Sales Development Representative - AI-Powered Outbound

About TelemetryOS

The Role

Key Responsibilities

• Build and optimize your outbound engine: Design AI-powered workflows that automate account research, personalize outreach, and generate pipeline. Treat your sales process like a system you're constantly improving.
• Execute multi-channel outreach: Email, LinkedIn, phone—whatever works. Use AI to personalize at scale, but bring the human judgment that makes messages land.
• Qualify and book meetings: Have real conversations. Understand prospects' pain points, qualify against our ICP, and set up Account Executives for success.
• Experiment relentlessly: Test new approaches, measure what works, kill what doesn't. You're not following a playbook—you're writing one.
• Hit your numbers: Consistently meet or exceed monthly targets. You like scoreboards. You like winning.

Who You Are

Mindset Over Resume

• Relentlessly curious - You ask "why does this work?" and "what if we tried this?" You go down rabbit holes and come back with insights.
• Fast learner - You pick up new tools and workflows in days, not months. Someone shows you Clay or LinkedIn Sales Navigator once, and you're building workflows by end of week.
• Systems thinker - You see patterns. You don't just do tasks—you build systems that do tasks for you. You automate the boring stuff so you can focus on the interesting stuff.
• Puzzle solver - You like figuring things out. When something doesn't work, you debug it. When you hit a wall, you find a way around.
• Competitive - You check the leaderboard. You want to be at the top. Losing bothers you—not in a toxic way, but in a "I'm going to figure out what they're doing better" way.
• Hungry - You want more responsibility, more ownership, more impact. You're not here to coast. You're here to prove yourself and grow fast.

The Deal

• More complex accounts
• More strategic projects
• Path to Account Executive
• Input on how we build our sales org

Required Qualifications

• Comfortable using AI tools (ChatGPT, Claude, or similar) for research and writing
• Strong written and verbal communication—you can write messages that get responses and have conversations that build trust
• Organized enough to manage a pipeline without things falling through cracks
• Resilient—you handle rejection and keep going
• Coachable—you actively seek feedback and apply it
• Legally authorized to work in Canada

Preferred Qualifications

• Experience with sales/prospecting tools (Clay, Apollo, LinkedIn Sales Navigator, Outreach, Instantly, etc.)
• Previous SDR/BDR or customer-facing experience
• Experience building automations or workflows (any tool)
• Background in B2B SaaS, technology, or digital signage industries

Tools You'll Learn

• Data & enrichment: Clay, Apollo, LinkedIn Sales Navigator
• Outreach: Instantly, LinkedIn, email
• AI assistants: Claude Code, ChatGPT
• CRM: HubSpot

What We Offer

• Compensation: $50,000 - $60,000 CAD base + uncapped commission (OTE $70,000 - $80,000)
• Career path: Clear promotion to Account Executive within 12-18 months based on performance
• Hybrid work: 2-3 days/week in Vancouver office
• Benefits: Health and dental coverage
• Tools: Full licenses to modern sales stack—we invest in what makes you effective
• Ownership: Real responsibility from day one, more as you prove yourself
• Culture: Small team, low ego, high standards

How to Apply

1. Resume - Keep it simple. Highlight anything that shows you learn fast, solve problems, or build systems.
2. Cover Letter - Tell us about a time you figured something out that others couldn't. Describe how you'd approach building an outbound engine from scratch—what would you test first?
3. Who Do You Learn From? - Name 3 thought leaders you follow in sales, outbound, or AI (on LinkedIn, X, TikTok, YouTube—wherever). For each one: why do you follow them, and link your favorite post of theirs. This tells us how you stay sharp.
4. 2-Minute Self Intro Video - Tell us your story and why you're a strong fit—use specific examples. Use AI tools to make your video stand out from the pack. Show us how you think differently.

Compensation