Learn to travel like a millionaire without paying like one

The Travel Hacking Accelerator for Real Estate Investors

Our step-by-step system transforms everyday real estate expenses into premium travel experiences so you keep your cash flow while flying first class.

Program Starts October 13, 2025

Over $100,000 in luxury travel redeemed in the past 6 months by real estate investors

★★★★★

live implementation workshops

your personalized

points strategy

book your first

luxury trip

About Jaina

I’m Jaina 🍀, founder of the Travel Hacking Accelerator, where I teach real estate investors how to turn everyday real estate and business expenses into first-class flights and five-star hotel stays.

My journey started like many investors: juggling multiple projects, pouring tens of thousands into renovations, contractors, and insurance and watching that money earn no additional benefits. That changed when I discovered how to transform those same expenses into points and miles. Since then, I’ve redeemed over $150,000 in luxury travel, flying first class, staying in five-star resorts, and proving that travel hacking isn’t just for influencers, it’s for investors.

Along the way, I built a portfolio of 10 long-term rentals in Indiana, became a Limited Partner in Terra Palm Springs (a luxury wellness boutique hotel featured in Forbes and Vogue), and stepped into my role as COO of Oasis Housing Co, where I provide temporary housing for families and businesses nationwide. I do this all while having a full-time W2. I share that because I want you to see yourself in my story: if I can do it, so can you.

I also bring another edge: I worked as a Business Funding Advisor at Freedom Funders, helping business owners secure millions in capital each quarter. I’ve personally obtained over $200,000 in 0% APR funding for my own real estate projects, using those funds to scale without draining cash flow, while stacking massive points along the way.

Now I’ve combined everything I’ve learned - real estate, travel hacking, and business funding into this program. My mission is simple: to give you the roadmap and tools to quickly turn your portfolio into a points earning machine. Because your investments shouldn’t just cash flow, they should buy you freedom, experiences, and memories that last.

We are the ONLY program built for REAL ESTATE INVESTORS - turning everyday property expenses into nearly free luxury travel

But don’t just take our word for it. Hear what our clients have to say…

Soli Cayetano

Big Shoutout of Jaina who help me book business class flight to Italy. I took all of my real estate expenses and turned them into flights and now I'm hooked. So, before she showed me how to do it, it seemed super confusing. I had no clue what I was doing. And now I can't wait to fly business class or first class all over the world.

Jesse Ray

I'm goin to admit my secret travel hack. And if you're a real estate investor and you are not travel hacking, you are missing out. And I have one friend who helps me do this all the time. Her name is Jaina And she actually just helped me on my summer vacation, which I take three months travel the world.

Devon Kennard

My name is Devon Kannard. I'm a nine-year NFL veteran and current real estate investor and business owner. And I just have to give a huge shot out to my girl, Jaina. One of my biggest hobbies in my spare time is to travel with my family. And she just helped me book a roundtrip flight from Phoenix to Paris for my family.

WELCOME TO THE

The Travel Hacking Accelerator

The entire program is structured like the life cycle of a real estate transaction from laying the ground work for a property purchase to closing the deal and collecting returns.

What You’ll Learn in 5 Weeks

+ Week 1: Laying the Foundation

Establish your credit and travel hacking blueprint from the ground up
We break ground on your journey by covering the basics: why real estate and travel hacking are the dream combo, common beginner mistakes, credit foundations, key terms, and creating your “travel buy box” so you know exactly what kind of trips you’re building toward.

+ Week 2: Building Your Points Portfolio

Structure your credit card strategy like a well-diversified investment
Just like you’d choose the right mix of assets for your portfolio, we’ll design your custom credit card setup to maximize points from your real estate expenses, covering bank rules, sign-up bonuses, and flexible vs. fixed points, all to ensure the highest return on spend.

+ Week 3: Deal Analysis for Award Travel

Run the numbers on flights and hotels like you would on a property deal
Learn how to analyze “travel deals” using points, airline alliances, best booking times, domestic vs. international strategies, and the tools to find award availability - all tailored for the investor mindset.

+ Week 4: Conducting Destination Due Diligence

Research and book high-value trips with insider sweet spots
Just like evaluating a property before purchase, you’ll learn how to assess the true value of travel redemptions. We’ll walk through booking both international and domestic destinations, plus uncover “sweet spots,” like fifth freedom flights, to stretch your points further.

