VP of Growth & Outbound Strategy – MSP/Accounting

Alternative Payments; Toronto; On-site; CAD 225,000 - 260,000; Full time

Benefits offered by this job

Equity opportunities

Unlimited PTO

Yearly learning & development stipend

Job summary

Alternative Payments seeks a VP of Business Development to own outbound sales across MSP and Accounting segments. You’ll design the BDR outbound architecture and build rigor to ensure daily accountability, coaching, and goal alignment across pods.

You’ll lead cross-functional collaboration with Marketing, Partnerships, and Events, while shaping GTM plans with the Head of New Markets for new verticals and scales for mid-market and enterprise.

Qualifications

• 5–10 years in B2B SaaS or fintech sales, including time where your job was building or running outbound programs across multiple segments.
• Experience building outbound playbooks: signal-based targeting, sequence architecture, cold call scripts, and email positioning.
• A track record of improving BDR performance through better process, accountability, and outbound strategy — not just managing reps, but raising the standard.
• You’ve worked at a company in the $3M–$20M ARR range where not everything was built yet.
• Working knowledge of Salesforce, Apollo, Instantly.
• Proven ability to leverage AI to drive team efficiency and prove outcomes with tangible results.

Responsibilities

• Improve outbound efficiency across MSP and Accounting segments: diagnose what’s working, redesign what isn’t, and raise the bar on BDR output.
• Design BDR outbound playbooks for each segment: signal-based targeting, sequence architecture, cold call scripts, and email positioning tailored to different buyer personas.
• Build rigor and accountability across the BDR team — daily/weekly operating cadences, activity standards, pipeline inspection, and performance management.
• Collaborate across Marketing, Partnerships, and Events to drive a strategic approach to outbound efforts.
• Work with Head of New Markets to build GTM plans for new verticals: define the buyer, the pitch, the outbound motion, and the pipeline targets.
• Build the mid-market and enterprise outbound motion alongside the existing SMB process.

Skills

B2B SaaS sales

Outbound playbooks

Sales leadership

Salesforce

Apollo

Instantly

AI in sales

Tools

Salesforce

Apollo

Instantly

Job description

Alternative Payments seeks a VP of Business Development to own outbound sales across MSP and Accounting segments. You’ll design the BDR outbound architecture and build rigor to ensure daily accountability, coaching, and goal alignment across pods.

You’ll lead cross-functional collaboration with Marketing, Partnerships, and Events, while shaping GTM plans with the Head of New Markets for new verticals and scales for mid-market and enterprise.