Account Executive

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  Own your pipeline end to end. Generate your own pipeline through outbound prospecting, targeted account research, referrals, and partnerships — you are entirely responsible for building the top of your funnel, not waiting for leads to be handed to you.

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  Run the full sales cycle from first outreach through discovery, demo, and close. You'll be responsible for maintaining a healthy pipeline velocity, balancing multiple deals at different stages without sacrificing deal quality.

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  Manage a high-velocity pipeline, consistently maintaining clean CRM hygiene and providing accurate monthly/quarterly forecasts.

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  Build and execute strategic account plans for prospects, mapping buying committees and navigating procurement, security, and finance approval processes.

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  Serve as a trusted advisor to CFOs, finance leaders, and operations executives, translating Alternative Payments' platform into clear, quantified business value.

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  Collaborate with cross-functional teams — Marketing, Product, and Customer Success — to sharpen messaging, inform the roadmap, and ensure seamless handoffs after close.

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  Travel expectation: This role may require occasional travel for client meetings, conferences, or team events.

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  This is a hybrid role based in Toronto, with a requirement to be in the office 3 days per week.

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  Consistently hit and exceed quota, forecasting accurately and maintaining a clean, well-documented pipeline in our CRM.

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  Propose improvements and help establish the outbound playbooks, workflows, and best practices that will scale our sales motion as we grow.

• 5+ years of full-cycle B2B sales experience, with a track record of self-sourcing pipeline and closing multi-stakeholder deals.

• Demonstrated success carrying and exceeding a quota in a B2B sales environment.

• Strong outbound and prospecting skills — you are comfortable and effective building pipeline from scratch across email, phone, social, and in-person channels.

• Proven experience selling a technical or financial software product, with the ability to lead value-based, ROI-driven conversations with senior finance and operations stakeholders.

• Strong communication and executive presence to build credibility and drive alignment across teams, regions, and stakeholders.

• A proactive, ownership mindset with the ability to operate independently, prioritize ruthlessly, and drive deals forward without hand-holding.

• Fluency with a modern sales tech stack (e.g., Salesforce, Apollo, and LinkedIn Sales Navigator). You treat your CRM as a source of truth, not an administrative burden.

• Experience in FinTech, payments, B2B SaaS, or startup/scale-up environments.

• Familiarity with selling to SMBs, MSPs, or service-based businesses, and an understanding of accounts receivable / accounts payable workflows.

• Fluency with a modern sales stack (CRM, sales engagement, and prospecting tools).

• Track record of mentoring, building playbooks, or helping establish a repeatable outbound motion in an early or scaling sales org.

• Comfort working in fast-paced, dynamic, and high-impact environments.

At Alternative Payments, you'll do work that truly matters.

• Own your impact: Lead meaningful, high-impact deals and initiatives that are shaping the future of FinTech and redefining how businesses get paid.

• Collaborate: Work with a diverse, innovative team where every voice is heard and great ideas come from anywhere.

• Grow with us: Your career journey is top of mind. We prioritize internal growth and give you the space to shape your path based on your goals — whether that's deepening your expertise in your domain or exploring something new.

• Thrive in a supportive culture: As a scaling start-up, there's a lot to be done and initiative is key. We believe in shared learning, open communication, and building each other up. When one of us grows, we all do.
  
  Want to see what we're actually building?

  We made a short video so you don't have to take our word for it. Get a glimpse of our product, our people, and the problems we're solving, then decide if it sounds like your kind of place.

• Transparency & Honesty: We communicate openly and truthfully with partners, investors, and each other so everyone understands where we stand and where we're headed.

• Resourcefulness & AI: We stay scrappy, find creative solutions, and make progress even when the path isn't obvious. We have a bias for action and seek out the information and resources necessary to make decisions and move quickly.

• Partnership: We win and lose together. We collaborate with our partners, investors, and teammates to tackle big challenges and reach shared goals.

• Revolutionary & Boldness: We challenge conventions, take calculated risks, and build better, stronger solutions that move our business and the industry forward.

• Accountability: We take ownership of our decisions and results. We follow through on our commitments knowing our work directly impacts our partners, our team and our business.

We're looking for candidates who are ready to step in and make an impact from day one. We know that sometimes people hold back unless they meet every requirement, but if you're excited about the role, bring relevant experience, and are ready to contribute, we want to hear from you!

All resumes are reviewed by our small but mighty talent team. While we may use AI tools to help prioritize applications, real people are behind every resume review and hiring decision. We're also committed to an inclusive and accessible process. If you require reasonable accommodation during the hiring process, please let us know upon being selected to interview.