+ Week 5: Closing on Your First Vacation & Advanced Strategies

Seal the deal on your first award redemption, then stack perks for infinite travel ROI
Take your first closing from dream to reality by booking your inaugural points-powered trip. Then, boost your travel returns with advanced stacking techniques, shopping portal strategies, and creative credit card perks - the equivalent of adding a high-value renovation to an already cash-flowing property.

+Week 6: VIP Bonus: Business Funding Masterclass

Learn how to obtain $50,000+ in 0% APR business funding for your real estate projects
This bonus alone is worth more than the entire cost of the program!

This is for you if

You’ve got five figures in monthly expenses between renovations, insurance, contractors, and ads and all of it goes on one basic rewards card with no real strategy.

You’ve opened a bunch of credit cards hoping you’d “figure it out later,” but now you have scattered points and no idea how to actually use them.

You’ve never transferred points to an airline or hotel partner and honestly don’t feel confident trying because it seems complicated and time-consuming.

You’ve spent too many late nights digging through blogs and Reddit, trying to piece together the “right” way to book a trip without paying cash and still ended up paying cash.

You feel a twinge of frustration every time you hear another investor flew business class to the same conference you paid full price for.

You want to treat your spouse or kids to a luxury vacation but keep pushing it off because those flights and hotel costs eat into your deals and cash flow.

You’re managing deals, tenants, project timelines, and financials and don’t want travel hacking to become another job you need to manage.

You already believe your investments should be funding your lifestyle. Now you just need the exact steps to make that happen without wasting time or money.

Real Results from Real Investors

Video Showcase Slider

Jesse Ray, Host of Growth House Podcast and Real Estate Investor

$10,000 Business Class Flight to Madrid

Soli Cayetano, $13M Portfolio and Boutique Hotel Owner

$8,000 Roundtrip Business Class Flights to Italy

Devon Kennard, NFL Veteran, Real Estate Investor and Private Money Lender

Premium Roundtrip Flights to Paris for Family of 4

Jazmin Diaz, Real Estate Investor

$4,500 Business Class Flight to Istanbul

Miranda Widmeyer, Househacker and Tiny Home Investor

5-Star Luxury Hotel Stay in Paris for Free

Roeben Garcia, CEO of Oasis Housing Co

5-Day Family Vacation to Hawaii on Points

James Hwang, Owner of Stellar Housing

$24,000 in 0% APR Business Funding for Mid-Term Rental

Kristina Fusco, Mid-Term Rental Operator

80% Off Waldorf Astoria New York Stay

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How I'm Going To Support You

We’ll meet live, twice a week on Mondays and Wednesdays. Mondays will focus on learning core points and miles concepts, and Wednesdays will be implementation-focused coaching calls where I’ll answer questions in real-time, give live demonstrations, and personally walk through blockers of your situation.
Can’t make it live? You’ll get recorded replays with lifetime access to these calls.
You’ll have private access to an intimate Facebook Group dedicated to our Rentals to Resorts investor community. Use this group between calls to fire off quick questions, share progress, meet your new travel buddy, or get unstuck fast.
Every Sunday, you’ll receive a weekly accountability check-in with clear benchmarks so you know exactly what’s due, what to expect next, and what quick win to focus on that week with no fluff, only momentum-building actions.

I’ll give you personalized feedback on your Credit Card Audit so you can create your ideal credit card setup and strategy based on your current real estate projects, categories where you have the most spend, and travel goals.
I’ll review your redemptions, help you screen flights (or scrub your hotel picks), and walk through availability challenges. This is real support to get your first luxury booking done, not theory or homework with no follow-up.
This program is designed to be fast-moving, high-impact, and simple to stick with. You don’t need to know anything about points to succeed inside this sprint, you just need to stop overpaying for travel and be willing to take action.

