Job Posting: Financial Controller — SalesAsk

Location: Ottawa, ON (hybrid) or remote within Canada

Compensation: Competitive base + equity

Start Date: Immediate

About SalesAsk SalesAsk is a fast-growing AI platform that helps home-service companies, remodelers, builders, and contractors level up their sales teams with real-time coaching and visibility. We combine proven in-person sales frameworks with AI that tracks conversations, coaches reps automatically, and helps teams close more deals without adding extra workload. Our platform blends human sales execution with AI-driven insights so companies get a stronger, more consistent sales process and a pipeline they can rely on.

We're a ~25-person team with a US parent company and a Canadian operating subsidiary, and we're preparing for our next stage of growth. We're looking for a full-time Controller to own our finance function end to end — someone who can close the books cleanly, keep our numbers investor-grade, and be the person leadership turns to when the question is "what do the numbers say?"

If you've closed the books at a SaaS company, enjoy building process from scratch, and want a seat at the table as the company scales — this is the place.

What You'll Do As Controller at SalesAsk, you will own accounting, reporting, and financial operations across our US and Canadian entities. Your day-to-day includes:

Owning the monthly close for both entities, including intercompany and consolidation

Managing SaaS revenue recognition and deferred revenue

Running A/R, collections, A/P, and payroll in partnership with our external providers

Maintaining and improving the cash forecast and runway model





Producing monthly management reports and board-ready financials

Reporting SaaS metrics (ARR, NRR, cohorts, CAC payback) that reconcile to the books

Coordinating US/Canada tax filings, SR&ED; claims, and year-end with outside accountants

Supporting investor diligence and fundraising with clean, timely financial data

Building the finance processes, controls, and tooling that will scale with us

This role is high-impact — you'll be the first full-time finance hire and will shape how the company runs its numbers for years to come.

What We're Looking For You're a fit if you:

Are a CPA (or equivalent) with 5+ years of accounting experience

Have closed the books at a SaaS or subscription business and understand ASC 606 / deferred revenue

Have worked with cross-border (US/Canada) structures, or are eager to learn them fast

Are hands-on with QuickBooks or similar, Stripe, and Excel/Google Sheets

Can build and maintain a financial model, not just report on one

Are comfortable in a fast-moving, ambiguous environment where you set up the process

Communicate numbers clearly to non-finance leaders

Have startup or venture-backed company experience (preferred but not required)

We hire for ownership and judgment — you'll have real autonomy and real accountability.

Compensation

We offer a competitive compensation package

Equity

Adaptable, remote-friendly work

Why Work at SalesAsk?

Fast-growing company with real advancement opportunities

Build the finance function from the ground up and grow with it

Direct access to the CEO and COO

Clear, measurable expectations

A culture built on performance, transparency, and growth

You'll see the impact of your work immediately

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📌 Financial Controller (Montreal)
🏢 SalesAsk
📍 Montreal