Head of Real Estate and Workplace Experience

About Decagon

Decagon is the leading conversational AI platform empowering every brand to deliver concierge customer experiences.

Our technology enables industry-defining enterprises like Avis Budget Group, Block’s Cash App and Square, Chime, Oura Health, and Hunter Douglas to deploy AI agents that power personalized, deeply satisfying interactions across voice, chat, email, SMS, and every other channel.

We’re building a future where customer experiences are being redefined from support tickets and hold music to faster resolutions, richer conversations, and deeper relationships. We’re proud to be backed by world-class investors who share that vision, including a16z, Accel, Bain Capital Ventures, Coatue, and Index Ventures, along with many others.

We’re an in-office company, driven by a shared commitment to excellence and velocity. Our values — Just Get It Done, Invent What Customers Want, Winner’s Mindset, and The Polymath Principle — shape how we work and grow as a team.

About the Team

At Decagon, our offices are more than workplaces - they’re the center of how we build, collaborate and move fast together. From our San Francisco headquarters to expanding spaces in New York, Europe, Australia, and beyond, we create workplaces that are functional, inspiring and deeply aligned with Decagon’s culture.

The Workplace team owns the strategy and operations behind our work environments, from real estate strategy and build-outs to the systems that keep our offices running seamlessly day to day. Our work directly shapes how Decagon operates, bringing intention and precision to the spaces where innovation happens.

About the Role

The Head of Real Estate & Workplace will own Decagon’s global real estate strategy, ensuring our physical environments scale in step with our growth. You will lead site selection, execute lease negotiations, and oversee new office buildouts. You will also lead the Workplace team that delivers an excellent employee experience in these offices day-to-day.

This role is strategic in nature and backed by hands-on execution. You will build Decagon’s long-term real estate portfolio plan by turning headcount forecasts into space needs, determining when to expand, sublease, or bridge the gap with flexible space and executing accordingly.

As a senior leader, you will partner closely with Finance, People, IT, and the executive team to make high-stakes real estate decisions and deliver world-class spaces that enable collaboration, drive productivity, and embody Decagon’s culture of excellence.

In this role, you will

Own Decagon’s global real estate strategy, building a multi-year portfolio plan tied to headcount forecasts across San Francisco, New York, London, Australia, Toronto, and future markets.

Negotiate leases, manage brokers/vendors, and oversee build-outs and office openings across San Francisco, New York, Australia, Canada, and Europe.

• Partner with People, Finance, IT, and Leadership to plan for growth and deliver spaces that enable collaboration and high performance
• Lead a Workplace team that delivers excellent operations and employee experience across every office
• Your background looks something like this

6-8+ years of experience in corporate real estate or a brokerage/advisory firm, ideally including time in high-growth startups or tech.

Proven track record negotiating commercial leases, managing vendors, and leading multi-site expansions and office build-outs from site search through move-in.

Comfortable moving fluidly between strategic planning and tactical hands-on execution.

Strong financial acumen and executive communication skills: Comfortable building occupancy models, evaluating deal economics, and presenting recommendations to executives.

Strong people leadership, with the ability to build, inspire and scale a team.

Excited by the pace and ambiguity of a fast-scaling company where the playbook is still being written.