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Squint

Enterprise Sales Representative

RemoteUnited States only
Published
Role
Sales
Experience
Senior
Employment
Full-time
Company size
Startup
$120k–$140k/yr
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Open to US only. Set where you work from to check your eligibility.

No BS summary

Enterprise sales rep with 5+ years closing enterprise or complex B2B deals, ideally software or technical products. Must own full-cycle sales, hit quota, and sell to executives and technical buyers.

What you'll do

  • Own the customer relationship end-to-end: From first outreach through close, onboarding, and renewal, you'll be the one consistent point of contact for your accounts — and you'll own growing them through upsell and expansion over time, not just the initial sale.
  • Partner closely with your SE: You'll work hand-in-hand with a dedicated Solutions Engineer on every deal, leaning on their technical depth for discovery, demos, and evaluations while you drive the relationship, the process, and the close.
  • Sell to the room, not just the buyer: You'll build relationships with economic buyers, technical evaluators, and frontline operational leaders — and tailor your pitch to what each of them actually cares about.
  • Lead compelling demos and business cases: You'll clearly articulate Squint's value — in terms of downtime avoided, waste reduced, and productivity gained — to skeptical, sophisticated enterprise buyers.
  • Partner cross-functionally beyond the deal: You'll work with Deployment, Marketing, and leadership to unblock objections and turn early customers into reference-worthy advocates.
  • Feed the business real signal: You'll bring field learnings — what resonates, what stalls deals, what customers actually need — back to Squint's product and GTM strategy.

What they require

  • You're energized by owning a number and being measured against it.
  • You build trust quickly with senior executives and skeptical technical buyers alike.
  • You're comfortable navigating long, complex enterprise sales cycles without losing momentum.
  • You want to sell something you actually believe in — and you're excited by industrial and frontline work, even if you haven't sold into it before.
  • 5+ years of closing experience in enterprise or complex B2B sales, ideally in software or a technical product.
  • A track record of consistently hitting or exceeding quota.
  • Experience managing a full sales cycle — prospecting, discovery, negotiation, and close — with enterprise accounts.
  • Strong executive presence and communication skills, with the ability to sell both a vision and a concrete ROI case.

Benefits

  • Offers Equity
  • This role can be remote or we love the energy of in-person collaboration if you want to join us in our San Francisco office.
  • Competitive Salary and Equity
  • Comprehensive Medical, Vision, and Dental care
  • Flexible PTO Policy
  • Lunch and Dinner Service
  • Wellness Benefit
  • Maven Family Planning Benefits
  • Partnership with Care.com
  • Mental Health Services
  • 401(k) Retirement Plan
  • Pre-Tax Commuter Benefit for Parking & Public Transit
  • Company-wide Retreats
  • Subsidized Uber to and from the office

Squint is the Industrial AI company that turns operating knowledge into action. Its technology serves Fortune 500 leaders across manufacturing, field services, and utilities.

Industrial AIStartup
$120k–$140k/yr