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Account Executive
Account Executivetalentpluto • Chicago, IL, US
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Account Executive

Account Executive

talentpluto • Chicago, IL, US
27 days ago
Job type
  • Full-time
  • Remote
  • Quick Apply
Job description

Full-Cycle Account Executive

Location : Remote, Work for anywhere in North America

Industry : PropTech / Real-Estate SaaS

OTE : $220k

Base : Negotiable

About the Company

A venture-funded, rapidly scaling technology firm focused on turning overlooked commercial space into predictable, tech-enabled income streams. By bringing offline assets online and automating day-to-day workflows, the platform empowers property stakeholders to flex their square footage for multiple, revenue-positive uses—without adding headcount. Hundreds of sites are already live across North America, and growth is accelerating quarter over quarter.

The Opportunity

We’re looking for a high-energy Account Executive who thrives on new-logo hunting and wants a front-row seat at an early, high-growth stage startup. You’ll navigate complex sales cycles with sophisticated owners, managers, and investors in commercial real estate, shaping a repeatable go-to-market playbook as our revenue team scales.

What You’ll Do

  • Own the full sales cycle – prospect, cold-call, run tailored demos, handle objections, negotiate terms, and close new business to consistently exceed quarterly quota.
  • Partner with SDRs to expand your pipeline and accelerate deal flow.
  • Deep-dive on product and industry so you can translate technical capabilities into clear business value for property owners, asset managers, and CRE executives.
  • Leverage CRM (Salesforce) to maintain meticulous pipeline hygiene and forecast accuracy.
  • Collaborate with Deal Desk & Operations to structure proposals that win while protecting margin.
  • Contribute to process iteration —share learnings, refine messaging, and mentor future hires as the team scales.

Requirements

  • 4+ years of quota-carrying, full-cycle sales success in fast-growing B2B environments (mid-market and / or enterprise, ~60- to 90-day cycles).
  • Demonstrated progression and promotion in past roles.
  • Comfort selling a complex, operationally heavy solution to non-technical buyers outside traditional tech verticals.
  • Mastery of a proven sales methodology (e.g., MEDDICC, Challenger, Sandler) and the discipline to run it every time.
  • Financial acumen —capable of basic P&L or ROI modeling in Excel / Sheets when building proposals.
  • Grit, curiosity, and a hunter mentality focused on prospecting, negotiating, and closing deals.
  • Benefits

  • On-Target Earnings : $220k
  • Equity : Meaningful ownership in a high-growth company
  • Remote-first : Work anywhere in North America
  • Health coverage : Company-subsidized medical, dental, and vision plans
  • 401(k) : Employer-sponsored retirement savings plan
  • Unlimited PTO
  • Home-office stipend
  • Twice-yearly off-sites
  • Culture of learning
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    Account Executive • Chicago, IL, US

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