Senior Director, Strategic Programs

Jobtailor; Toronto; On-site; CAD 150,000 - 175,000; Full time

Benefits offered by this job

Culture & inclusivity

Base salary

Bonus program

Hybrid work

Benefits package

RRSP matching

Massage sessions

Virtual events

Learning & development

Job summary

Financeit is seeking a Senior Director, Strategic Programs to design and drive the Direct-to-Consumer value proposition. You will own the end-to-end borrower lifecycle, optimize LTV, and lead a high-performing team to deliver end-to-end P&L performance.

You will partner with Product, Credit Risk, Finance, Marketing and PMO to translate insights into scalable solutions, monitor results, and guide investments that strengthen growth and profitability.

Qualifications

• 7+ years of progressive experience in business analysis, strategic consulting, or digital product strategy—ideally within financial services, FinTech, or top-tier tech firms
• Degree in a highly quantitative field (e.Engineering, Economics, Finance, Mathematics or Analytics). MBA or advanced degree is preferred
• Demonstrated ability to influence and collaborate effectively with diverse stakeholders at all levels of an organization
• Strong P&L mindset with the ability to balance customer experience with program profitability
• Exceptional at navigating cross-functional teams (Product, Marketing, PMO) to bring a vision to life
• Exceptional communication, presentation, and storytelling skills, with the ability to articulate complex analytical concepts to both technical and non-technical audiences
• Proven track record of structuring ambiguous business problems, managing complex data architectures, and leveraging tools like SQL, Python, Tableau, Power BI, Looker, etc. to drive strategic decisions
• Experience managing and mentoring small-to-medium teams

Responsibilities

• Own the end-to-end borrower lifecycle, developing strategies that maximize Lifetime Value (LTV) through persistent engagement, retention, and repeat-use opportunities.
• Lead rigorous quantitative analysis and hypothesis testing to identify new product opportunities, conversion bottlenecks, drop-off points, and growth opportunities within our Direct-to-Consumer business
• Lead high-value cross-sell initiatives, including our dealer-focused strategies, to deepen the integration of our financial solutions within the consumer ecosystem.
• Collaborate closely with the Product, Credit Risk, Finance, Marketing and the PMO to translate consumer insights and strategic opportunities into scalable solutions for new and existing customers.
• Continuously monitor and evaluate program performance, leveraging data-driven insights to recommend enhancements to technology, process, and profitability.
• Identify and mitigate strategic risks, developing robust contingency plans to protect the integrity and growth of consumer-facing programs.
• Synthesize complex analytical findings and program performance into compelling narratives for executive leadership, driving strategic alignment and securing investment for future initiatives.
• Provide thought leadership on emerging market trends and new opportunities to ensure our corporate strategy remains ahead of the curve.

Skills

Business analysis

Strategic consulting

Digital product strategy

SQL

Python

Tableau

Power BI

Looker

Team leadership

Cross-functional collaboration

Education

Bachelor's in Engineering, Economics, Finance, Mathematics or Analytics

MBA or advanced degree preferred

Tools

SQL

Python

Tableau

Power BI

Looker

Job description

Who we are:

Financeit is a point-of-sale financing provider serving some of the largest home improvement and retail organizations in Canada. Our platform helps businesses close more sales by offering customers affordable monthly payment options for their next big home improvement, vehicle or retail purchase.

We are small enough that you can make an impact within the company and large enough to make an impact in the market. Financeit is a company where collaboration, inclusivity, fairness, and respect aren’t just ideas that get talked about, but are part of who we are. If such a workplace intrigues you, we hope you’ll join us.

About the role:

As a Senior Director, Strategic Programs, you will serve as the strategic architect of our Direct-to-Consumer products and value proposition. You will lead a high-performing team to optimize the consumer lending funnel, unlock long-term Customer Lifetime Value, and own end-to-end P&L performance.

In this role, you will lead the creation and implementation of initiatives designed to grow the reach of Financeit products and maximize value from every customer touchpoint. Your objective is to partner with key stakeholders to develop a value-driven, frictionless journey for all customers, whether they finalize a transaction immediately or interact with our services in the future.

If you are a visionary leader who thrives on converting complex, large-scale data into actionable business strategies, this role is for you.

What you’ll be doing:

• Own the end-to-end borrower lifecycle, developing strategies that maximize Lifetime Value (LTV) through persistent engagement, retention, and repeat-use opportunities.
• Lead rigorous quantitative analysis and hypothesis testing to identity new product opportunities, conversion bottlenecks, drop‑off points, and growth opportunities within our Direct‑to‑Consumer business
• Lead high‑value cross‑sell initiatives, including our dealer‑focused strategies, to deepen the integration of our financial solutions within the consumer ecosystem.
• Collaborate closely with the Product, Credit Risk, Finance, Marketing and the PMO to translate consumer insights and strategic opportunities into scalable solutions for new and existing customers.
• Continuously monitor and evaluate program performance, leveraging data‑driven insights to recommend enhancements to technology, process, and profitability.
• Identify and mitigate strategic risks, developing robust contingency plans to protect the integrity and growth of consumer‑facing programs.
• Synthesize complex analytical findings and program performance into compelling narratives for executive leadership, driving strategic alignment and securing investment for future initiatives.
• Provide thought leadership on emerging market trends and new opportunities to ensure our corporate strategy remains ahead of the curve.

Qualifications:

• 7+ years of progressive experience in business analysis, strategic consulting, or digital product strategy—ideally within financial services, FinTech, or top‑tier tech firms
• Degree in a highly quantitative field (e.Engineering, Economics, Finance, Mathematics or Analytics). MBA or advanced degree is preferred
• Demonstrated ability to influence and collaborate effectively with diverse stakeholders at all levels of an organization
• Strong P&L mindset with the ability to balance customer experience with program profitability
• Exceptional at navigating cross‑functional teams (Product, Marketing, PMO) to bring a vision to life
• Exceptional communication, presentation, and storytelling skills, with the ability to articulate complex analytical concepts to both technical and non-technical audiences
• Proven track record of structuring ambiguous business problems, managing complex data architectures, and leveraging tools like SQL, Python, Tableau, Power BI, Looker, etc. to drive strategic decisions
• Experience managing and mentoring small-to-medium te

Winner of Canada’s Most Admired Corporate Cultures, twice. We offer more than just the basics, take advantage of:

Benefits:

• An award-winning culture with a collaborative & inclusive team.
• Competitive pay and performance-based bonus:
  • Annual Base Salary: $150,000 - $175,000
  • Annual Bonus: 30%
• Committed to flexible work arrangements, offering hybrid workplace options.
• Comprehensive medical, dental and vision coverage + Lifestyle Account.
• RRSP Matching and Parental Leave Top UP Program.
• In office massage, meditation & workout sessions.
• Virtual events such as Lunch & Learns, company parties, fun team activities and charity initiatives.
• Career learning and development programs.

Next Steps:

If what you just read excites you, we’d like to hear from you! Please submit your application and we’ll contact you if you are selected to move forward in the process.

Financeit is an equal opportunity employer. We celebrate diverse backgrounds and perspectives because we know they make our team stronger and our product better. We hire based on talent, potential, and culture add - no matter your background, identity, or life experience, you are welcome here.

We may use AI to support our hiring process. While these tools assist our team, applications are ultimately reviewed and assessed by our recruiters. If you require accommodation at any stage of the recruitment process, please let our People Success team know. Please note that this posting is for an existing vacancy, and all employment offers are contingent upon a successful background and credit check, among other verifications.