Field sales powers the economy — but most teams are struggling. Reps are buried in admin work, managers are stretched thin, and leaders can’t see what’s really happening in the field.

Siro is redefining how field sales teams learn, perform, and win.

We started as an AI-powered coaching platform that helped reps improve their outcomes in the field.

Today, we’re something much bigger — an intelligent companion that automates sales reps’ tedious admin work, gives managers real-time visibility, and helps executives see around corners.

Our platform integrates with systems like Salesforce, analyzing thousands of in-person sales conversations to surface insights, automate workflows, and drive better outcomes across the org. Think Iron Man’s Jarvis for sales — proactive, personalized, and built directly into the tools teams already use.

Siro has raised $75M and is backed by world-class investors like Index, Fika, CRV, and SignalFire. We are trusted by leading home-improvement, retail, hospitality, and automotive brands, and powered by a lean team from Meta, McKinsey, Doordash, and Uber.

We’re building the future of human-AI collaboration in sales — and we’re just getting started.

About the role

This is a high-ownership role for someone who wants finance to be a driver of the business, not a scorekeeper. You'll own the numbers end to end — the model, the close, cash, compliance, and the systems under all of it — and you'll use that ownership to sharpen how the whole company makes decisions.

It's ideal for a high-slope, deeply detail-oriented operator who is equally uncomfortable with a sloppy reconciliation and with a month spent on work that didn't move the business. You'll go deep — into the model, the ledger, the compliance controls — but you're measured on the decisions and outcomes that depth produces.

What you'll do

Own strategic finance and be a decision partner

• Own and continuously sharpen the financial model — revenue, ARR, burn, runway, unit economics, and scenario planning

• Refine the operating cadence: budgeting, forecasting, board and investor reporting, and monthly business reviews that change what leadership does next

• Turn analysis into recommendations — pricing, hiring pace, spend trade-offs, where a dollar returns the most — and push for the call, don't just present options

• Be the finance partner in the next fundraise: investor-grade model, data room, and diligence support

Own accounting, the close, and controls

• Own a clean, timely monthly close and accurate financials (managing our outsourced accounting/bookkeeping partners)

• Build the controls, reconciliations, and reporting that make our numbers audit-ready and investor-ready by default

• Own cash: AR/AP, collections, billing accuracy, treasury, and the cash-flow visibility the company runs on

• Manage tax, audit, and statutory compliance without letting them become fire drills

Own compliance and security operations

• Own the compliance (SOC 2 Type II, HIPAA, GDPR, etc.) program end to end — scope, controls, evidence, auditor relationship, and continuous compliance after certification

• Turn security questionnaires and vendor diligence from a deal bottleneck into a fast, repeatable process that helps Sales win

• Own the compliance and risk backbone: data handling, vendor risk, insurance, contracts review support, and the policies that scale with us

• Partner with Engineering on the controls that reduce risk (not just the ones that check a box)

Build the finance function and its systems

• Choose and implement the tooling that lets a small team punch above its weight

• Automate and eliminate low-leverage work relentlessly, so the function scales sub-linearly with the company

• Set the standards for the finance team we'll build over time

Who you are

• A finance operator with range — you can move from a board-ready strategic model to a bank reconciliation to a SOC 2 control mapping and be rigorous at every altitude

• High-slope: you've grown faster than your titles, take on scope before it's handed to you, and get sharper under ambiguity

• Obsessively detail-oriented — but outcome-obsessed first. You catch the $40 variance and you know when the $40 variance isn't worth an hour. You never let precision become an excuse for not moving the business.

• Experienced across strategic/FP&A finance, accounting/close, and compliance — likely from a high-growth startup, and comfortable being the most senior and strategic finance hire

• Hands-on with (or able to quickly own) compliance; you treat it as a revenue enabler, not a cost center

• A clear communicator who translates financial complexity into decisions non-finance leaders can act on

• A builder who is energized by no playbook, few tools, and a lot of leverage on the line

Why join Siro as Director of Finance

• Scope from day one. This is finance, accounting, compliance, and systems under one owner — a rare chance to build the whole function, not inherit a slice of it.

• Real influence. You'll sit close to the CEO and leadership and directly shape pricing, spend, and growth decisions — including the next raise.

• You'll build it right, once. You’re not building from scratch, but there’s also room for and appetite to rethink how we’ve done things from first principles. You get to set the [new] standard for how Siro runs its finances and compliance as it scales.

• A company that's winning. Siro is growing fast in a category we're built to win, and finance is central to how far and how fast we go.

What this role is NOT

• This is not a controller-only or pure-reporting seat. If your definition of a good month is a perfect close that nobody made a decision from, this isn't the fit.

• This is not a role where compliance is busywork. SOC 2 here is a tool to win enterprise deals — owned by someone who understands why it matters, not just how to fill out the checklist.

• A failure mode we're screening against: getting lost in the minutiae without driving business impact. We want someone who goes deep and comes back up with the decision. If precision is the goal rather than the tool, this will be frustrating for both sides.

Compensation & Details

• This is a full-time role based in NYC. We are in-office at least 3x/week (Tues/Wed/Thurs). Office is in Flatiron.

• We do not sponsor H1B visas

• We do role-based pay using Pave's dataset and based on our location and stage.

  • Senior Manager = $200k

  • Director = $240k

At Siro, we are committed to creating a diverse and inclusive environment where all people feel that they are equally respected and valued, whether they are applying for an open position or working at the company. We provide equal employment opportunities to all applicants without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.