Obie

How Obie automated financial operations, gained real-time reporting, and scaled without more headcount with Functional Finance

48 hours/mo
saved for finance team
Cut reimbursement time
from 2 days to 2 hours
12 hours/mo
saved with real-time reporting

About Obie

Obie is reshaping landlord insurance with a digital-first approach, making it easy for property managers, landlords, and real estate investors to get covered in minutes. With a focus on efficiency, the company has streamlined insurance purchasing and management, securing $25 billion in coverage for thousands of policyholders nationwide.

Industry: Rental property insurance

Company type: MGA

Company size: Mid-sized

Location: Chicago, United States

Pain points
  • Manual invoice reconciliation
  • Inefficient payment tracking
  • Disconnected payment and reporting systems
Functional Finance solution
  • Automated invoice reconciliation
  • Integrated billing & payments
  • Real-time financial reporting

The Challenge

Frustrating and time-intensive back-office processes that limited growth

Every team at Obie—from customer success to finance—shares a commitment to providing a simple, affordable, and transparent insurance experience for landlords and real estate investors. But as the company grew, its payments process struggled to keep up. Relying on Stripe for payments, Obie lacked advanced reporting and automation, making financial operations increasingly harder to manage.

“We evaluated several alternatives to Stripe,” says David Janusz, Obie’s Head of Accounting and Finance. “But none offered true end-to-end financial operations.” His goal was clear: implement a system that reduced manual work, streamlined decision-making, and improved efficiency across the entire organization.

Without a purpose-built financial platform, David didn’t have the visibility and control he needed from his tech stack. “Manual reconciliations consumed hours of time and introduced errors,” said David. “Without real-time reporting, we couldn’t make decisions as quickly as we needed to.” Errors and bottlenecks were slowing the team down, creating frustration and friction within the finance department. To fix this, Obie searched for a solution that offered automation, real-time visibility, and an intuitive interface. “Functional Finance was the only platform that delivered everything we needed.”

The Solution

An automated, smarter insurance financial platform to drive efficiency and increase revenue

Obie needed a smarter way to manage financial operations—one that didn’t rely on manual work, endless spreadsheets and email chains. By partnering with Functional Finance, Obie unleashed a modern money management system that could be both effective and efficient. With Functional Finance’s fast, accurate FinOps platform, David and his team began to automate the previously manual tasks that had consumed so much of their time.

Fixing billing and payments became their top priority. With Stripe, payments required manual oversight, follow-ups, and reconciliation that lead to long delays and costly errors. Now, integrated billing & payments made transactions seamless, cutting inefficiencies and tedious administrative work.

Instant invoice reconciliation was another game-changer. Obie’s finance team had spent hours matching payments to invoices by hand, verifying deposits, and tracking outstanding balances. With automated workflows, AI instantly verifies and categorizes transactions, flagging only exceptions for review. What once took days each month now happens in the background in real-time, freeing the team to focus on strategic work. “With Functional Finance, we’ve cut our reconciliation time from days to just a few hours,” said David. “It’s allowed us to refocus our efforts on strategic initiatives instead of routine admin work.”

From day one, onboarding was fast and frictionless. Implementation required minimal IT effort, allowing Obie to see results almost immediately. “The support from Functional Finance has been amazing,” said David. “Before, during, and after the launch, they made it clear that our priorities were their priorities.”

Seamless API integration with their tech stack made the transition smooth. Unlike other solutions that needed workarounds, Functional Finance connected directly with Obie’s proprietary policy administration system, Halo, eliminating data silos and improving accuracy.

With payments fully automated, processing is faster, costs are lower, and back-office inefficiencies are gone. Real-time reporting ties everything together, giving Obie’s finance leadership instant visibility into cash flow and outstanding payments. Instead of waiting for reports, they make data-driven decisions in the moment.

“Now all this stuff is real-time, and we can rely on it because things are a lot more systematic,” said David. This transformation didn’t just save time—it provided the team with a reliable, repeatable process.

"When you’re responsible for billions of dollars in coverage for thousands of policyholders nationwide, you need to ensure that the whole ecosystem runs with precision. With Functional Finance's platform, I can visualize the entire flow of funds and make data-informed decisions in real-time. Before, during, and after the launch, they made it clear that our priorities were their priorities. We feel valued by the Functional Finance team from the top down."

David Janusz
Head of Accounting and Finance
Obie

The Results

Increased efficiency and happier customers

Since adopting Functional Finance, Obie has seen a major shift in efficiency. The finance team saves 15 hours per month on reconciliation alone—more than two full workdays. Reimbursement times, once a multi-day process, now take just one to two hours. The platform has freed up valuable time, allowing the team to eliminate the headaches of financial tasks, and put more energy into data analysis, new partnerships, and driving growth.

“Reporting is significantly easier with Functional Finance. We now have almost instant insight into what’s working and what isn’t. This level of granularity wouldn’t have been possible with any other solution,” said David. Alongside better reporting, the platform has reduced overhead costs. “Functional Finance saved us $65K per month just by passing on credit card fees. That alone was a game-changer.”

Obie has scaled rapidly since implementing Functional Finance, growing more than 500% in the past year alone. Processes like instant notices of cancellation and refund processing have not only improved internal operations but also enhanced the customer experience.

The Future

Financial operations overhaul paves the way for growth

With automated financial operations in place, Obie is set for its next phase of growth. The company plans to launch new products without adding back-office staff. As they continue adopting better technology like Functional Finance, Obie’s leadership sees a clear path forward to scale their offering to landlords and real estate investors.

“The lines of business Obie writes are limited at the moment,” said David. “With the platform unifying all our FinOps, our aggressive growth plans for the next five years are possible.”

This forward-thinking approach earned Obie a third consecutive HousingWire Tech100 Real Estate award. As they expand embedded insurance across digital platforms, streamlined operations keep them efficient and positioned for long-term success.

"All of our FinOps processes were manual. Now, it’s automated. It’s real-time, and we can rely on it.”

David Janusz

Head of Accounting and Finance

Obie

About Functional Finance

Functional Finance provides a modern financial operations platform designed for insurance businesses. With automated reconciliation, seamless integrations, and real-time reporting, the platform helps companies like Obie scale efficiently while reducing operational complexity.