AI GTM Specialist

DealMaker
CA$60,000 - CA$60,000Remote

About The Position

DealMaker is a fast-growing fintech company revolutionizing the capital markets ecosystem with a mission to make online capital raising mainstream. We empower founders, CEOs, and operators to raise capital digitally, both from their own communities and through strategically marketed campaigns. No other platform provides an end-to-end solution like ours—and our track record speaks for itself, with over $2B raised across 1,000+ campaigns. We power the largest online capital raises for customers like EnergyX ($88M), Green Bay Packers ($65M), Miso Robotics ($72M+), Monogram Orthopaedics (Nasdaq:MGRM) and many others, with 3 IPOs in the past year alone. We are quickly expanding our horizons and are seeking talented team members to join us on our journey to transform the global capital market. As a AI GTM Specialist you’ll be responsible for creating qualified pipelines with high-value buyers in our Ideal Customer Profile (ICP). You’ll partner closely with a senior Account Executive to run coordinated outbound plays, but you will act as the technical engine of the outreach—leveraging AI and automation to engage executives at scale and identify real deal opportunities. This role is a springboard to a high-level career in tech sales and revenue operations. You’ll develop your outbound prospecting skills, master cutting-edge sales technology, and learn the fundamentals of capital markets—all while being mentored by some of the best in the business.

Requirements

  • Prior BDR, SDR, or Growth Operations experience in a SaaS or fintech company.
  • Demonstrated experience using AI tools to enhance productivity, craft messaging, or optimize sales processes.
  • Familiarity with automation, data enrichment, and list-building tools (e.g., Clay, Apollo.io, Zapier, Phantombuster, or similar).
  • An analytical mindset with the ability to troubleshoot, iterate, and optimize outreach workflows based on data.
  • Hunger to learn and grow in tech sales.
  • Comfort with rejection and a drive to outperform expectations.
  • Strong written and verbal communication skills.
  • Attention to detail and ownership over your outreach architecture.
  • Curiosity, coachability, and a bias toward action.
  • Familiarity with HubSpot, LinkedIn Sales Navigator, or other core outbound tools.
  • Interest in capital markets, crowdfunding, or venture funding.

Responsibilities

  • Automate List Building: Use modern tools to quickly find, organize, and enrich lists of target accounts across our key industries.
  • Scale Outreach with AI: Leverage AI tools to craft, test, and execute highly personalized, multi-channel outbound campaigns (email, phone, LinkedIn, etc.) at scale.
  • A/B Test & Optimize: Continuously analyze open rates, reply rates, and conversion metrics to refine your AI prompts, messaging, and automation sequences.
  • Drive Revenue: Book and qualify meetings with executive-level decision-makers.
  • Strategize with AEs: Partner with Account Executives to build account strategies and deploy targeted plays based on the data and signals you uncover.
  • Maintain CRM Hygiene: Track activity, automation workflows, and insights accurately in HubSpot CRM.
  • Hit Quota: Consistently hit monthly targets for meetings booked and pipeline generated.
  • Master the Market: Stay sharp on DealMaker’s value prop and market trends.

Benefits

  • Competitive compensation with the opportunity to earn equity
  • A diverse & distributed team of doers, innovators, and experts
  • Shared employee benefit plan (medical, vision, & dental)
  • We love AI and have tools to support you build innovative solutions
  • Annual learning support
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