Strategy - Canada Expansion

At Aspire, we’re more than just a FinTech company—we’re the leading all-in-one financial operating system built to empower the world’s innovators and entrepreneurs. We are on a mission to reinvent business finance, empowering startups and businesses to realise their full potential.

Founded in 2018, Aspire has raised over USD 300M+ across equity and debt from world-class investors. In 2023, we successfully closed an oversubscribed USD 100 million Series C equity round led by Sequoia Capital and Lightspeed Ventures with participation of Tencent, Paypal Ventures, LGT Capital Partners, Picus Capital and MassMutual Ventures. To power our solutions, we have partnered with some of the best companies in the world such as Visa and Wise and empowered more than 50,000 businesses using our suite of products.

Aspire has consistently been recognized for excellence, earning Best Employer and Startup of the Year by the Asia FinTech Awards in 2022 and 2023, ranked as LinkedIn’s Top Startup in Singapore, and listed on CB Insights’ Top 100 Global Fintech in 2023 and 2024.

You will be amazed by the energy and experience of our team! Aspire serves as an environment for you to innovate and drive change with our team of ex-entrepreneurs, ex-founders, and high-achievers with international and diverse backgrounds.

Are you a top talent who is passionate about entrepreneurship? Join our rapidly growing team to make an impact in the fintech space!

About the Role

• We are seeking a highly motivated and results-driven Country Launcher to lead our expansion efforts and bring Aspire to Canada.
• You will be responsible for driving Aspire’s geo expansion strategy in Canada and supporting expansion efforts including GTM initiatives, financial and product partnerships.
• You will play a pivotal role in defining Aspire's Canada product and GTM roadmap based on business and customer requirements, regulatory environment, and the demands of financial network partners.

What will you be doing?

• Drive Canada Expansion Strategy:
• Develop and execute an expansion strategy for the Canadian market, in alignment with the company's overall goals and objectives.
• Develop the go-to-market plan:
• Develop and execute market positioning, awareness, offering, and distribution initiatives.
• Collaborate with regional and cross-functional teams in support of that plan.
• Canadian Product Roadmap Definition:
• Work closely with product teams to define the Canada-specific product roadmap, considering business requirements, customer feedback, and the needs of financial network partners.
• Other expansion support:
• Be the face of Aspire in Canada.
• Represent Aspire in communications with regulators, central banks, financial partners, distribution partners.
• Hiring and administrative support.

We would love to get to know you if you have the following:

• Based or experienced in the Canada market.
• 6 - 8+ years of experience working on payment or fintechs in the Canadian market with a deep understanding of Canada’s payment landscape.
• Zero to One mindset.
• Proven track record of successfully driving GTM, growth and/or product.
• A strategic thinker with a keen ability to analyze market trends and business opportunities.
• Demonstrated ability to work effectively in a fast-paced environment with significant internal and external dependencies.
• Proven leadership skills in driving cross-functional projects to achieve successful outcomes.

What we offer

• Uncapped flexible annual leave.
• Training subsidy for your professional growth.
• Wellness benefit.
• Team bonding budget to foster collaboration and sense of belonging.
• Flexibility to work from anywhere (for up to 90 days per annum).
• Culture is Key: We always strive to cultivate a special culture that brings special talents together - You can learn more about our culture on our careers site and LinkedIn Life page.

Equal Opportunity Statement

Aspire is an equal opportunity employer and is committed to providing equal employment opportunities to all qualified individuals without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, or any other protected characteristic as outlined by applicable laws.