Account Executive (AiSDR)

Toronto, Canada (Remote)

AiSDR is the AI sales agent that thinks before it acts. We are the AI SDR platform 300+ paying B2B SMBs across SaaS, professional services, and e-commerce already use to book qualified meetings on autopilot. 1,000+ meetings booked per month across our customer base. 30+ months in production. SOC 2 Type II certified. Profitable on a cash basis. Not raising.

We sell direct AND through partners. The AI SDR is the SDR, so most of your demos come from AiSDR-generated outreach, partner referrals, and inbound. We are looking for a full-cycle Account Executive. This is a hunter role with a clean inbound flow on top.

About you:

Required:

  • 3-5 years as a full-cycle Account Executive at a B2B SaaS company. Linear career progression preferred.
  • Product-company background. You have sold software, not services. No agency-only careers.
  • US Eastern Time Zone work hours. Time-zone overlap on 9am-6pm ET is non-negotiable.
  • Professional English fluency. Every demo, email, proposal, and Slack message in English.
  • Hunger. You measure yourself by closed-won, not activity metrics.
  • Pirate operator mode. You are the kind of AE who DMs a prospect on LinkedIn after the demo with one specific question, not the kind who waits for “next steps.”
  • Public output is a plus. LinkedIn posts, deal-debrief content, podcast appearances, substack — operators leave a trail.

Strongly preferred:

  • You were an early AE at a Series A or B sales-tech company (Apollo, Outreach, Salesloft, Gong, Lemlist, Clay, Reply.io, Cognism, HubSpot, ZoomInfo).
  • You have run cold outbound campaigns yourself, not just received SDR-generated leads.
  • You have used AiSDR or an AI SDR competitor as a buyer. You know what is real and what is theater in this category.
  • Professional sports or competitive-hobby background (triathlon, rowing, climbing, martial arts, esports at a serious level). We hire for discipline; sport correlates strongly.
  • You can name 3 specific objections you have heard about AI SDR products and the rebuttal you would use today.
  • HubSpot Solutions Partner ecosystem experience.

What will you do:

Days 1-30 (ramp)

  • Internalize the AiSDR sales playbook by shadowing 20+ recorded customer calls.
  • Run 15 first calls under co-pilot mode. Every call gets a 24-hour review.
  • Close 3-5 deals on the Explore plan ($900/month) or Grow plan ($2,500/month).
  • Build a working knowledge of HubSpot, Fathom, AiSDR (the product), Slack, and our quarterly-billing motion.

Days 31-60 (own the book)

  • Run 30-40 discovery calls per month. Maintain 3x pipeline coverage against your quota.
  • Hold 25%+ inbound-to-paid conversion. (Industry baseline 12-15%, our team average 22%.)
  • Average deal size: $2,700 to $7,500 quarterly billing.
  • Live in HubSpot. Every call has a Fathom recording linked, every note is searchable, every next step has a date.
  • Run AiSDR campaigns on your own seat. Yes, we dogfood. Your outbound is part of the inbound flywheel.

Days 61-90 (compound)

  • Close 12-18 deals in the quarter at minimum.
  • Source 3-5 named customer references for case studies.
  • Contribute weekly customer-feedback loops to product and marketing.
  • Identify and close one strategic enterprise deal (>$30K ACV) per quarter.

Standing responsibilities

  • Full-cycle close: discovery, demo, proposal, negotiation, contract, hand-off.
  • Pricing negotiations: own them yourself. AiSDR rule on price: “I can’t do anything on the price. I can do it on the volumes.”
  • Clean hand-off of every closed-won deal to Customer Success within 24 hours of contract signature, with full conversation context.
  • Same-day response to every inbound demo request landing in your assigned territory.
  • Weekly pipeline review with the CEO and a monthly 1:1.
  • Quarterly retrospective on closed-won and closed-lost deals.
  • Industry presence: 2-3 LinkedIn posts per week on what you are seeing in the market.
  • Customer-led content: co-author one case study or customer-story post per quarter.
  • Product feedback: surface 5+ feature requests per quarter back to engineering, scored by deal impact.
  • Conference / event attendance: 2-3 per year (SaaStr, Pavilion, Inbound, or vertical-specific).

 Tools you will use daily

  • HubSpot CRM (deepest integration on the market, our system of record).
  • AiSDR (you will use the product to prospect for the product).
  • Fathom (every call recorded, summarized, searchable).
  • Slack (team communication, customer notifications).
  • Google Workspace (Calendar, Drive, Gmail).
  • LinkedIn Sales Navigator (or comparable).
  • Stripe (billing, you will share the buy links).
  • DocuSign (contract signing).
  • Loom (async demos, follow-up videos, custom walkthroughs).

We offer:

  • Commission: uncapped. Top performers on our team run materially above OTE.
  • Equity: quarterly grant, 4-year vest, 1-year cliff.
  • Remote. US Eastern Time Zone.
  • Annual offsite in Lviv or Warsaw (your choice).
  • Health: Healthcare stipend (you choose the plan, we cover the premium).
  • Time off: 25 days paid, plus federal holidays.

Join us!

Account Executive (AiSDR)

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Account Executive (AiSDR)

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