About this role.
Rundoo is hiring an Operations Lead to own invoicing, billing reconciliations, payment matching, and contract buyout administration for a growing SaaS business. The role requires investigating discrepancies across contracts, bank and card feeds, invoices, Slack threads, and spreadsheets, then documenting findings clearly. This Philippines-based remote contractor will work closely with Operations, Finance, Sales, and Client Success while maintaining accurate trackers and improving SOPs. Success depends on strong spreadsheet skills, exceptional attention to detail, self-direction, and comfort operating in a fast-moving startup environment.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
4/5Pace & Pressure
4/5Autonomy Level
4/5Communication Load
4/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
Skills and capabilities most closely associated with this opportunity.
Sample interview questions
I would first verify the transaction date, amount, payer name, reference number, and payment method. I would then search open invoices, customer records, payment processor data, and relevant sales or client-success communications. If no direct match exists, I would identify likely causes such as partial payment, duplicate payment, timing differences, or incorrect remittance information, document the evidence, and route any required correction to the appropriate owner.
I use a repeatable pre-send checklist that compares the signed agreement, pricing terms, billing dates, product or service delivery status, tax treatment where applicable, and customer entity details against the invoice. I flag exceptions for review and retain supporting records so the invoice can be audited later. For recurring invoices, I also monitor patterns and build validation checks to catch deviations early.
I start by defining the expected balance and isolating the specific transactions causing the variance. Then I trace each item through the source systems, such as invoices, payment records, bank activity, and contract terms, rather than applying a superficial adjustment. Once resolved, I document the root cause, correction, and preventive action so the same issue is less likely to recur.
I would maintain a centralized tracker with the customer, original contract details, buyout amount, payment schedule, end date, required documentation, approval status, payment status, and owner. I would reconcile the tracker regularly against contracts and payment activity, use reminders for upcoming deadlines, and escalate missing information or exceptions before they become urgent. Clear notes and links to source documents would make the tracker usable by the wider team.
I prioritize time-sensitive and financially material work first, especially invoices, payment issues, and contractual deadlines. I keep recurring work organized through a calendar, tracker, and documented process, then communicate early when a new request creates a tradeoff. This allows me to remain responsive without losing control of accuracy or critical deadlines.
About Rundoo ℹ️
Our mission is to empower independent supply stores with best-in-class technology. Think of your local hardware store or mom-and-pop nursery—these are our clients. From paint to lumber to flooring, over 200,000 such stores across the country sell over $1T of building materials annually using outdated, on-premises systems. We’re aiming to help them modernize so that they can continue to thrive.
Backed by leading investors including Battery, Bessemer and CRV, we’ve raised $48M across four rounds and are growing quickly: We’re live in over 500 stores across the USA, Canada, and the Caribbean, and integrated with over 20 industry partners. Our team is made up of builders, sellers, and industry veterans with a shared goal: to bring modern technology to an overlooked industry.
We’re looking for an Operations Lead to come own the money side of Rundoo — invoicing, billing reconciliations, and contract buyouts, start to finish.
Here’s the honest version of this job: it’s part operator, part detective. 🕵️ A lot of days you’ll land on a number that doesn’t quite add up and think “wait… why?” — and then happily go down the rabbit hole through contracts, bank feeds, Slack threads, and spreadsheets until you’ve got the full story. If that sounds genuinely fun to you, please keep reading.
You’ll report to our Operations Manager, work side-by-side with our small-but-mighty ops team, and partner with Finance and Sales all the time. This is a fully remote role based in the Philippines.
What you’ll actually do 🗒️
Own invoicing — get our client invoices out accurately and on time, and make sure what we bill always matches what was signed and delivered.
Run billing reconciliations — match payments to invoices and to what’s actually hitting our bank and card accounts, then track down anything that doesn’t line up and fix it at the root, not just the surface.
Manage contract buyouts — keep our buyout commitments straight: verify the amounts and end dates, process the payments, and keep the tracker clean so we always know where we stand.
Be our resident detective 🔍 — when the numbers are weird, dig until you know exactly why, then write it down clearly so the rest of the team can follow the trail.
Team up across Rundoo — work closely with Finance, Sales, and Client Success so billing stays clean through every handoff, renewal, and buyout.
Pitch in on ops 🤝 — billing is the core of the role, but we’re a small team, so every now and then you’ll pick up something on the broader ops side: a one-off report, a tracker that needs cleaning up, a vendor question, a process that needs a second pair of hands.
Make it better every week — turn what you learn into simple SOPs so the recurring stuff gets faster, cleaner, and way less error-prone over time.
What we’re really looking for ☑️
You genuinely love to read and find things out. This is the big one for us. You’re the person who won’t let a tiny discrepancy go until you know the story behind it. 🧩
You sweat the details — because in billing, the little errors are the ones that snowball.
You’re great with numbers and spreadsheets — big piles of transactions don’t scare you; spotting the one that’s off is kind of your thing.
You write clearly — you can take a messy reconciliation and explain it simply, in writing, so anyone gets it.
You’re organized and self-driven — you can own a recurring process and keep it on track without anyone chasing you.
You’re comfortable working remotely from the Philippines with hours that overlap our US team.
Bonus points 🌟
Experience in billing, accounts receivable/payable, bookkeeping, or reconciliations.
You’ve used tools like Google Sheets, Salesforce, Brex, or QuickBooks.
You’ve written SOPs or process docs before.
You roll with a fast-moving startup where priorities shift and new puzzles pop up.
You’re curious about building materials, paint & hardware, or SaaS/ERP — bonus, not required.
Compensation 💵
Base: $18,000/year
Quick honest note: this is a remote contractor role, so it doesn’t come with the US benefits package (medical/dental/vision, 401k, etc.) — and no Philippines-mandated benefits either. We want to be upfront about that.
What you do get: a Libro.fm audiobook subscription 🎧 and a monthly team dinner, usually somewhere fun in Alabang, Makati, or BGC 🍽️
The team you’ll roll with 👥
Day-to-day, you’ll work closest with our small-but-mighty ops crew:
Sydney (Ops Manager)
Angie (Finance Operations Lead)
Pauline (Finance Operations Lead)
Criselda (CX Operations Lead)
A few folks across Rundoo you’ll get to know well:
How the interview works 🎤
Intro Call (20 min, remote) – A get-to-know-you chat with Amanda, our founding recruiter.
Operations Interview (30 mins, remote) + Take-Home Assignment (remote) – A deeper conversation with our Operations Manager about how you approach detail-heavy, dig-in-and-find-out work. We’ll also send you a short take-home assignment involving a messy set of invoices/payments (or a tangled buyout) and ask you to find and explain what’s off.
Meet with Amanda (in person) – A chance to connect in person at BGC, Makati, or Alabang.
Reference check
Offer
About our founders 🌲
Andrew (CTO): studied computer science & humanities at Stanford, worked as a software engineer at Apple and head of engineering at Anova; danced with the SF ballet (where he met his wife)! 🩰
Nick (CEO): studied math & computer science at Stanford; worked as a trader at Bridgewater & Citadel and as a PM at Google & Enigma; distantly related to the founder of the Hershey company 🍫
How we’ve fundraised 💰
We’ve raised $48m across four rounds:
A $2m pre-seed led by Kent Bennett at Bessemer with participation from Plug & Play, Quiet Capital, and Sequoia.
A $5m seed led by Caitlin Bolnick Rellas at CRV.
An $11m series A led again by Bessemer and CRV.
A $30m series B led by Battery.
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