Founding GTM

cinnamon.io is building a platform of AI employees that handle the property transaction end to end. Buying, selling or renting a home is most people's biggest financial decision, and it still runs on:

• Branch phone lines that close at 5:30
• Offers managed in spreadsheets
• Tenancy renewals stuck because someone forgot to send an email

The infrastructure behind it has barely changed in 30 years, and nobody has built the definitive AI agent layer for real estate yet. That's what we're doing.

About us

• Backed by Entrepreneurs First and top-tier VCs, based in Aldgate, London.
• Our first AI hire is already live with estate agencies across the UK, with early US traction. The product works.

The role

We're hiring three Founding Commercial people: one more senior seller who shapes the playbook, and two hungrier closers.

- Flat team:
No Head of Sales above you, no BDRs underneath. Three peers in the room, reporting straight to the CEO.
- Own a segment:
You own a segment of the market and create pipeline from nothing
- Demos:
You shadow founder-led demos, then run your own within 14 days.
- Full cycle:
You take every deal full cycle, from first cold call to signed contract to first live branch, with no handoffs.
- Build the playbook:
Along the way you turn what works into a repeatable sales motion the next hires can pick up.

What we're looking for

• Full-cycle B2B SaaS sales experience and a record of consistently hitting or exceeding quota.
• Volume matters more than deal size here: you've closed lots of £10-20K SMB deals fast, and you're comfortable on a cold call in week one.
• You're a strong closer who leads with the problem, not the product.
• You run structured discovery, qualify with MEDDIC or similar, and build a real business case rather than following a script.
• You're excellent on demos, organised by default, keep the CRM clean every day, and never lose a deal to a missed follow-up.
• You're AI-native with tools like Clay and Claude.

Bonus points if you've:

• Sold HR, finance or accounting software into SMBs at a fast-growing scale-up
• Already know UK estate agency MDs and franchise directors

We value hunger, taste and speed over credentials.

What we offer

• Variable comp tied directly to performance with meaningful upside
• Meaningful founding equity
• Promotion based on numbers, not tenure
• Private health insurance
• An Uber home when you work late
• Dinners in the office
• A monthly home clean
• A brand new MacBook

We're in the Aldgate office five days a week.

Worth knowing

We work hard and we enjoy it. This isn't for you if you want:

• A BDR to fill your pipeline
• A title before doing the work
• Predictable hours

If you want to own a segment, build the playbook and carry a number at a company rebuilding how property changes hands, let's talk.

Send a loom video explaining why we should hire you to adi@cinnamon.io