+$500K
Revenue Growth
Helped a 15-listing PM operator grow from $1.2M to $1.7M in a single year through OTA optimization and revenue management.
Revenue ManagementOTA Optimization
Build the STR
Business That
Runs at Full Throttle.
Jack Esposito brings 10+ years of hands-on expertise — from Booking.com and Guesty to scaling operators globally. Strategy, systems and performance for operators who are serious about growth.
500+
Global Projects
3,000
Luxury Villas Managed
10+
Years in STR
How It Works
The STR Engine
Four interlocked systems that transform any STR operation into a high-performance business.
01
Demand
Make the right guests find you.
02
Revenue
Charge what you're worth. Every night.
03
Operations
Run the machine without running yourself.
04
Growth
Scale the model, not just the count.
What it is
Demand is everything that drives a qualified guest to your listing before they book. OTA algorithm positioning, listing content, photography, reviews, direct booking channels, and the organic presence that makes your brand discoverable without paying OTA commission every time.
What good looks like
At 5 units you rank in the top 10% of your comp set on Airbnb. At 15 units you have a direct booking channel generating 20%+ of reservations. At 50 units you have a brand that guests search for by name.
What broken looks like
You rely entirely on Airbnb's algorithm, have no direct booking strategy, and your listing photos were taken on a smartphone in 2022.
Metrics to watch:OTA traffic rank · Direct booking % · Cost per acquisition
What it is
Revenue management is the discipline of pricing intelligently — not just setting a base rate and hoping. Dynamic pricing calibrated to local demand, comp set movement, lead time curves, seasonal patterns, and length-of-stay rules that protect your ADR.
What good looks like
Your RevPAR is in the top quartile of your comp set. You review pricing weekly. You have minimum-stay rules that eliminate orphan nights. You know your breakeven occupancy by unit.
What broken looks like
You set a price in October and check it again in March. You're fully booked in peak season at a rate 30% below market.
Metrics to watch:RevPAR · ADR · Occupancy rate · Revenue per available unit
What it is
The systems, tools, and people that deliver the guest experience without requiring your constant attention. PMS configuration, automation workflows, cleaning and maintenance coordination, guest communication, review management, and the SOPs that let you delegate with confidence.
What good looks like
Your guest comms run on autopilot — reaching up to 80% automation with an AI tool like Aeve AI. You have a cleaning team that self-manages via software. A new property can be onboarded in under a week. You could take a two-week holiday without the business breaking.
What broken looks like
You're manually sending check-in instructions at 11pm. Your cleaner finds out about checkouts via text. Every new property adds 8 hours per week to your workload.
Metrics to watch:Response time · Review score · Cost per clean · Owner hours per unit
What it is
Growth is not just adding units — it's building the ownership model, capital structure, and acquisition strategy that lets you expand without breaking the systems underneath. Portfolio construction, owner acquisition, market selection, and knowing when to say no.
What good looks like
You have a documented model for evaluating new properties. You have a pipeline of property owners approaching you. Your margins improve as you add units, not deteriorate.
What broken looks like
Every new listing is a heroic effort. You're growing revenue but not profit. You're saying yes to every property because you're scared to say no.
Metrics to watch:Portfolio margin · Owner acquisition cost · New unit ramp time · NPS
What I Offer
Services
Guesty Expert
End-to-end Guesty implementation, configuration and team training. From initial setup to advanced automation workflows.
OTA Optimization
Maximize visibility and conversion on Airbnb, VRBO, Booking.com and beyond. Listing content, algorithms and review strategy.
Direct Booking Strategy
Build a booking channel you own. Website, CRM, email flows and loyalty programs that reduce OTA dependency.
Revenue Management
Dynamic pricing, demand forecasting, comp set analysis and channel mix optimization to drive RevPAR.
1:1 Coaching
High-touch advisory for STR operators and investors at any stage. Strategy sessions, accountability and expert guidance.
Scale Systems
The playbook for going from 10 to 100+ listings without chaos. Org design, tech stack and operations infrastructure.
The Expert Behind the Engine
Jack Esposito
Five years inside Booking.com. Three years at Guesty delivering 500+ global projects. A portfolio of 3,000 luxury villas at Oliver's Travels. Now independent — helping operators build businesses that scale.
10+
Years in STR
500+
Projects Delivered
3,000
Villas Managed
5.5K+
LinkedIn Network
The ArcTen years. Three seats.
Ten years. Three seats.
One industry.
2013–2018
Booking.com
Spent five years inside the world's largest OTA learning how distribution, algorithm and commercial strategy actually works — from the platform side.
2018–2021
Oliver's Travels
Managed a portfolio of 3,000 luxury villas across Europe and beyond. Operations, revenue, owner relationships and guest experience at serious scale.
2021–2024
Guesty
Implemented over 500 Guesty projects across 40+ countries. Built operational playbooks now used by some of the largest STR operators in the world.
2025 — Now
The STR Engine
Independent STR consultant. Deploying everything learned inside those three organisations for growth-minded operators.
Proof of Work
Results
40→500
Listings Scaled
Built the operations infrastructure to scale multiple projects from early stage to 500+ listings without operational breakdown.
Scale SystemsOperations
500+
Global Projects
Delivered Guesty implementations across 40+ countries, building the frameworks now used by enterprise STR operators globally.
GuestyPMS Implementation
Convictions
What I Believe
"OTAs are a channel, not a strategy."
Airbnb and Booking.com are distribution tools. Treating them as your entire business limits your growth and margin.
"Tech stack pays for itself in 90 days."
Most operators underinvest in operations software. A well-configured PMS pays back in staff hours within the first quarter.
"Most operators are systems-poor, not effort-poor."
I've never met a failing STR operator who wasn't working hard. The issue is almost always a systems gap, not a motivation gap.
"Revenue management is not dynamic pricing."
A pricing tool is one input. Real revenue management touches pricing, LOS, distribution mix, and demand forecasting together.
"Scale without systems is organised chaos."
Adding units without fixing your operational foundation doesn't multiply revenue — it multiplies problems.
"The best STR businesses are boring to run."
If your business requires your daily presence to function, you own a job, not a business. The goal is a machine that runs without you.
FAQ
Frequently Asked Questions
What is The STR Engine?▼
The STR Engine is the consulting practice of Jack Esposito — a four-system framework (Demand, Revenue, Operations, Growth) for short-term rental operators serious about scaling beyond effort-driven growth.
Who do you typically work with?▼
Property managers and STR operators between 20 and 300+ listings across Europe and the US, particularly those scaling beyond owner-operator stage and needing to professionalise systems, revenue management, and operations.
Do you only work on Guesty?▼
Guesty is a core part of my expertise — I delivered 500+ implementations during my time there. But the STR Engine framework is platform-agnostic. I work across PMS platforms and frequently lead migrations.
How are engagements structured?▼
Most engagements start with a diagnostic call to identify the biggest constraint in your business. From there I offer fractional consulting, advisory roles, project-based work (PMS migrations, revenue resets, operations builds), and 1:1 coaching.
Where are you based?▼
London, working with operators across the UK, Europe, and the United States.
Do you offer a free consultation?▼
Yes — a 30-minute fit call to understand your business and decide whether working together makes sense.
Ready to Scale?
Start the Engine.
Book a 30-minute call and find out which system is your biggest constraint. If you're scaling beyond 20 listings, planning a PMS migration, or trying to break the ceiling — let's talk.