Plooto

Strategic Finance Lead

Plooto • $110K — $130K *
US-AnywhereRemote in Canada
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years in strategic finance, FP&A, or business analytics, preferably in fintech or SaaS.
  • Strong understanding of payments and transaction economics.
  • Familiar with SaaS metrics such as ARR, churn, and CAC, with insight on their significance.
  • Hands-on SQL experience with data warehouses like Databricks for real-time data integration.
  • Proficient in advanced Excel and driver-based financial modeling, adaptable to business changes.
  • Ability to assess cause-effect relationships beyond simple correlation analysis.
  • Exceptional communication skills for diverse audiences, technical and non-technical.

Responsibilities

  • Own and develop financial models based on drivers pertinent to the supported business areas.
  • Collaborate closely with cross-functional teams to challenge assumptions and evaluate trade-offs for strategic decisions.
  • Analyze metrics to discern underlying causes of movements, providing actionable insights and recommendations.
  • Ensure financial models align with and contribute to the central company budget.
  • Create and manage real-time data connections, utilizing SQL to automate and enhance modeling processes.
  • Assist in advancing financial planning infrastructure for scalability and efficiency.
  • Translate complex financial analyses into clear narratives for executive and board presentations.

Benefits

  • Opportunity to shape the finance function in a growing environment.
  • Close collaboration with senior leadership including the CFO and exposure to the CEO.
  • Possibility for growth and leadership opportunities as the function evolves.
  • Dynamic work environment with a focus on modernizing processes through technology and automation.
Full Job Description
About the Role

We're hiring a Strategic Finance Lead to embed with the teams that drive our business - GTM, Product, and others as we grow - and raise the quality of decisions across the company. This is a partnering seat, not a reporting one: you'll be in the room when a decision is being framed, not summarizing it afterward.

You'll own the financial models for the areas you support, end to end. Because you own them, you're in the decision rather than downstream of it. When a metric moves, your job isn't to report that it moved - it's to explain why, say whether that's good or bad, and recommend what to do about it. When your business partners are weighing a decision, you're the person quantifying the return.

You won't inherit a playbook. You'll write one - defining how finance partners with the business as the function grows.
The bar we're setting

Today, a conversation about CAC often ends at "CAC went to $X because spend changed." That's arithmetic. We want a partner who asks the next questions: why did spend move - was it a deliberate test? What was the hypothesis, and how did it perform? How do we know our experiments are working? Is this a healthy shift or an early warning?

That's the difference between reporting numbers and driving decisions, and it's the heart of this role. We have good visibility into top-line trends; what we want is the ability to go a level deeper, consistently. That takes persistence - following the signal and going to find the data rather than waiting for it.
What you'll cover

Today this role partners most closely with GTM - subscriber forecasting - and Product, where you'll forecast TPV and revenue by product line and payment rail. As we grow, that will likely extend to Payments Strategy, Risk, and Operations.

We'll be straight with you: we haven't fully defined what finance support for those teams looks like yet, and we don't expect one person to cover everything at once. Part of this job is helping us decide where finance partnership earns the most - and saying so when something should wait.

Your models serve two audiences: the teams they're built for, and the company plan they roll into. We want models shaped to how each part of the business actually works that still connect cleanly to the central budget - so we plan from one picture instead of reconciling siloed models before a board meeting.
Build the system, not just the model

We're not planning to solve capacity by adding people. We'd rather solve it with infrastructure: SQL pulling live from Databricks into models that refresh themselves, analysis that's reproducible instead of rebuilt each month, and AI in the workflow where it genuinely saves time. You should be the kind of person who, faced with a manual process, gets slightly irritated and fixes it.

Much of our forecasting runs on Excel today, supported by live pipelines from our data warehouse. We know we'll need something more scalable - and we're deliberately open about what that is, whether a dedicated FP&A tool, a rebuild that leans harder on automation, or a different architecture altogether. You'll help us decide and build it.
The team, and where this goes

Strategic finance is three people: the Senior Director (your manager), a Senior Financial Analyst, and you. The analyst owns the core FP&A engine - the company model, actuals, month-end performance analysis, and investor reporting. You'll own the function-level models that feed it. You're peers with distinct focus areas, and the expectation is that the two halves knit into one operating plan rather than running in parallel. Over time we want you cross-trained enough to cover for each other.

This is a senior individual-contributor role today, with no direct reports. We closed a funding round two months ago and are investing in growth - but we're deliberately scaling this team through better systems and AI leverage rather than headcount. If we do add analysts, this is the person who'd oversee them. We're not promising a management track; we're telling you it's a live possibility, and that the route to it is making the function work better, not bigger.

You'll work closely with the CFO, with exposure to the CEO, and your work will feed directly into what we take to our board and investors.
What good looks like in your first year
  • The models for your areas are rebuilt on clear drivers, with sensitivities and scenarios that leadership actually uses when making a call.
  • Finance is in product and GTM decisions early enough to shape them - not brought in to forecast something already decided.
  • We can trace what specific initiatives contribute against a base case, so "did that work?" has an answer.
Key Responsibilities
  • Own driver-based financial models for the business areas you support, built around how each team actually operates.
  • Embed with those teams - challenge assumptions, frame tradeoffs, and bring a return-on-investment lens to decisions before they're made.
  • Explain the why behind the numbers - investigate what moved a metric, judge whether it's good or bad, and turn that into a recommendation. Help teams get closer to their own KPIs and the data behind them.
  • Connect your models to the company plan so each area rolls cleanly into the central budget.
  • Build and maintain live data pipelines - write SQL against our data warehouse (Databricks) to keep models refreshing on live data rather than manual pulls.
  • Help modernize our planning infrastructure with the Senior Director - tooling, automation, or architecture.
  • Distill complex analysis into crisp stories for executive and board audiences.
  • Partner with the Senior Financial Analyst to keep forecasting, budgeting, and reporting coherent as Plooto scales.
Qualifications
  • 7+ years in strategic finance, FP&A, or business analytics - ideally in fintech, SaaS or another recurring-revenue business.
  • Payments or transaction economics - take rate, transaction mix across rails, cost per transaction, and how volume converts to revenue. This is core to how Plooto makes money, and you'll be modeling it.
  • SaaS metrics in practice - ARR, MRR, churn, CAC, payback, LTV - and the judgment to know when a movement matters.
  • Hands-on SQL against a warehouse (Databricks or similar) wired into Excel, building live-refresh workflows rather than static exports.
  • Advanced Excel and driver-based modeling, with the ability to rebuild as the business and your understanding change.
  • Comfort reasoning about cause, not just correlation - you can tell a deliberate test from a drift, ask what the hypothesis was, and judge whether a result is real.
  • Exceptional communication - you can make a complex analysis simple and persuasive for technical and non-technical audiences, and hold your own with business leaders.
  • A partnering instinct, and the judgment to prioritize. With fluid scope and a lot of inbound, you'll need to decide what earns your time and say no clearly.
  • Using AI tools to automate analytical workflows and work faster.
  • Experience helping select or implement FP&A planning tooling.

About Plooto

Plooto is a financial technology company that provides an online payment platform for small and medium-sized businesses. The platform enables businesses to send and receive payments, manage their cash flow, and automate their accounting processes. Plooto's platform integrates with popular accounting software, such as QuickBooks and Xero, and supports payments in multiple currencies. The company was founded in 2015 and is headquartered in Toronto, Canada.
Learn more about Plooto
Size
50 employees
Industry
Net Income
-$3 million
Founded
2015
5 Year Trend
+150%
Revenue
$2 million

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