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AI property manager for short-term rental hosts · USA

ProhostAI: Product, team and how it was built

Small teamFundedB2BReal Estate

ProhostAI (AI property manager for short-term rental hosts, USA): 13K+ properties on the platform, November 2026. Evidence grade E: no revenue figure was checked. Team: 2 co-founders; Y Combinator's directory lists a team size of 5 (read November 2026). Launched 4 September 2024; still running, revenue growing.Added 5 November 2026

Outcome
13K+ properties on the platform, November 2026Revenue growing
Evidence
E no revenue figure was checked
Launch
4 September 2024
Status
Still running
Team
2 co-founders; Y Combinator's directory lists a team size of 5 (read November 2026)
Outside funding
US$2.6M raised, Y Combinator and Pear VC, as the company states
Main channel
Not stated
No revenue figure

What is not verified

No revenue figure was found for ProhostAI. The Y Combinator profile's "$1.5M/yr" is the founders' income from their 9 rental homes in 2024, not the software company's revenue. The headline count of 13,000+ properties is the company's own statement on its home page in November 2026, and its May 2026 count of 8,000+ includes free users. No payment-processor profile, filing or interview with revenue was found. A reader could look for a funding announcement with revenue, or a founder interview with figures. This story is grade E: the business is real and its product, price and customers are described from public pages, but no revenue figure was checked. Aiolum shows it as an idea worth studying, not as proof that it makes money.

ProhostAI sells an AI property manager, software in which a large language model (a program trained on large amounts of text that writes replies) handles the routine work of a short-term rental, a home rented to travellers by the night. It reads guest messages from Airbnb and other booking sites, drafts or sends answers, turns a booking into a cleaning job and tasks, and sells extras such as late check-out. It connects to Airbnb through an official API (an interface that lets one program read and write data in another) and to property management systems (PMS), the booking software that larger hosts already use, such as Hostaway and Guesty.

Bill Ulammandakh, a former staff data scientist at Airbnb, and Andrew Lawson, a former software engineer at Dropbox, launched it at Y Combinator in September 2024. They wrote that they ran 9 Airbnb homes themselves and that their own automations had already handled 70% of their guest messages. In May 2026 the company stated 8,000+ properties on the platform; in November 2026 its home page states 13,000+ properties in 80+ countries. The company states that it raised US$2.6M from Y Combinator, Pear VC and others.

No source gives ProhostAI's own revenue. The "US$1.5M a year" in its Y Combinator profile is the founders' income from their rental homes, not the software company's revenue. This page is therefore grade E: the headline is a count of connected properties that the company states.

ProhostAI: 13K+ properties on the platform, November 2026. AI property manager for short-term rental hosts, USA, team of 2 to 10, evidence grade E.
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01

How much revenue does ProhostAI make?

Each row shows the evidence grade and the source numbers from the list at the end of this page. The grades are explained in How Aiolum verifies.

A two-founder Y Combinator company from 2024 with a stated 13,000+ properties in November 2026 and no published revenue figure
FactValueGradeHow we knowSources
Properties on the platform, November 202613,000+ in 80+ countriesCCompany home page, read 5 November 2026. The same page states 750K+ messages sent and 50K+ cleanings completed. Not checked by anyone outside.[4]
Properties on the platform, May 20268,000+CSecond Y Combinator launch post, 25 May 2026, "including paid customers and operators using our feature-rich free plan". The count does not say how many pay.[3]
Growth in stated properties, May to November 2026about 62%calcCalculated: 13,000 divided by 8,000, minus 1, over about 6 months. Both are lower bounds ("+").[3, 4]
ProhostAI revenuenot publishedENo source states the company's revenue. The "$1.5M/yr" in the Y Combinator profile and the first launch post is the founders' own rental income: "We are Airbnb hosts with 9 properties ... and $1.5M/yr revenue."[1, 2]
Launch4 September 2024CFirst Y Combinator launch post, with a waitlist and a free trial for hosts on Hostaway or Guesty.[2]
FoundersBill Ulammandakh (CEO) and Andrew Lawson (CTO)CY Combinator company page. Bill was a staff data scientist at Airbnb for 6+ years; Andrew a senior software engineer at Dropbox for 6+ years.[1, 2]
Team size5CY Combinator directory, read 5 November 2026. Founded 2024, New York City, batch Summer 2024.[1]
FundingUS$2.6MCCompany about page: "we have raised $2.6M from top tier investors including Y Combinator and Pear VC." No date is given.[6]
Airbnb connectionofficial API through Airbnb's OAuth sign-inCCompany integration page: "The connection is a real API integration authorised through Airbnb's own OAuth flow". ProhostAI does not see the host's password.[8, 7]
Hosts using it1,000+CCompany comparison page: "Trusted by 1,000+ short-term rental hosts." Hosts often run several properties each.[9]
Mobile appsiOS and AndroidCStore links on the company pages; the first launch post called the mobile app a main feature.[2, 6]

How to read this table: a grade C value is a statement by the company on its own pages or on Y Combinator's site. A "calc" value was computed on this page. No value is grade A or B, and no row is ProhostAI's revenue.

