Skywatch

Head of Finance

Remote - Kitchener

Sponsorship not specified$160k-$190kDetected 39 days ago

A/B TestingAccessibilityAccountingForecastingBudgetingM&AFP&ATaxAR/VRResearchGISLeadershipCommunication

About the role

Critically, you are not just a finance operator - you are an AI-forward thinker who sees automation not as a future possibility but as your default approach.
You actively experiment with AI tools to eliminate manual work, accelerate reporting, and make Finance a force multiplier for the business.
Forecasted Salary Range: Base - $160,000-$190,000/annum

Manage all accounting operations - AP, AR, payroll, and reconciliations - with clean, audit-ready books at all times.
Own all tax filings and compliance obligations (SR&ED, HST/GST, corporate tax, US sales tax where applicable).
Prepare and deliver shareholder updates, board reporting packages, and investor materials.
Act as the primary relationship owner with external auditors, tax advisors, and banking partners.
Own our financial model in Runway Financial - keep it current, accurate, and ready to answer scenario questions at a moment's notice (pricing changes, new products, new investments, headcount shifts, and everything in between).
Configure and optimize our Finance tech stack (Xero, Runway Financial, Stripe, Plooto, Float, ADP) - you don't need to wait for IT.
Build workflows, automations, and reporting pipelines that allow Finance to scale without proportional headcount growth.

5+ years of progressive Finance experience, with direct ownership of accounting, FP&A, and compliance in a growth-stage technology company.
Demonstrated experience with Xero or a comparable cloud accounting platform
Hands-on experience with AI and automation tools applied to Finance workflows - you can name specific examples and show your work.
Comfort managing legal operations - reviewing contracts, working with external counsel, and keeping legal records organized.
Strong communication skills, with the ability to translate financial and legal complexity into crisp, decision-relevant summaries for a non-technical audience.
Comfort operating in ambiguity at a fast-moving company where priorities shift and the roadmap evolves.
Hands-on experience with Runway Financial.
Familiarity with Stripe revenue reporting and reconciliation in a SaaS or marketplace context.
Experience supporting a fundraise, investor process, or M&A transaction.

Base - $160,000-$190,000/annum
Manage all accounting operations - AP, AR, payroll, and reconciliations - with clean, audit-ready books at all times.
Close the books by the 15th of each month, every month, without exception.
Own all tax filings and compliance obligations (SR&ED, HST/GST, corporate tax, US sales tax where applicable).
Prepare and deliver shareholder updates, board reporting packages, and investor materials.
Act as the primary relationship owner with external auditors, tax advisors, and banking partners.

Competitive compensation including base salary and stock options.
Extended health benefits.
Flexible work environment with the expectation of being in the Kitchener office several days per week.
Generous time-off policy and employee wellness programs.
Transportation stipend.

Culture is the personality of a company.
It is our company's shared beliefs, values, and practices.
At SkyWatch, our culture is incredibly important to us, and we practice it every day.
Both as a company and in our products, we value simplicity, dependability, and empathy.
Let's face it - the best jobs boil down to a handful of things: getting the chance to work with amazing people in a great culture with leaders who have your back while pursuing a vision that you can get passionate about.
Please note that SkyWatch may use AI throughout various portions of the talent process.
SkyWatch is at the forefront of revolutionizing how earth observation data is accessed and utilized globally.
Our innovative platform empowers businesses, researchers, and governments to easily integrate satellite data into their operations, driving informed decision-making and unlocking new opportunities for growth and efficiency.
Founded on the principle of democratizing access to space-based technology, SkyWatch provides a seamless interface that aggregates data from numerous satellite sources, offering unparalleled access and insights.
Whether monitoring agriculture, managing infrastructure, or advancing scientific research, our scalable solutions cater to diverse industries with a commitment to reliability, security, and sustainability.
At SkyWatch, we believe every candidate deserves a fair and inclusive experience.

If you require an accommodation at any stage of the recruitment process, please let us know - we're happy to work with you to ensure your needs are met.
To request an accommodation, please advise any member of the talent team or contact us at accommodation@skywatch.com.

This listing is sourced directly from Skywatch's careers page and normalized into a canonical job model.