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No more “Dark Fridays” - How Haven AI reduced time spent on billing by 80%


Challenge

Manual and error-prone contracting and billing. Lack of automation led to chasing payments with no clear receivables view and multi-product bundles made it hard to price and present.

Solution

Instead of juggling multiple tools, everything now flows through one single system with Alguna running the billing lifecycle end-to-end.


Results

80%reduction in contract creation and sending timeimmediately after rollout
<5 mintime spent on contracts (down from 30–40 min)ongoing
0customer confusion about invoice breakdownsongoing

At a glance

Previous stack
PandaDoc, Stripe Billing, Spreadsheets
Needs
Consolidated quoting → signing → billing, purpose-built plans/bundles, clean receivables visibility, migration support
Products used
Alguna CPQ, Alguna Billing, Alguna Payments

Haven AI is an AI Agent platform built for property management teams. With products like Maintenance AI and Leasing AI, Haven trains and manages custom AI workers to handle the tasks that keep property managers up at night—ensuring every maintenance request is answered, every lead followed up, and no resident is left waiting.

Already serving customers like Real Capital Group and Rentor, Haven has been recognized as one of the Top 50 AI startups in real estate in 2025.

We spoke to Juan Burgos, Co-founder and CEO at Haven, to understand exactly how their manual billing workflows affected them and the impact of putting billing on autopilot with Alguna.

From go-to tools to growing pains

Like most founders at early-stage companies, Burgos started off with a handful of go-to tools. This included PandaDoc for contract management, Stripe for billing, and spreadsheets for financial calculations and investor updates.

“Anytime you're a really, really early stage company, still trying to find PMF, you're kind of just white knuckling everything, right? You're white knuckling growth, you're white knuckling product, you're white knuckling all of your internal tooling and setups,” Burgos shares.

While this billing setup was far from ideal for Haven, it was manageable in the beginning.

“There was still that disconnect between getting a customer to sign something and then actually managing receivables on an ongoing basis after,” Burgos explains.

He continues, “there was no way for us to efficiently manage our accounts on Stripe and get a sense for how our receivables were performing, which customers paid, which customers hadn't paid.”

Going multi-product

When Haven had just one product, the setup worked for what it was. But as soon as they introduced multiple products and bundling, things started to become even more challenging.

”I would spend 30-40 minutes putting something together for a customer, and then set up the recurring billing in Stripe,” Burgos recalls.

He emphasizes that, as a non-technical founder, especially in Stripe, this setup was a nightmare to manage. By the time Haven got to around 20 customers, and Burgos had to keep track of what exactly was happening with billing for each one, it became overwhelming fast.

Dark Fridays and broken workflows

Typically, Burgos would spend what he dubbed as “Dark Friday,” going through billing and verifying who had actually paid, keeping track of actuals in an internal spreadsheet.

“It was the one thing I dreaded doing. I spent at least two hours verifying who had paid.”

As Haven’s customer base grew, the time spent on billing grew as well. Burgos shares that “it's one of those things where the pain just compounds, especially when you're doing a whole bunch of other administrative work, whether it’s sales follow-ups or payroll.”

He continues, “I would let this task sit and I’d procrastinate on it. And when you let it sit, it becomes exponentially more painful.”

In Haven’s case, working with real estate customers that tend to keep a close eye on P&Ls, invoices, and line items, this could turn into awkward conversations if there were any kind of invoice inconsistencies or if they were billed twice.

Reaching the billing breaking point

One especially dark Friday, the Friday before Thanksgiving, Burgos was fighting with a feature in PandaDoc that would constantly break: going from contract signature to entering billing details.

Customers would sign the contract in PandaDoc and pay the first month’s subscription as a one-off payment. But PandaDoc couldn’t create a subscription in Stripe automatically, which meant that Burgos not only had to set up a separate subscription in Stripe, he would also have to track down the customer to get their billing information.

“ You're just starting a new customer relationship and you're trying to get people through onboarding and help them realize value. No one wants to have the billing conversation. It's something that you wish would just happen in the background, right? If I have to follow up and hound customers to enter their billing details, that's just a new task that's on my to-do list that I now have to deal with.”

After getting no response from PandaDoc’s support team, Burgos was at his billing breaking point and reached out to Alguna for help.

White glove migration from Stripe to Alguna

Haven was looking for a seamless “set-it-and-forget-it” billing platform where they could automate billing based on portfolio size, collect payment details upfront, and move away from their multi-tool setup.

Alguna’s team handled the entire migration, bringing everything from Stripe, PandaDoc and spreadsheets into Alguna and making sure that the billing structure was set up properly from the beginning.

With the new setup, customers could look at their statements, clearly see the products they’re buying, like Maintenance AI or Leasing AI, broken down per unit per month.

“ We charge per door per month, or per unit per month, and before when we’d send customers a PandaDoc, they’d always ask follow-up questions—we’ve never had that with Alguna,” Burgos shares.

Streamlined billing, at last

Instead of juggling multiple tools, everything now flows through one single system. Burgos shares that since Alguna is running the billing lifecycle end-to-end, it’s had a significant impact on his day-to-day operations.

“I know that I'm not dropping the ball on anything. As a founder, I can't understate how significant that is. Once I sign up a customer and we get them deployed, everything’s on autopilot—I don't have to think about it anymore.”

Reducing time spent on order form creation by 80%

For Burgos, the change was instant. What had previously taken him 30-40 minutes in PandaDoc, now took him less than 5 minutes in Alguna.

“Using the Plans feature, I can easily create bundles, and the whole flow just works. It takes me under five minutes to send someone an agreement. I can hop off a demo, set up the plan, type in the customer info, and it’s done.”

From quote to cash with zero concerns

Dark Fridays and billing bottlenecks are a distant memory for Haven.

Today, collections no longer eat up hours, and reporting is finally clear, accurate, and actionable. By replacing Stripe and PandaDoc with Alguna, they’ve gone from a fragmented stack to a single end-to-end revenue platform the whole team can trust.

Because the problem wasn’t just inefficiency—it was the lack of trust in their own numbers. Fragmented tools created both confusion and risk as Haven scaled. Alguna restored confidence in their quote-to-cash workflows by delivering automation, visibility, and peace of mind.

With billing on autopilot, the team’s focus is back where it belongs: building the future of property management with AI agents.