Choose the Best Option…

Program Starts October 13, 2025

Real Estate Investor Pricing

Foundation Package

Perfect for confident self-implementers

retail price $5,997

$2,997

Access to the full 5-week system, including all modules, videos, tools, and templates
2 weekly live training calls with Q&A so you can get unstuck in real time and take action fast
Lifetime access to the program content and recorded calls so you can revisit during any project or travel window
The full suite of guides: Credit Card Setup Worksheet, Bank Rules Cheat Sheet, Step-by-Step Guide to Your First Redemption, and more
Private investor group chat for quick access, support, and wins (not a noisy Facebook group)
Personal feedback on your spending plan, transfer strategy, and hotel/flight options

Special Webinar Promo

VIP Package

For investors who want real-time support

Retail Price: $9,997

$3,997 $2,997

Everything in the Foundation Package, plus…
1 extra hour during Wednesday Implementation and Coaching Calls
VIPs will meet one hour prior to main call for catered support and additional help before the Foundation Group joins
Business Funding Masterclass - Learn How to Obtain $50,000+ in 0% APR funding for your real estate projects. This class alone has a $5,000 value and worth more than the entire VIP cost.

What Clients are Saying

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Adrian Espino, Mid-Term Rental Operator

$52,000 in 0% APR Business Funding

If you're looking for a coach to maximize your credit card rewards and show you how you can obtain business funding, Jaina is the best! She took her time to tailor a business funding plan specifically for my credit situation to maximize the amount of credit my business could get! That resulted in a 52K no interest credit line to get my mid-term rental business off the ground. Couldn't have done it without her expertise! If you're thinking about working with Jaina, you are making the right move! She is a pro at what she does!

Miranda Widmeyer, House Hacker and Real Estate Investor

$3,000 Luxury Hotel Stay in Paris

I was completely overwhelmed and had less than five weeks to plan a Europe trip and no idea where to start. So I reached out to my friend Jaina, knowing she was good at this, but I had no idea just how much of an expert she really is. Jaina pulled off the impossible: she got me three FREE nights at a five star, $1,000 per night hotel in Paris that was pet-friendly, so I was able to bring my dog! She did all this with only five weeks left before my trip. She was also the reason why I had enough points in the first place to be able book a free stay in Paris because months prior she helped me choose the best card to put my real estate expenses on that would give me the most bang for my buck! If you need someone who can navigate the complicated world of travel points, maximize your budget and make your money work for you, Jaina is the one to call. She's reliable, trustworthy and genuinely cares about helping you have the best experience possible. I can't recommend her enough! Reach out to her and you could be on your way to an unforgettable (and even free!) trip.

Kathryn Demesa Sebastian, Mid-Term Rental Cohost and Real Estate Investor

Free Flight and Hotel to Attend HostCo

Working with Jaina has been an absolute game changer for my cohosting business startup! She guided me through the process of securing business funding with business credit cards coaching me every step of the way. Thanks to her, I was not only approved for my first business credit card but also received a credit limit exponentially higher than the initial offer! Beyond that, Jaina taught me how to strategically leverage credit card points. Because of her coaching, I was able to use those points to cover a 2 night stay at the Hyatt Regency in Houston for Rob Abasolos' 2024 HostCon conference. To top it off, she helped me figure out how to pay for my flights to the conference entirely with points. Her expertise helped me maximize my resources and save a significant amount of money during this crucial phase of my business. If you're looking for a mentor who truly knows how to navigate business funding and rewards, Jaina is the one to go to. I'm incredibly grateful for her guidance and support.

Sarah Yi, Business Owner

All Inclusive Stay at Secrets Tulum for Free

Jaina helped me book 3 nights at Secrets Tulum Resort & Beach Club, an all-inclusive resort in Tulum. Our room cost $500 per night and I was able to get the entire stay completely free! I had mentioned to Jaina that my husband was opening a car detailing business and we needed a credit card to leverage 0% APR and earn points, so she suggested the Chase Ink Unlimited card. We were able to use this card to finance some start up supplies and also got 75k Chase points. Jaina helped me and my friend combine our Hyatt points together so we could book a girl's trip to Tulum. We even got upgraded to a room with a swim out pool! It was the exact vacation I needed and loved that I didn't have to spend any of my own money.

