$2,700 – $7,500/yr

Account Executive (AiSDR)

CanadaCanada·TorontoRemotemid
SalesAccount Executive
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Quick Summary

Key Responsibilities

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.

Technical Tools
SalesAccount Executive

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.

  • 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.

Nice to Have

~1 min read
  • 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.

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).

What We Offer

~1 min read
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.

Location & Eligibility

Where is the job
Toronto, Canada
Remote within one country
Who can apply
CA

Listing Details

Posted
May 20, 2026
First seen
May 20, 2026
Last seen
May 21, 2026

Posting Health

Days active
0
Repost count
0
Trust Level
72%
Scored at
May 20, 2026

Signal breakdown

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flyer-one-venturesAccount Executive (AiSDR)$3k–$8k