Cinnamon, Sales & GTM
SDR at Cinnamon
- Location
- London, United Kingdom
- Compensation
- £30k-£40k + £25k OTE
Join Cinnamon, a high-growth proptech startup backed by Entrepreneurs First and an early Canva investor, as a founding member of our commercial team in London.
We are building a platform of AI employees to handle property transactions end-to-end, and we need competitive, high-energy SDRs to drive our expansion. You will focus on high-volume outbound outreach to MDs and franchise heads, building the pipeline that fuels our growth across the UK and US markets.
With a performance-based culture that promotes quickly from within, this role offers a direct path to Account Executive or leadership positions. If you are a resilient self-starter ready to work harder than ever in a fast-paced Aldgate office, we want to talk.
Role overview
As a founding commercial team member at Cinnamon, you will drive the expansion of an AI platform revolutionising property transactions. You’ll focus on outbound pipeline generation—cold calling and emailing high-level stakeholders at UK estate agencies. This high-impact role offers a rapid promotion path to Account Executive or leadership based on performance.
About Cinnamon
👋 What we’re building
Property is one of the most important parts of people’s lives. It’s where you raise your kids. It’s most people’s biggest financial decision. And the experience of buying, selling, or renting one is still shockingly bad.
We live in a world where you can send money across borders in three seconds, hail a car with a tap, and have your entire medical record on your phone.
But when it comes to property? You’re waiting for a call back from a branch that closes at 5:30. Your offer is being managed in a spreadsheet. Your tenancy renewal is stuck because someone forgot to send an email.
The infrastructure that powers how people find homes, move between them, and manage their biggest asset has barely changed in 30 years.
Nobody has built the definitive AI agent layer for real estate yet. That’s what we’re doing.
cinnamon.io is a platform of AI employees that handle the property transaction end to end.
Our first AI hire is already live with agencies across the UK.
What you will do
- Execute high-volume outbound outreach via cold calling, email, and LinkedIn to MDs and franchise heads at multi-branch estate agencies.
- Secure and qualify meetings for founders and Account Executives to build a consistent sales pipeline for the AI property platform.
- Shadow sales demonstrations and closing calls to master the product and sales cycle for future promotion into an AE role.
Who this is a fit for
- Proven experience in a high-volume sales environment, such as SDR/BDR roles, recruitment, telesales, or door-to-door fundraising.
- A competitive mindset with the resilience to handle rejection and the drive to consistently hit and exceed weekly dial and meeting targets.
- The ability to work autonomously in a fast-paced startup, structuring your own day and managing a clean CRM without constant supervision.
Why this role is remarkable
- Join a high-growth startup backed by Entrepreneurs First and an early Canva investor, building the future of property transactions through AI automation.
- Enjoy a high-performance culture with a clear, rapid promotion path to Account Executive or Leadership based on results rather than tenure.
- Work directly with founders and sales leadership in a fast-paced Aldgate office environment designed for rapid learning and career acceleration.
How Jack & Jill work together

What happens next?
Jack’s an AI agent for job searching and career coaching. He works for you.
Jill is the AI agent for hiring, working for the company. She recruits from Jack’s network.
If your profile’s a match and Cinnamon wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.