Account Executive (New Business) at Betstamp – Toronto, South Dakota

Account Executive (New Business)

About BetstampBetstamp is the operating system for serious sports bettors.
We help bettors win more by giving them access to sharper odds, +EV opportunities, professional-grade tracking, and real-time insights across 200+ sportsbooks, DFS, casino, and sweepstakes platforms.
Since launching in 2020, weve built the go-to platform for odds comparison and advantage play used by everyone from casual bettors to professionals. Demand is growing fast, and were just getting started.
About the RoleYoure here to build and close.
Were hiring our first dedicated Account Executive to lead revenue growth across our highest-value customer segments. This is a full-cycle, hunter role where you own the number and help define how sales gets done at Betstamp.
This a huge opportunity to shape an entire go-to-market motion from the ground up. You wont be inheriting a rigid playbook, you'll be helping build it. From defining our ideal customer profiles, to experimenting with outbound strategies, to scaling what works, youll have real ownership over how Betstamp grows. As we scale aggressively, youll scale with us in responsibility, influence, and career trajectory.
If you want a role with autonomy, ownership, and real influence this is it.
What Youll Do

• Own the full sales cycle: sourcing discovery, demo, negotiation and close
• Prospect and open new doors across B2B and high-value B2C segments (outbound is a must)
• Build and manage your own pipeline you own your number
• Close new revenue and expand existing accounts through renewals and upsells
• Tailor pitches and demos across Betstamps product suite (Pro software, data feeds, affiliate tools)
• Work directly with founders on GTM strategy, prioritization, and deal strategy
• Track pipeline, revenue, and conversion metrics to continuously improve performance
• Represent Betstamp at industry events, conferences, and partnership activations
• Be the voice of the customer feeding real insights back into product and strategy
• Help lay the foundation for the future sales team and playbook

Youre Probably a Fit If

• You have 35+ years of quota-carrying sales experience
• Youve sold in SaaS, data, fintech, sports, gaming, or a related space
• Youve done real outbound not just inbound or upsells
• Youre comfortable building a book from scratch
• You can speak confidently with executives, operators, and technical stakeholders
• Youre entrepreneurial, resilient, and motivated by ownership
• You want to grow into leadership eventually, but first and foremost you want to sell
• You care about quality deals, not just volume
• You have a genuine interest in sports, markets, or betting (bonus, not required)

This is not a rigid, process-heavy sales org. Youll be trusted to figure things out, move fast, and deliver.Compensation & Perks

• $150K$200K CAD OTE (base + uncapped commission, depending on experience)
• Clear path to future sales leadership as the team grows
• High autonomy and direct access to founders
• AI-augmented selling tools and modern sales stack
• Gear & learning budget to sharpen your craft
• Sports-first culture watch parties, prop pools, industry access
• Free access to professional-grade betting tools

If youre hungry, ambitious, and ready to build something massive in one of the fastest-growing industries in North America, we want to meet you.
Apply today and help define the future of Betstamps sales organization.
We care more about ability to learn and deliver than ticking every boxif youre close, apply!