Simple Places

The operational layer for short-term rental properties. Founder, CEO and Product Lead.

Client
Simple Places
Role
Founder, CEO & Product Lead
Timeline
2025 - Present
TL;DR

Hosts don't lack information, they lack systems. Simple Places is a B2B SaaS platform that runs the operations inside a short-term let, guest answers, cleaning, maintenance, priced per property. I ran the discovery myself, built it with my wife Susan running the technology, and set the price off real willingness-to-pay data. In pilot with five hosts now, the same people I interviewed, ahead of a public launch coming soon.

The problem

The information a guest needs almost always exists. It's just buried, in a PDF, an Airbnb listing nobody reads, or the host's head. So the host repeats themselves at the worst moments, and everything that keeps a property running lives in one person's memory.

Fine for one property. A hard ceiling the moment you want a second.

The discovery

I didn't want to guess at this, so I ran it myself: five in-depth interviews with UK hosts across Airbnb, B&B and glamping, then checked what I heard against 169 host discussions across 32 sources, to see if five conversations were telling me something real or just five opinions. Five people and the wider market told the same story. Three findings shaped the business. 1. The willingness to pay was sitting in the operational pain, not the guest features Everyone building in this space points at the guest-facing guide. The money wasn't there. When I tested pricing directly in these conversations, hosts kept pointing at the unglamorous operational stuff: cleaning, maintenance, the workflows that let them step away from the property. "The cleaning checklist, it's all in my head, so when we want to go on holidays, we close the glamping." (Joss, glamping host) "Cleaners notice issues, but there's no proper way to log them." (Becky, holiday let owner) A host shutting their business to take a holiday is the clearest revenue ceiling I could find, and nobody was building for it. The strategic call: price against operational pain, not convenience. That put Simple Places in a £25 to £35 per property per month band that hosts reached for unprompted, with resistance never about cost. "I'd pay £30 a month comfortably if it actually saves me time." (Becky) That's where the actual price came from, not a competitor benchmark, what hosts told me unprompted in the room. Simple Places is £29.99 a month standard, £24.99 at five or more properties, £14.99 for the first 30 founder accounts. It's also why cleaning, maintenance and inventory sit inside the core product instead of as add-ons. 2. The incumbents had trained hosts to expect tools that don't work The competitive read was unusually kind. Existing guides are static, never updated, with no feedback loop, so hosts genuinely couldn't tell if they were worth paying for. "Touchstay is nice, but it's just a static guide. I'm not sure if it would make any difference if I stopped using it." (Joss) "I have added a lot of information on Airbnb about what's around, but no one reads it." (Theophilas, B&B host) The strategic call: don't compete on being a better guidebook, move up a layer to the operational system incumbents can't reach from where they sit. Not a guidebook, an operational system. That became the positioning, and the reason a host would switch and stay. 3. The product had to protect the host relationship, not automate it away I assumed hosts wanted to kill guest contact. They didn't. They wanted to stop being interrupted over nothing while staying available for what matters. "I started turning my phone off after 9pm. Only message after 9pm if it's an emergency." (Joss) "I wish guests only contact me when something goes wrong, not to ask me for ice at 1am." (Becky)

The strategic call: the AI deflects the low-value questions and routes real problems straight to the host. Multilingual went in as core, not a feature. International guests kept turning one person into the group's translator, and six-language support is also the wedge into scaling worldwide rather than staying UK-only.

Building it with Susan

Susan Missaglia, my wife, is Simple Places' tech lead. She's built and runs the entire technical side while I've run discovery, product and the commercial side.

Where is it now

Live August 2026 with five pilot hosts, the same hosts I interviewed during discovery, each of whom asked to go first once they saw what I was building. Subscriptions open to more hosts later this year. That's validation I trust more than any survey: the people I researched want their own guests using it on day one. The company is registered and trading, infrastructure is running, development has been self-funded to date, and a Highland start-up grant is secured.

The frame I'm building toward: 300,000+ UK listings, where 1% penetration is roughly £900k ARR, inside a $115B+ global short-term rental market. Own the operational layer inside the property, and you own the relationship the booking platforms never reach. That's the layer Simple Places is built to hold.