ProhostAI prices on its pricing page, read 5 November 2026 (grade C)
PlanPer month, billed yearly (US$)Per month, billed monthly (US$)Limit
Free00up to 25 properties; no AI replies or Autopilot; no AI credits
Build your own10 per propertypick modules: AI Messaging 10, Operations 8, Guidebooks 5, Direct Site 5
All-in-one15 per propertyevery module; US$375 a month for 25 properties
AI Phone add-onfrom 30AI receptionist, SMS and voice; uses AI credits
Smart Devices add-on5 per devicelocks, thermostats, noise sensors
Enterprisecustomcustom50+ listings

Property-management plans are priced per connected property per month; the page shows them for 25 properties and gives no separate yearly price. Paid plans have a US$30 minimum a month. Upsells carry a 4% commission on the Free plan and 2% on paid plans; direct bookings 3% on Free and 1% with the premium module, plus Stripe fees. AI use outside the booking sites draws on credits: 100 credits per US$1 spent. A second set of workspace plans (Starter US$30, Pro US$100, Business from US$200 a month) is sold for teams that use AI employees and workflows.

02

When did ProhostAI launch, and how did it grow?

From a waitlist for Airbnb hosts to an AI operations product for property managers, in 26 months. Each entry carries its grade.

  1. Before 2024CThe founders run 9 Airbnb homes as Superhosts and build automations for their own guest messages. [2]
  2. Summer 2024CAccepted into Y Combinator's Summer 2024 batch. [1]
  3. 4 September 2024CLaunch post on Y Combinator: AI drafts for guest messages, maintenance tickets, cleaning management and upsells. Waitlist, and a free trial for Hostaway and Guesty users. [2]
  4. 25 May 2026CSecond launch post: "AI employees" that answer guests, take calls and coordinate cleanings; an MCP server for outside agents; 8,000+ properties. [3]
  5. November 2026CHome page states 13,000+ properties in 80+ countries; pricing per property, with a free plan. [4, 5]
03

Why did ProhostAI work?

Four causes, in the order they mattered. Each one is a reusable lesson.

01

The founders were the first customers

They ran 9 rental homes and wrote that their own automations handled 70% of guest messages before launch. They still use the product on their portfolio, which the company now states as US$12M to US$15M of property under management.

02

Connect, do not scrape

The company says its Airbnb link is an official API connection authorised through Airbnb's OAuth sign-in, not a browser extension or a shared password. It also syncs from PMS products such as Hostaway, Guesty, OwnerRez and Hospitable, so a host keeps the software they already pay for.

03

Free for small hosts, per property for the rest

The free plan covers up to 25 properties without AI replies. The paid AI messaging module is listed at US$10 per property per month, so the bill grows with the size of the host's portfolio.

04

From one inbox to many jobs

The 2024 product drafted guest replies. By 2026 the company sold named AI roles for cleaning, maintenance, reviews, pricing audits and finance, plus an AI phone line, to sell more to each host.

How it was built

These details come from the company's own pages and its Y Combinator posts. They are grade C. No source names the language model that ProhostAI uses. [2, 3, 5, 7, 8]

  • A web app with native iOS and Android apps, because, in the founders' words, most hosts manage their properties from their phones.
  • Airbnb data comes through the official API and OAuth; Vrbo, Booking.com, SMS, WhatsApp, email and Instagram messages come into one inbox.
  • PMS connections to Hostaway, Guesty, OwnerRez, Hospitable and others, listed among 200+ integrations.
  • An MCP (Model Context Protocol) server so that outside AI agents, such as Claude or ChatGPT, can work with ProhostAI's agents.
  • An AI memory that the company says learns each property and the host's writing style; hosts upload PDFs, images and text to feed it.
  • Upsell and direct-booking payments are processed with Stripe, according to the FAQ.

Tools named in the sources

Each one opens its page in the Tools tab, with every story that uses it.

04

Who tried this before ProhostAI, and why did they fail?

Three companies in our database of failed startups tried to sell software or services that run property or hotel operations. The values below are from that database and are not independently verified.

Died 2016 to 2019Burned US$2.7M

Castle

The promise

On-demand property management for landlords, with tenant messages, repairs and rent collection handled through software.

Why it died

High customer acquisition costs and a fragmented, competitive market; it could not reach profitable growth.

Competition
Died 2020 to 2024Burned US$10M

Enzo

The promise

An operating system for property managers: maintenance, vendors and daily operations in one place.

Why it died

Property managers resisted changing tools, and each customer needed a lot of onboarding for the price paid.

Unit Economics
Died 2015 to 2021Burned US$42M

Lekee

The promise

All-in-one management software for small independent hotels in China.

Why it died

Price-sensitive owners, long in-person sales, and booking platforms that bundled cheaper software with their sales channel.

Unit Economics

The failed startups come from our database of 1,749 dead startups, retold here in our own words. Its entries are AI-assisted summaries of public sources, so these cards carry no evidence grade.

