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Founding Enterprise AE

150k – 190kSan Francisco, CAAccount ExecutiveHybrid
Summary

Gigs is seeking a Founding Enterprise Account Executive to build and manage an outbound pipeline, own the full sales cycle for enterprise accounts, and drive account growth. This role requires a self-sufficient individual with a strong enterprise sales track record and an entrepreneurial mindset.

About the role

The Role

Gigs for Work is our employee phone plan management platform - one platform that lets companies manage business phone plans for distributed teams across 50+ countries. We're building the sales function for this product from scratch, and this is a senior IC hire with genuine ownership: of a region, a pipeline, and a number.

You'll sell into Security, HR, IT, Procurement, and Finance at enterprise companies, running complex, multi-stakeholder deals without a dedicated sales engineer, sales ops team, or pre-built playbook to lean on. If you're the kind of salesperson who thrives when the path isn't paved — and who wants the upside that comes with that — this role is built for you.

What You Will Do

  • Enterprise Pipeline & Outreach: Build and manage a healthy outbound pipeline from scratch. Identify and engage senior decision-makers in Security, HR, IT, Procurement, and Finance at enterprise companies, and develop tailored outreach strategies for each buyer segment.
  • Full-Cycle Deal Ownership: Own every stage of the sales process from first contact to signed contract. Navigate complex, multi-stakeholder buying processes, build compelling business cases, and drive deals through procurement and legal independently.
  • Account Growth: Develop long-term relationships with customers post-close, partnering with the team to identify expansion opportunities and ensure retention.
  • Go-to-Market Strategy: Define your ICP, build outreach playbooks by buyer segment, and develop a regional strategy with a high degree of autonomy. You'll bring structure to ambiguous problems and take accountability for what works.
  • Cross-functional Influence: Work closely with Product, Engineering, and Operations to feed market insights back into the roadmap. At this stage of the company, your field intelligence directly shapes what we build next.

What We Are Looking For

  • Enterprise Sales Track Record: You have a proven history of winning and expanding enterprise accounts, ideally at a company in a period of rapid growth or a zero-to-one moment. You're comfortable running 3–6 month sales cycles and presenting to VP and C-suite buyers.
  • Senior Buyer Network: You bring existing relationships with decision-makers in Security, HR, IT, Procurement, and/or Finance at enterprise companies. You know how to get in the room — and how to navigate from champion to buying committee.
  • Self-Sufficiency: You're used to operating without a dedicated sales engineer, sales ops function, or established playbook. You build your own decks, run your own discovery, and close your own deals.
  • Commercial & Strategic Acumen: You can think at the level of "what does this customer's business actually need?" and build business cases that resonate with finance-minded buyers. You're analytically rigorous, data-fluent, and can model the economics of a deal clearly.
  • Entrepreneurial Mindset: You're drawn to early-stage environments where the path isn't paved, and motivated by ownership — of a region, a segment, a number. You take initiative without being asked and hold yourself to a high standard.
  • Product Curiosity: You get excited about new product categories and invest in understanding them at depth. You can translate product complexity into clear customer value, even in a space — enterprise telecoms, HR tech, IT infrastructure — that buyers may not have actively considered before.
  • Mission-Driven: You care about the problem we're solving — making it simpler for companies to give their distributed teams access to reliable, managed phone connectivity — and you want to be part of building something that lasts.

Salary Range

$150,000 - €190,000 basic salary, plus Sales Commission plan

(The final offer depends on your background, skills, and how you perform through the process. We're open to considering outlier candidates, which may result in an adjustment to the scope and compensation)

What We Offer

At Gigs, we believe in rewarding excellence. We offer competitive compensation and stock options because we see you as a true partner in our growth. We also provide stipends for your home office or work setup, a budget for learning and development to fuel your career, and of course, a free phone and international data plan

Skills
Enterprise SalesPipeline ManagementDeal OwnershipAccount GrowthGo-to-Market StrategyCross-functional CollaborationCommercial AcumenStrategic AcumenProduct CuriosityEntrepreneurial Mindset
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