For hospitality and tourism
Retreats, venues, tour operators and small hospitality groups run on bookings, and bookings behave differently from projects: they arrive unevenly, they carry a guest relationship rather than a client one, and the operation staffs up and down with the season. Software that assumes a stable team on desks all year is solving a different problem.
The unit of work is the booking
Everything else follows from that. The lifecycle it moves through:
- 1Enquiry, often by phone or message
- 2Availability and quote
- 3Booking and deposit
- 4Pre-arrival guest communication
- 5On-site operations across a shift roster
- 6Invoice, then the review request
Where it actually leaks
Seasonal staff need access for four months
Onboarding and offboarding is not an annual HR event, it is a recurring operational one. Every system a seasonal worker touches is an account to create in spring and remove in autumn, and the one everybody forgets is the one that matters.
The guest thread is split across channels
Enquiry by Instagram, booking through a platform, questions by email, arrival details by SMS. Nobody has the whole conversation, so the guest repeats themselves and the operator looks disorganised at exactly the moment hospitality is being judged.
Pre-arrival admin is manual and repeated
Dietary requirements, arrival times, waivers, payment holds. Small individually, and collected by hand for every booking, every time, usually by the person who could be doing something else.
The tools built for this, honestly
- Guesty — short-term rental operations at scale, with channel management done properly.
- Cloudbeds — a full property management system for accommodation — rooms, rates, channels.
- Little Hotelier — small accommodation businesses that want a booking engine and calendar without the enterprise weight.
What WaymakerOS covers
Commander (the productivity suite) runs the company around the work: business email on your own domain, documents, contacts, tasks, goals, forms and the org chart. Host (the build layer) is where the one process that is genuinely yours runs, with access to the same data rather than a copy of it. One (the AI intelligence layer) reads across both.
From $19 per user per month, with every tier including all 20 Commander tools.
What we do not do
- —Channel management. We do not connect to booking platforms, manage rate parity or sync availability, and nothing here substitutes for a property management system that does.
- —A booking engine. If taking reservations online is the requirement, buy the tool built for it.
- —Housekeeping and rostering as specialist products. We hold the operation around them, not the shift logic itself.
The realistic setup for most operators is both: the vertical tool for the work it was built for, and a business platform for the company around it — with a deliberate decision about which system owns each piece of information.
Frequently asked questions
- What software do small hospitality businesses need?
- Two things that are often confused. A property management system or booking engine handles availability, rates and channels. Everything around it — guest communication, staff, documents, suppliers, the business itself — is general business software, and that is usually the part running on spreadsheets.
- How do you manage seasonal staff access?
- Treat onboarding as a recurring operational process rather than an annual HR one. The practical requirement is adding and removing a person across every system in one action, because the account everyone forgets to close is the one that becomes a problem.
- Do you need a property management system and a business platform?
- Most operators end up with both, and that is the right answer rather than a failure. The PMS owns availability and rates; the business platform owns the company around it. What matters is deciding which system owns each piece of information before the overlap creates two versions of the truth.
- What is the most common hospitality software gap?
- The guest conversation. Enquiries arrive across several channels and no single system holds the thread, so guests repeat themselves and staff answer from partial context — which is felt most in exactly the moments hospitality is judged on.