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Contact Ask Gambit

Hospitality and Entertainment

Less searching. More selling.
A resort at golden hour, the kind of property where GillisOS finds the demand nearby
GillisOS · live for Gillis Sales
Demand within five miles, found while your reps sleep.
Trusted by
Gillis Sales
The suite

Gambit for Hospitality and Entertainment.

Three workers, one engine. Each has a job title, a scope, and accountability to an outcome. Start with one. The next is faster to stand up.

G
GillisOS
Hotel lead research
Live

Scans a five mile radius around each property for real demand, finds the right contact, and opens every conversation as Sam, with outreach that reads handwritten. Live for Gillis Sales.

Hotel salesOutbound
Read the case study →
AG
AskGillis
Sales coaching
Available

A coach in every rep's corner, built on a proven hotel sales methodology. Guidance on live deals and outreach drafted in the rep's own voice, signed by them.

Hotel salesEnablement
Learn more →
AM
AskAmber
Fan engagement
Live

A professional race car driver's story, told in her own voice, to every fan who asks, any hour. On-brand, sponsor-safe, and live today at askamber.io.

EntertainmentTalent
Meet Amber →

Your reps should be selling, not searching.

One playbook, every flag.

Every fan, answered personally.

GillisOS · Sam's board live
85
Signals
478
Contacts
38
Hot leads
LeadDemand signalFitWorkerStatus
NovaCare Rehab PartnersResponse crews need bulk lodging94SamHot
Gulf Coast Lakeside HospitalFellowship program cohorts91SamHot
Greenway STEM CenterVisiting research teams90SamActive
Apex EnvironmentalSustainability training cycles87SamNurture
GillisOS · Portfolio view live
6
Properties
3
Brands
1
Engine
PropertyBrandFitWorkerStatus
Harborview SuitesMarquis Collection92SamHot
Summit Lodge & SpaAlpine Hotels89SamActive
Cityline DowntownMarquis Collection86SamActive
Bayside ResortCoastal Group84SamNurture
AskAmber · Fan desk live
2,140
Asked today
18
Languages
24/7
On
FanQuestionMatchWorkerStatus
Marcus D.Meet and greet at Daytona?96AskAmberReplied
Priya S.Signed merch restock date93AskAmberReplied
Diego R.Race-day playlist request90AskAmberReplied
Tomas K.Charity stream, sensitive88AskAmberRouted

Signals within five miles

Construction projects, government contracts, expansions, and tourism activity near each property, spotted the moment they mean heads in beds.

Outreach that reads handwritten

Every message references the actual reason for reaching out. The first reply Gillis Sales ever received addressed Sam by name and asked for a call.

Warm handoff to your reps

Replies route straight to the right rep with the context in hand. Everything else stays on a steady nurture until it warms up.

Built on your methodology

The worker is shaped by your own playbook, the way GillisOS carries twenty years of Gillis Sales thinking into every message.

One engine, every flag

Runs across a portfolio under each brand's own look and voice, so a group scales without rebuilding for every property.

Pipeline without headcount

More reach for every director of sales, without the hiring that used to be the only way to grow output.

A real voice, faithfully

Fans hear the personality's own story, in their own voice, the way AskAmber carries a real race car driver's world to every fan who asks.

On at 3am after the race

Fan engagement does not keep business hours. Every question gets a personal answer, whenever it arrives.

Guardrails built in

The voice stays on-brand and sponsor-safe, and anything sensitive routes quietly to the team behind it.

GILLIS SALES
For too long, hotel sales has relied on the same manual playbook. GillisOS shows what becomes possible when you give a great sales team the tools to reach far more people, without losing the human touch that makes those connections meaningful.
GS Gillis Sales20 plus years in hotel sales Read the story →
How it fits

Works inside the systems your sales team already runs.

Every opportunity, contact, and follow-up lands in the systems your team already runs, tasks created, replies routed, nothing to relearn. GillisOS runs on Salesforce today.

sfSalesforce
hsHubSpot
opOpera PMS
twTwilio
Runs on your infrastructure On the model you choose Every action auditable SOC 2
Customers

The results speak for themselves.

Real outcomes for a real sales organization, and a real fan base. Leads from the first days, at conversion rates cold outreach is not supposed to hit.

Gillis Sales · GillisOS
5 to 8%
cold outreach conversion

GillisOS started generating qualified leads within days of launch, and prospects reply to Sam by name, as though they were writing to a colleague.

Read the story →
AskAmber
24/7
fans answered in her voice

A professional race car driver's fans get her story, her way, any hour, on-brand and sponsor-safe, live today at askamber.io.

Meet Amber →

Put a worker on your properties, or in front of your fans.

Tell us whether you fill rooms or answer fans. We will show you the demand sitting within five miles of your hotels, or a personality your audience already loves, in two weeks.

Contact sales → Read the GillisOS story