Outside Sales Marketing Representative at SERVPRO® fostering community relationships and referrals while delivering exemplary cleanup and restoration services.
About the role
- Founding Sales Leader driving AI-powered hiring assistant sales to small businesses. Leading a sales team in a high-velocity, growth-focused environment based in Toronto.
Responsibilities
- Own a one-call-close motion (with follow-up for trials), targeting ~1–2 closes per rep/day (as the model stabilizes).
- Set and manage activity + conversion inputs (connect rate, show rate, trial-to-paid, close rate, time-to-close).
- Build the “daily operating system”: call QA, scorecards, pipeline hygiene, and weekly coaching cadence. Hire and ramp the first Toronto pod (3 reps in immediately), scale to ~9 reps in Q2, and ~15 reps in the plan as the model proves out
- Builds the playbooks and motions for how we sell AI to owners who are skeptical, busy, and not “tech-first.”
- Turns strong early signals from Toronto into a repeatable revenue engine for our AI hiring product
- This is a builder role, not a maintenance role. The right person has taken a company from ~$1M to a few million in ARR, built a small team, and loves being close to product and customers
Requirements
- 5–8+ years in B2B SaaS sales, with 3+ years leading a sales team (Manager, Head of Sales, or VP at a small startup)
- Experience helping grow a product from early revenue (~$1M) to several million ARR through a high-velocity SMB Sales motion
- Experience defining and implementing sales processes; wrangling “early chaos” to a repeatable, reliable revenue engine
- Deep comfort with SMB, outbound-heavy sales motions (high activity, fast cycles, smaller ACVs)
- Proven ability to hire, coach, and retain high-performing reps
- Player-coach mindset — you jump on calls and into the details; you teach by doing
- Metrics-driven and data-literate; you manage through insight, not vibes
- Fast-moving, experimental, and biased to action
- Collaborative partner across Product, Marketing, RevOps, and People
- AI fluency
- Comfortable selling AI-powered products to non-technical audiences
- Able to explain AI clearly, responsibly, and practically to customers
- Curious and proactive about using AI tools to improve sales workflows, coaching, and productivity
- Uses AI daily for call review/QA, objection tagging, script iteration, and coaching plans.
- Comfortable selling AI responsibly (sets expectations, avoids overpromising, communicates limitations clearly).
- Runs experiments: A/B scripts, sequences, and onboarding prompts; measures lift and ships the winner.
- Excited to experiment, measure impact, and continuously refine how AI is used in GTM
Benefits
- Stock options + TFSA/RRSP with 4% company match
- Comprehensive medical, dental, and vision for you and your dependents
- Flex time off + company holidays + designated focus periods
- Maternity/Parental Leave EI top-up support offered (after 6 months of service)
- Work From Anywhere Month + meeting-free weeks yearly
- Life insurance + short/long-term disability coverage
- Meals provided, team offsites, and Customer Days
- Monday through Thursday are our required in-office days
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