Head of Gigs for Work

About Gigs At Gigs, we're building the operating system for mobile services—a platform that lets tech companies embed global connectivity into their products effortlessly. Just as Stripe lets any business add a payment button in seconds, Gigs empowers platforms to weave in connectivity—bridging the traditional world of telecom with modern tech. From fintechs launching mobile services to HR platforms offering work phone plans, we automate provisioning and remove telecom complexity. Our team of around 100 people across the US and Europe, backed by nearly $100 million in funding from Ribbit Capital, Google, and Y Combinator, is one of the fastest-growing tech companies. We bring together early–stage engineers, product builders, and business athletes from companies like Stripe, Airbnb, and Shopify. We’re tackling deep technical and regulatory challenges to make connectivity truly seamless. If you’re driven by curiosity, creativity, and the chance to shape the future of telecom, we’d love to hear from you. Things We Care About Speed. We move and we ship. We set bold deadlines and treat every week like it matters. Ownership. If you see something broken, fix it. We don't wait for permission. Customer Obsession. Our customers' product is our product. Ambiguity. We're building frontier technology in a complex domain. You'll need sound judgement and good instincts to make decisions without complete information. First principles. We don't ask how things have been done before. We ask why they were done that way at all. The Role 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. Former founders are strongly encouraged to apply — this role is built for someone who knows what it means to own a business, not just a function. The role is based in either one of our US hubs: San Francisco (preferred) or New York. What You Will Do 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. What We Are Looking For 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. Work At Gigs At Gigs, we value in‑person collaboration. We believe the best ideas, decisions, and relationships are built when teams spend meaningful time together, and our culture is designed around that belief. You should expect regular time in one of our hubs, as well as occasional travel for team workshops, customer meetings, and Gigs Republic, our bi‑annual company off‑site. 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. #J-18808-Ljbffr Gigs