1-on-1 Rental Arbitrage Mentoring
The honest 1-on-1 every beginner wishes they'd had.
5/5 from mentees
The Problem
Most people never start.
Not because they can't, but because the advice online is noise. A thousand contradictory videos, nobody explaining how the model actually fits together, and no honest answer to the only question that matters: would this really work for me?
The noise
- ✕ "Anyone can do this" hype that skips how the model really works
- ✕ Advice that ignores your market, budget, and local rules
- ✕ Courses that sell a dream, then leave you alone with it
- ✕ Months of watching videos, and still zero clarity
One honest 90 minutes
- ✓ The arbitrage model explained plainly, start to finish
- ✓ Mapped onto your real market, budget, and goals
- ✓ Straight answers, including "don't do this" if that's the truth
- ✓ A concrete first move you can make this week
What you get
One session, the whole model.
Ninety minutes mapped end to end: everything the mentoring call covers, built around your situation.
The model
Rental arbitrage, explained: how the model makes money without owning property.
Business setup
Set up to operate cleanly: entity, accounts, and the right foundations from day one.
Finding & acquiring deals
Source, analyse and acquire properties: running the numbers and signing the lease.
Tools & systems
What runs it day to day: pricing, automation, cleaning and guest operations.
Scaling & strategy
Turn one signed property into a repeatable, growing portfolio with a clear plan.
From a real portfolio
Proof, not promises.
A few examples of the live listings, guest reviews, and numbers from the short-term rental portfolio Jesse runs, and teaches you to build.


Guest-favourite, Superhost-rated listings, verified on Airbnb.
Try it yourself
The arbitrage analyser
Use your estimated figures to evaluate the property's profitability potential.
≈ $2,607 / month
- Apartment
- House / townhouse
- 1 bedroom
- 2 bedrooms
- 3 bedrooms
- 4 bedrooms
Utilities $3,240/yr · Insurance & Software $1,500/yr · Cleaning $220/turnover · Furnishing $8,500
Shorter stays mean more turnovers, and higher cleaning cost.
How to use it
- 1
Pull the property's estimated revenue, nightly rate and occupancy from short-stay data tools like AirDNA or BNBCalc.
- 2
Drop those figures into the analyser to score the opportunity.
- 3
Execute on profitable, viable opportunities.
It cash-flows, but the cushion is thin. Tighten the numbers before you commit.
Actual results depend on market, lease terms, and execution.
How It Works
Simple, start to finish.
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Book
Pick a live slot from Jesse's real calendar and pay securely. Your time is locked in instantly, with no back-and-forth emails.
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Pre-session questionnaire
Tell Jesse about your market, budget, and goals beforehand, so the call starts dialled into your situation.
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Meet live
Jump on a private 90-minute video call. Jesse walks you through the model and answers your questions in real time.
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Leave with a plan
Walk away understanding how arbitrage works, with concrete actionable steps, along with several copy + paste resources.
About Jesse
The person teaching you the model.
Jesse runs a short-term rental arbitrage portfolio he built from a single property, learning every part of the model the hard way, from finding properties and communicating with landlords to pricing, furnishing, and managing them. He mentors 1-on-1 because the thing he wishes he'd had at the start wasn't another course; it was one honest conversation that actually explained how it all fits together.
- → Operates a multi-property short-term rental portfolio
- → Built the no-ownership model from the ground up
- → Teaches the full system: sourcing, numbers, launch, ops
- → 1-on-1 only, never group coaching
What mentees say
Plans that turned into action.
"I really appreciated how Jesse spent time actually giving me critical information instead of trying to keep it within a time constraint. You can tell he genuinely loves teaching what he knows to people as he has got a lot of tips and tricks about the Airbnb space."
"My call with Jesse was really constructive, he answered all my questions and gave me a detailed walkthrough on the ins and outs about Airbnb arbitrage targeted and tailored towards my own personal situation. He's an all round great guy as well!"
"Jesse genuinely cares about providing the highest quality information to give you the best chance to succeed. You can tell that he tailors all of his sessions specifically for your needs and avoids becoming just another copy and pasted online course. He has the experience required to provide answers to all the questions I have thrown at him over our time together."
Book a call
Book your session
A focused 90-minute 1-on-1 with Jesse, built entirely around your situation. Pick a time, lock it in, and leave understanding the model.
Questions?
What exactly happens in the 90 minutes?+
Jesse walks you through how the rental arbitrage model works and maps it onto your situation: your market, budget, and goals. Bring questions; the more specific, the more you'll get out of it. You leave with a clear plan and the next steps to act on.
Do I need to own property?+
No. Rental arbitrage means you lease (or manage) a property with the owner's permission and operate it as a short-term rental. Zero ownership, zero mortgage. That's the whole point of the model.
I'm a complete beginner, is this for me?+
Especially. The session is built to teach the model from the ground up. We'll also make sure arbitrage actually fits your situation before you spend a dollar building anything, and if it doesn't, you'll hear that honestly.
How do booking and payment work?+
You pick a live slot straight from Jesse's Google Calendar availability and pay securely by card through Stripe. Once confirmed, you'll automatically get a calendar invite with the video link.
What's your refund / reschedule policy?+
Unfortunately we do not offer refunds. However you are able to reschedule up to 24 hours before your session at no cost. If you need to reschedule your session, please email info@strjesse.com.au.