Job Overview
Location
Toronto
Job Type
Full-time
Category
Sales
Date Posted
May 6, 2026
Full Job Description
đź“‹ Description
- • As Head of Outbound at Alternative Payments Ltd., you will own the strategy, execution, and accountability of the outbound sales motion across MSP and Accounting segments, directly impacting revenue growth by designing and optimizing BDR outbound architecture.
- • You will design segment-specific outbound playbooks including signal-based targeting, sequence architecture, cold call scripts, and email positioning; build daily/weekly operating cadences and performance management systems; and collaborate with Marketing, Partnerships, and Head of New Markets to scale outbound efforts into new verticals.
- • Alternative Payments is building a financial operating system for SMBs, starting with MSPs and expanding into accounts payable and AI-powered analytics; the company values transparency, resourcefulness, partnership, boldness, and accountability in a fast-growing, mission-driven startup environment.
- • You will have the opportunity to shape the outbound function from the ground up, drive measurable improvements in BDR performance, influence GTM strategy for new markets, and grow your leadership impact in a scaling fintech with equity and career development support.
🎯 Requirements
- • 5–10 years of experience in B2B SaaS or fintech sales, including direct experience building or running outbound programs across multiple segments.
- • Proven track record of improving BDR performance through process, accountability, and outbound strategy—not just managing reps but raising the standard.
- • Experience designing outbound playbooks involving signal-based targeting, cold sequences, and call frameworks that consistently book meetings.
- • Working knowledge of Salesforce, Apollo, and Instantly.
- • Proven ability to leverage AI to drive team efficiency and demonstrate tangible outcomes.
🏖️ Benefits
- • Competitive salary tailored to experience, with total compensation range of $185,000 – $225,000 CAD (OTE) plus equity.
- • Unlimited PTO and flexibility to support work-life balance when needed most.
- • Yearly learning & development stipend to support professional growth and skill enhancement.
- • Equity opportunities to share in the company’s growth and long-term success.
- • Supportive, transparent culture that values resourcefulness, partnership, accountability, and bold innovation.
Skills & Technologies
About Alternative Payments Ltd.
Alternative Payments Ltd. provides global payment processing infrastructure that enables merchants to accept local bank transfers, e-wallets, and alternative payment methods in more than 30 currencies across Europe, Latin America, and Asia-Pacific. The company offers merchant accounts, fraud prevention, compliance support, and API integrations for e-commerce, SaaS, and marketplace businesses seeking to reduce card dependency and reach underbanked consumers. Founded in 2012, it is headquartered in London with offices in Riga and Singapore.
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