Paul De Mesa, Airbnb Cohost and Real Estate Investor

$8,000 Honeymoon in Hawaii

I got my honeymoon to Hawaii all on points because of Jaina! She taught me which business credit cards to open to get elevated sign up bonuses, which complimented my personal credit cards. I had no idea points from personal and business credit cards could be pooled together and only certain credit cards give access to transfer partners, definitely information I don't have time to learn myself. From opening just 2 credit cards and putting all my Airbnb Cohosting Business expenses on these cards, I was able to fund a dream honeymoon for me and my wife all on points! I like how Jaina keeps things simple, she said to use Chase points for Hyatt hotels and Amex points for flights. We hopped on a Zoom call and she walked me through the whole process of transferring points from Amex to Hawaiian Airlines (when Hawaiian was still a transfer partner of Amex) to book our round trip flights and transferring points from Chase to Hyatt for our stay at the Hyatt Regency Waikiki. So we got our entire honeymoon, which cost over $8000, through my business expenses and didn't need to use the cash we got for a honeymoon fund as wedding gifts.

Annie Choi, DMD and Real Estate Investor

Business Class on Air France

I had no idea I was missing out on so many points from my dental practice expenses until I Jaina let me know there are certain cards that earn more points than others. She showed me exactly how to set up the right credit cards so every dollar I spend for my business works harder for me. In just a few months, I accumulated enough points to book business class on Air France, sipping champagne on my way to Paris! Jaina made it so simple, and now I feel like I've unlocked so much travel by knowing how to leverage my business expenses the right way.

Jazmin Diaz, Real Estate Investor

$4,500 Business Class Flight for $90

I use just one credit card for everything and Jaina has been telling me for YEARS that I need to get new credit cards, especially because I love to travel. Well the moment finally came when my husband and I purchased a new condo that we plan to turn into a rental and Jaina knew exactly which card I needed. Jaina told me to get the Amex Business Gold for the renovation costs and even helped us speak to the contractor to teach them how to set up a PayPal account so they can invoice us to pay for them for materials and labor costs with the credit card to earn the sign up bonus. Then from just this one sign up bonus, Jaina sat down with me and walked me step-by-step on how to create loyalty accounts with airlines, use a transfer bonus, and book a business class flight on Turkish Airlines! This was my first time in business class, and what a dream! To make things sweeter, since I used points, I only paid $90 for taxes and fees and the flight actually costs $4,500. Highly recommend Jaina to any real estate investor who wants to learn how to leverage their renovations to travel for pennies on the dollar.

James Hwang, Owner of Stellar Housing

$24,000 in 0% APR Business Funding

I knew I was maxed out with Amex and assumed the same for Chase since I already had multiple cards with both. Jaina proved me wrong by showing me a strategic Chase funding hack I didn't even know existed, one that delivers results fast, which was exactly what I needed while converting one of my long-term rentals into a midterm rental. With a massive renovation project on the horizon, I'll need to strategically manage multiple new 0% APR business credit cards to conserve both liquid savings and my HELOC. Jaina created a detailed, step-by-step plan that outlined not only which cards to target, but also how to season accounts with regional banks in my state to build strong relationships before applying. She mapped out the exact order of operations and delivered a clear roadmap from start to finish. Her expertise in sequencing, relationship banking, and strategic credit planning gave me a level of clarity and confidence I didn't have before. This wasn't generic advice, it was a personalized funding strategy I can execute with precision.

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Here's How We're Going To Be Working Together

The Travel Hacking Accelerator for Real Estate Investors takes you step-by-step through a 5-week process that mirrors the life cycle of a real estate transaction. Each week builds on the last, so by the end, you’ll know how to book your first luxury trip on points and have a system to keep doing it again and again.

Real Estate Points Playbook

Week 01

Laying the Foundation

Just like you wouldn’t break ground on a property without blueprints, you can’t travel hack without a strong base. In this first week, you’ll:

Learn why real estate + travel hacking is the dream combo

Understand how credit really works and avoid costly beginner mistakes

Create your personal “Travel Buy Box” so you know exactly what kind of trips you’re building toward

Walk away with a clear plan for the lifestyle you want and how points can get you there

By the end of Week 1, you’ll feel confident about your credit, your goals, and your game plan.

Week 02

Building Your Points Portfolio

In real estate, you build wealth by acquiring the right mix of properties. Here, you’ll do the same, but with credit cards. Together we’ll:

Map out your custom credit card strategy designed specifically for real estate expenses

Show you how to maximize bank rules, sign-up bonuses, and category multipliers

Compare flexible points vs. fixed points so you know which ones get you the most ROI

Avoid the mistakes most investors make that cost them thousands in free travel

By the end of Week 2, you’ll have your own “points portfolio” structured like an investment portfolio.

