Want to know if this job is worth applying to?
Toronto, Ontario, Canada
Hybrid
Alternative Payments is building the financial operating system for SMBs, consolidating the disconnected tech stack that holds service-based businesses back. Starting with MSPs, we've spent five years perfecting accounts receivable, and we're now expanding into accounts payable, AI-powered analytics, and beyond.
We're growing quickly and continuing to build our Sales organization. While we may not have an immediate Account Executive opening that aligns with your background, we're always interested in connecting with strong sales talent who may be a fit for future opportunities.
By joining our Account Executive Talent Pipeline, you'll be considered for upcoming roles as our team grows.
We're particularly interested in full-cycle Account Executives who know how to create their own opportunities, run strong sales processes, and close.
You might be a great fit for a future opportunity with Alternative Payments if you're energized by:
Owning your pipeline end to end, including outbound prospecting, account research, referrals, partnerships, and other creative approaches to generating pipeline.
Running the full sales cycle, from first touch through discovery, demo, negotiation, and close.
Managing a fast-moving pipeline while maintaining strong CRM hygiene and accurate forecasting.
Building strategic account plans, mapping buying committees, and navigating multi-stakeholder sales processes.
Selling through business value and ROI, particularly to finance, operations, and executive stakeholders.
Working closely with Marketing, Product, Customer Success, and other teams to improve how we go to market.
Contributing ideas, playbooks, processes, and best practices as our sales organization scales.
Consistently hitting or exceeding quota in a high-accountability sales environment.
Future Account Executive opportunities may vary in level and scope, but strong candidates will typically bring:
Several years of full-cycle B2B sales experience with demonstrated success generating and closing their own pipeline.
A history of carrying and achieving or exceeding quota.
Strong outbound and prospecting capabilities across email, phone, social, events, referrals, and other channels.
Experience selling B2B SaaS, FinTech, payments, or another technical solution.
Confidence leading value-based conversations with senior business stakeholders.
Strong communication skills and executive presence.
A proactive, ownership-oriented approach — you're comfortable operating independently and moving opportunities forward without waiting for direction.
Experience working with a modern sales tech stack such as Salesforce, Apollo, LinkedIn Sales Navigator, or similar tools.
We're especially interested in meeting people who have:
Experience in FinTech, payments, B2B SaaS, or startup/scale-up environments.
Sold to SMBs, MSPs, or service-based businesses.
Familiarity with accounts receivable, accounts payable, or financial operations workflows.
Helped build outbound playbooks or establish repeatable sales processes.
Mentored other sellers or helped raise the bar across a sales team.
Our Sales team is primarily based in Toronto, and we operate in a hybrid environment with regular time together in the office on Monday, Tuesday and Wedensday.
Candidates must generally be eligible to work in Canada.
Compensation will depend on the specific opportunity, level, experience, and scope of the role. Our sales compensation packages typically include a base salary, performance-based variable compensation, and equity.
Specific compensation details will be shared when you're being considered for an active opening.
At Alternative Payments, you'll have the opportunity to:
Own your impact: Take meaningful ownership of deals and initiatives shaping the future of FinTech.
Build: Help define how we sell, operate, and scale — not simply inherit an established playbook.
Collaborate: Work alongside a team where strong ideas can come from anywhere.
Grow with us: Build your career as the company, product, and team continue to evolve.
Work on real problems: Help service-based businesses fundamentally improve how they manage and move money.
Transparency & Honesty: We communicate openly and truthfully so everyone understands where we stand and where we're headed.
Resourcefulness & AI: We stay scrappy, find creative solutions, and use the tools available to move quickly and intelligently.
Partnership: We win and lose together and collaborate across teams to solve difficult problems.
Revolutionary & Boldness: We challenge conventions, take calculated risks, and look for better ways to operate.
Accountability: We own our decisions, commitments, and results.
If Alternative Payments sounds like the kind of company where you'd like to build your next chapter, we'd love to hear from you.
Please note: This posting is for our Account Executive Talent Pipeline and does not represent a specific current vacancy. Joining the pipeline means our Talent team may reach out when an opportunity becomes available that aligns with your experience, interests, and location.
All resumes are reviewed by our Talent team. We may use AI-enabled tools to help us organize and prioritize applications, but real people are behind our hiring decisions.
We're committed to an inclusive and accessible hiring process. If you're selected to interview for a future opportunity and require reasonable accommodation, please let us know.
