Head of Gigs for Work

As the GM / Head of Gigs for Work, you will own the end-to-end business for Gigs' flagship enterprise product — a platform that simplifies global phone plan management for companies operating in 50+ countries. You'll be the GM of this vertical: owning P&L, go-to-market strategy, product direction, customer success, and operational execution.

Gigs for Work replaces the tangled web of rigid carrier contracts, unpredictable roaming fees, and manual IT work with a single platform where companies can activate, manage, and scale employee phone plans globally. The product offers unlimited local talk, text, and data via enterprise SIMs from the world's top networks; global roaming data covering 195+ countries; secure mobile hotspot; eSIM delivery through Slack, Teams, WhatsApp, and email; powerful usage and spend reporting; and automated SIM provisioning tied to the employee lifecycle.

You'll work cross-functionally with Product, Engineering, Connectivity, Growth Marketing, and Customer Success to scale this business from its current traction to category-defining status. This is a rare opportunity to build and lead a vertical with massive TAM at the intersection of enterprise SaaS, telecom infrastructure, and the future of work.

The role is is based in our in either one of our US Hubs: San Francisco (preferred) or New York

• Own the Gigs for Work P&L: drive revenue growth, manage costs, and be accountable for key business metrics including ARR, logo acquisition, net revenue retention, and gross margin.
• Define and execute the GTM strategy: build the sales motion (direct and embedded/channel), pricing & packaging, ICP definition, and competitive positioning for enterprise buyers (IT, HR, Finance, and Procurement leaders).
• Lead and scale the team: hire and manage a cross-functional team spanning business development, customer success, operations, and growth marketing for the vertical.
• Drive product strategy: serve as the voice of the customer to Product and Engineering; prioritize features, integrations (Rippling, Deel, Workday, etc.), and platform capabilities that unlock expansion.
• Build strategic partnerships: develop and manage relationships with HR tech platforms, device management providers, and channel partners to embed Gigs for Work into existing enterprise workflows.
• Own the customer journey end-to-end: from first touch through implementation, launch, and ongoing account management; ensure world-class NPS and expansion revenue.
• Manage carrier and connectivity operations: work with the Connectivity team to negotiate carrier contracts, launch new countries, and ensure operational excellence across 50+ markets.
• Represent Gigs for Work externally: be the face of the product at industry events, in customer executive meetings, and with press and analysts.

• 10+ years of experience in high-growth B2B SaaS or infrastructure companies, with at least 3–5 years in a GM, Head of Product Line, Head of GTM, or similar P&L-ownership role.
• Proven track record of scaling a B2B product or vertical from early traction to significant revenue (ideally $5M–$50M+ ARR range).
• Deep understanding of enterprise sales cycles, including selling to IT, HR, Finance, and Procurement stakeholders.
• Experience building and leading cross-functional teams (sales, marketing, ops, CS) in a fast-paced, startup or scale-up environment.
• Strong product intuition — ability to translate customer needs and market trends into product priorities and work closely with engineering teams.
• Experience with platform/API businesses, partnerships, or embedded distribution models is highly valued.
• Exposure to telecom, connectivity, or adjacent infrastructure categories (device management, HRIS, expense management) is a strong plus but not required.
• Exceptional communication skills — able to operate at both the strategic and tactical level, and influence across all levels from ICs to C-suite.
• Builder mentality — comfortable with ambiguity, bias to action, and an operator mindset. You've built things from 0 to 1 and from 1 to 10.