was the only way we could have grown it,” he says.

Scaling from Zero to 25+ Doors

His business started on TenantCloud in 2017 while he was looking for his first rental property. Getting set up with the software was simple, low-maintenance, and gave him the extra confidence he needed to start accelerating. “The platform was easy to implement. We started the business with it,” he says.

As their capacity increased, Connor and his team got to work, quickly taking on several properties and running them directly in TenantCloud. Several features were key:

  • Online rent collection, invoicing, and receipts
  • Portfolio management
  • Expenses and payment tracking
  • Schedule E forms and tax documents
  • Listings, applications

The platform’s cloud capabilities made it easy to store important data securely online.

Saving Time and Operation Costs

With the rental business up and running, Connor’s business saw significant changes in a short amount of time, including:

  • Less tax work: Automatic forms saved the business hours of time
  • List faster and easier: Built-in syndication for rental listings and vacancy fills
  • Saved time on invoices: Less time spent on receiving payments and sending invoices
  • Reduced costs: Applications and other tools eliminated the need for third-party apps
  • Team management: Ability to add team members and keep them in the loop

After years of dedication, hard work, and elbow grease, the business was ready to scale.

Increasing Rate of Return by 20%

In 2025, the business hit a new major milestone: expanding to 25 doors. This increase in rentals also greatly increased the rate of return (RoR)—a measure of an investment's profit or loss over time—to 10% and 20%.

“The business grew from zero in 2016 to 25 doors now. Our RoR has increased over the last three years by 10 to 20%. A cloud platform with solid capability at a reasonable cost was essential.”


Paving the Way for Growth

With his family-owned portfolio now a growing success, Connor plans to continue scaling up while utilizing TenantCloud.

“Overall, we are pleased with TenantCloud, primarily because of its cloud capabilities, expense and tax management features, and automatic invoicing system.”


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