Week 03

Deal Analysis for Award Travel

Not every flight or hotel is a good deal, just like not every property is worth buying. In this week, you’ll learn how to:

Run the numbers on flights and hotels to find the highest-value redemptions

Understand airline alliances and how to stretch your points across multiple carriers

Use booking tools to unlock hard-to-find award seats

Decide when to transfer points, book through portals, or hold out for better deals

By the end of Week 3, you’ll analyze travel like an investor, ensuring every redemption multiplies your points’ value.

Week 04

Destination Due Diligence

This is where the fun starts. Just like you’d never buy a property without running comps, you’ll learn how to research your trips for maximum return. Together we’ll:

Walk step by step through booking both international and domestic trips

Reveal insider “sweet spots” like fifth freedom flights and hidden partner deals

Show you how to stretch your points into $10,000+ luxury vacations

Teach you how to evaluate whether a redemption is truly worth it

By the end of Week 4, you’ll be able to confidently plan and book high-value trips.

Week 05

Closing & Infinite ROI

Closing day is the most exciting part of a property deal and the same is true here. This week, you’ll:

Book your very first luxury trip on points (business-class flight or 5-star hotel)

Celebrate your first redemption win and learn how to repeat the process

Discover advanced stacking techniques, shopping portals, and hidden perks

Build a system for infinite travel ROI so every property expense you make continues to fund more travel

By the end of Week 5, you’ll have officially “closed” on your first points-powered vacation.

Week 06

Business Funding Masterclass (VIP Bonus)

For VIPs only, we’re going beyond points and miles to unlock the capital you need to scale your real estate portfolio. In this masterclass, you’ll learn how to:

Secure $50,000+ in 0% APR business funding to cover renovations, furnishings, marketing, and other expenses

Build the right relationships with banks and understand their approval criteria

Leverage credit strategically without putting your personal finances at risk

Double-dip by earning massive sign-up bonuses and points while accessing growth capital

By the end of this bonus training, you’ll have the tools to scale your investments faster while continuing to travel hack like a pro.

My Personal Guarantee

LIVE Guarantee

If you join the Live Interactive Program and attend the first live session on Monday, October 13, 2025, and feel it’s not worth your investment, just email: [email protected]

Frequently Asked

Questions

I don’t know anything about credit card points or travel hacking, can I still join?

Yes, this program is built for real estate investors with any level of knowledge of points and miles, including beginners. Every step is taught from the ground up in simple terms with no assumed knowledge.

Will this work if I have less-than-perfect credit or a thin file?

This program is ideal for investors who have no derogatory marks on their personal credit profile (i.e. no late payments, no collections, no bankruptcies), have 650+ credit scores, and have relationships with some banks (i.e. Chase, Amex, Citi, Wells Fargo, etc.). However, it’s still possible for investors to join this program to learn the knowledge base first, while fixing their credit scores to be able to use strategies taught in this program optimally.

What’s the refund policy if it’s not a fit for me?

If you're in the Live Program, attend the first workshop on Monday, October 13, 2025 — and if it’s not a good fit, email [email protected] within 24 hours for a full refund.

How much time do I need each week?

Plan 2-4 hours per week, most investors fit this in on evenings or weekends without interrupting deals or jobs site visits.

What if I miss a session or travel that week?

Every call is recorded, and if you send in your question ahead of time, I may choose it from the questions bank to answer live, so you can watch the replay whenever you’re free.

Is there help if I get stuck choosing a card or booking something?

Yes, you have access to our private investor-only Facebook Group and the weekly live implementation & coaching hour on Wednesdays.

Will I really know how to book a luxury trip by the end?

If you follow the steps and engage each week, yes, you will know exactly how to book your first or next luxury flight and/or hotel.

When does enrollment close and how many people are you taking?

Enrollment closes Friday, October 10, 2025 at 11:59 PM PST.

Who can I contact with questions before enrolling?

Email [email protected] and we’ll get back to you with answers as soon as we can.

The smartest investment you can make right now is in you. Don’t just watch others live it, claim the life you’ve worked for.

Stop leaving money and memories behind. With the right strategy, every real estate dollar can buy you freedom - freedom to fly first-class, freedom to create unforgettable moments, and freedom to run your business like the CEO you are meant to be.