Founding Enterprise AE - Gigs for Work, US

GigsSan Francisco, CA
$150,000 - $190,000Remote

About The Position

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.

Requirements

  • Proven history of winning and expanding enterprise accounts, ideally at a company in a period of rapid growth or a zero-to-one moment.
  • Comfortable running 3–6 month sales cycles and presenting to VP and C-suite buyers.
  • Existing relationships with decision-makers in Security, HR, IT, Procurement, and/or Finance at enterprise companies.
  • Ability to get in the room — and navigate from champion to buying committee.
  • Experience operating without a dedicated sales engineer, sales ops function, or established playbook.
  • Ability to build your own decks, run your own discovery, and close your own deals.
  • Ability to think at the level of "what does this customer's business actually need?" and build business cases that resonate with finance-minded buyers.
  • Analytically rigorous, data-fluent, and can model the economics of a deal clearly.
  • Drawn to early-stage environments where the path isn't paved, and motivated by ownership — of a region, a segment, a number.
  • Takes initiative without being asked and holds yourself to a high standard.
  • Excited about new product categories and invest in understanding them at depth.
  • Ability to 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.
  • Cares about the problem we're solving — making it simpler for companies to give their distributed teams access to reliable, managed phone connectivity — and wants to be part of building something that lasts.

Responsibilities

  • 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.
  • 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.
  • Develop long-term relationships with customers post-close, partnering with the team to identify expansion opportunities and ensure retention.
  • Define your ICP, build outreach playbooks by buyer segment, and develop a regional strategy with a high degree of autonomy.
  • Bring structure to ambiguous problems and take accountability for what works.
  • Work closely with Product, Engineering, and Operations to feed market insights back into the roadmap.
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