What changed

Castle and Enzo needed people or long onboarding to run each customer's operations, and Lekee lost to booking platforms that gave software away. Their cost per customer was high and their price per customer was low.

ProhostAI sells to the host who already lists on Airbnb and connects in minutes through Airbnb's own sign-in or the host's PMS. A language model now writes the guest replies that a person used to write, so the free plan can carry small hosts and the paid modules are priced per property. Whether this pays for the company is not known: no source gives its revenue.

05

Can one person copy ProhostAI now?

The method, yes. The head start, harder.

A host who knows the daily work of rentals, and can build software, can still make a narrow tool for one part of it. ProhostAI's founders had two things that are hard to copy: years of AI work at Airbnb itself and an official Airbnb API partnership; the company calls itself "one of very few AI assistants" with one.

Where it is still open: Other rental and hospitality niches with repetitive guest or tenant messages: long-term rentals, boutique hotels, campgrounds, coworking spaces.

  1. 1Run the business yourself first, and automate your own repetitive messages.
  2. 2Connect through the platform's official API or through the PMS products your customers already use, never through a shared password.
  3. 3Give small customers a free plan, and price the AI part per unit (per property, per seat).
  4. 4Publish comparison pages against each competitor, as ProhostAI does for twelve of them.

What could go wrong for ProhostAI?

The risks are the mirror image of the causes above.

What is not verified

No revenue figure was found for ProhostAI. The Y Combinator profile's "$1.5M/yr" is the founders' income from their 9 rental homes in 2024, not the software company's revenue. The headline count of 13,000+ properties is the company's own statement on its home page in November 2026, and its May 2026 count of 8,000+ includes free users. No payment-processor profile, filing or interview with revenue was found. A reader could look for a funding announcement with revenue, or a founder interview with figures.

Dependence on Airbnb and PMS platforms

The company states that its Airbnb link is an official partnership through Airbnb's OAuth sign-in, so it depends on Airbnb continuing that partnership. Many hosts connect instead through PMS products such as Hostaway and Guesty, so a change in those connections would also reach ProhostAI. The FAQ says ProhostAI "is not considered a PMS", so hosts are not moved to Airbnb's host-only fee model.

Many competitors

ProhostAI publishes comparison pages against twelve products, among them Hostbuddy AI, Conduit, Hospitable AI, Boom, Breezeway and Turno. Its own Hostbuddy page credits that rival with a dedicated focus on AI guest messaging that works with several major PMSes.

Dependence on model providers

No source names which language model writes the replies. The pricing page sells AI use through credits (100 credits per US$1 spent), which is this page's reading of a usage cost per message from a model provider (not stated by the company); a price change by that provider would reach ProhostAI's margins. Replies on the booking sites are unlimited on paid plans, so that cost is carried by ProhostAI.

Team and funding

Y Combinator's directory lists a team size of 5, and the company says it raised US$2.6M from Y Combinator, Pear VC and others. Its pages also mention data scientists, engineers and designers and a careers page, so the team may be larger than the directory shows.

Sources

The grade next to each source is the best grade that the source can support. "Read in full" means that the text of the page was downloaded and the numbers were checked in it.

  1. C Y Combinator company page: ProhostAI, AI Property Manager for Airbnb & Short-Term Rental Hosts
    Read in full (the page data). Source for the founders, team size 5, founding year, batch and the founders' US$1.5M a year rental income.
  2. C Y Combinator launch, 4 September 2024: ProhostAI - AI property manager for Airbnb hosts
    Read in full. Source for the first product, the founders' backgrounds, their 9 homes and the Hostaway and Guesty trial.
  3. C Y Combinator launch, 25 May 2026: ProhostAI, AI Employees for Property Management and Hospitality
    Read in full. Source for the AI employees, the MCP server and the 8,000+ properties.
  4. C ProhostAI home page, read 5 November 2026
    Read in full. Source for 13,000+ properties, 80+ countries and the usage counters.
  5. C ProhostAI pricing page, read 5 November 2026
    Read in full. Source for the pricing table, commissions and AI credits.
  6. C About ProhostAI, read 5 November 2026
    Read in full. Source for the US$2.6M raised and the founders' portfolio.
  7. C ProhostAI frequently asked questions, read 5 November 2026
    Read the sections on Airbnb, PMS and pricing. Source for the official Airbnb integration, the PMS list and Stripe fees.
  8. C ProhostAI integration page: Airbnb
    Read in full. Source for the official API and OAuth connection.
  9. C Compare ProhostAI vs Hostbuddy AI
    Read in full. The company's own comparison page; source for the 1,000+ hosts and a competitor's strengths.
  10. C ProhostAI llms.txt, read 5 November 2026
    Read the integration and comparison lists. Source for the twelve competitor pages and the PMS connections.
  11. C Database of failed startups, local export
    Local export. AI-written summaries, not independently verified. Source for the failed predecessors.

Run this company? Send corrections or a verified figure to aiolum@livyden.com

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