Director of Finance, Siro
$200-240k
+ Equity
AI coach for field sales reps
Posted today
AI coach for field sales reps
21-100 employees
Posted today
$200-240k
+ Equity
21-100 employees
Company mission
Siro's mission is to create a world where anyone can find social mobility and financial freedom through a career in sales.
Role
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
What the job involves
- 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 SOC 2 controls — but you're measured on the decisions and outcomes that depth produces
- 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, SOC 2, and security operations
- Own the SOC 2 (Type II) 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
- 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
Our take
The activities of sales representatives are essential for maximising the profits of a business, but it’s difficult to optimise this when there is no efficient way of tracking conversations. It is almost impossible to know exactly how long a sales rep pitches a product or exactly what they said, and this makes it difficult for businesses to improve their sales.
Siro provides a digital mobile and desktop app that facilitates the tracking and analysis of the conversations of sales reps and clients. The app records and transcribes sales conversations, providing a quantifiable footprint of every sales conversation, which can then be analysed by sales managers for improvements.
Whilst the recording and transcription software behind Siro is nothing new, the integrated approach to tracking sales conversations has been untapped until now. Investors see its potential too, with $50 million in Series B funding awarded in 2025 to accelerate Siro's product development. The company claims that when used properly, its sales coaching system can reduce sales conversation time tenfold - giving Siro the potential to take sales coaching to a whole new level.
Freddie
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 4 rounds)
May 2025
$50m
SERIES B
Oct 2023
$14m
SERIES A
Total funding: $69.1m
Company HQ
Flatiron District, New York, NY
Leadership
Jake Cronin
(Founder & CEO)Co-founder of Queue. Was a Woodruff Scholar at Emory where they studied Math, CS, and Chinese Studies. Opened & ran a Cutco branch office.
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