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 at an inflection point: closing the loop on money movement and laying the foundation for a platform that will reshape how service businesses operate financially. We’re growing fast, thinking big, and building a global team that wants to be part of something that lasts. We believe the best solutions come from diverse perspectives, deep collaboration, and a shared obsession with customer impact. If you’re energized by real problems, real customers, and real impact, we want to hear from you! What We’re Looking ForWe’re seeking a Head of New Markets to figure out where Alternative Payments grows next — and prove it with revenue, not slide decks. You’ll evaluate new verticals, build GTM plans, run growth experiments, and own product launch strategy from the commercial side. What You’ll DoOwn the Accounting Services vertical and overall performance from soup to nuts, including quota target tied to team performance. Run growth experiments: new acquisition channels, content‑led approaches, partnership motions, event strategies. Measure honestly and document learnings. Evaluate new markets: vertical attractiveness, TAM, competitive landscape, billing and invoicing workflows, buyer differences. Deliver go/no‑go recommendations with draft GTM plans. Build GTM plans for recent verticals: positioning, ICP definition, channel strategy, messaging, and pipeline targets. Advise on conference strategy as a growth channel:



which events justify the investment and what the commercial play is at each in these verticals. Keep sales, marketing, and product aligned on new‑market work. Run the planning, set the priorities, and make sure everyone’s building the same thing. Decide which acquisitions to pursue: evaluate feasibility, fit, and expected revenue impact before handing execution to the pods. What You’ll Bring7–12 years across growth, strategy, or business development in B2B SaaS or fintech. Experience taking at least one new market from “should we do this?” to “this is producing revenue.” Ability to switch contexts quickly: positioning doc on Monday, BDR sequence brief on Tuesday, product roadmap review on Wednesday, CEO presentation on Thursday. a data‑driven mindset: test before you scale, measure what matters, and admit when initiatives fail. Previous work at companies ranging $3M–$30M ARR that were pivoting from one market to several. Strong communication skills to collaborate across Product, Marketing, Sales, and executive stakeholders. Nice to HavesUnderstanding of PE‑backed business dynamics, the MSP industry, or payments/fintech. Familiarity with multi‑product and multi‑vertical go‑to‑market strategies. Experience working alongside performance marketing and design teams on launch campaigns. Comfort with Salesforce, Apollo, and marketing analytics tools. What We OfferCompetitive salary tailored to your experience, skills, and expertise. Total compensation range $200,000 – $240,000 CAD (OTE), plus equity. Equity opportunities to share in our growth and success. Unlimited PTO and flexibility when you need it most. Yearly learning & development stipend to help you grow and do your best work.#J-18808-Ljbffr

📌 Head Of New Markets (Toronto) - C$200,000 - C$240,000 A Year
🏢 Alternative Payments
📍 Toronto