Unlock the World with Credit Card Points & Miles

Jet with Jake is your go-to resource for mastering travel rewards, maximizing credit card points, and turning everyday spending into unforgettable adventures.

Unlock the World with Credit Card Points & Miles

Jet with Jake is your go-to resource for mastering travel rewards, maximizing credit card points, and turning everyday spending into unforgettable adventures.

Learn more

Your travel journey starts here

Ritz-Carlton Maldives, Fari Islands - Category 8 Marriott Bonvoy Redemption

👋 Hi I'm Jake - your travel optimization coach.

I’m a traveler, points & miles expert, and the founder of Jet with Jake. I’ve visited 30+ countries, flying business class and staying in luxury hotels for free! My secret? Maximizing points, miles, and credit card rewards. Now, I’m here to help you do the same - whether it’s booking dream trips, optimizing your rewards strategy, or traveling smarter for less. Let’s make your travel goals a reality!

Why travelers love Jet with Jake

Here are just a few reasons why travelers trust us to optimize their travel experience.

Always up-to-date strategies

We stay ahead of the latest travel rewards programs, credit card offers, and airline loyalty updates so you can always maximize your points and miles.

Easy-to-follow travel guides

No complicated jargon—just clear, actionable advice. Our videos and resources break down everything you need to know in simple steps.

Perfect for any traveler

Whether you’re new to points and miles or already optimizing your rewards, we’ll help you refine your strategy for smarter, more affordable travel.

Learn at your own pace

Some travelers want quick wins, while others prefer deep-dive planning. Our resources allow you to learn at a speed that suits your schedule.

Real-world travel planning

We don’t just teach theories—we help you book actual flights, hotel stays, and experiences using real strategies that save you money.

All-in-one travel coaching

From earning points to redeeming them for dream vacations, we offer a complete system that helps you travel more and spend less.

What our past clients have to say

Some kind words from happy clients.

"Jake completely transformed how I view traveling! He is able to curate the perfect itinerary, from fabulous accommodations to unique and fun excursions, ensuring that every moment is magical and stress free. I couldn’t ask for a better agent to collaborate with when it comes to travel!"

Karina DR

Brookline, MA

“Jake’s coaching saved me thousands on travel. I used to randomly redeem my miles, but now I know exactly how to maximize every point. Just booked a 5-star hotel stay in Bali for less than $50 a night! Highly recommend his expertise!”

Brittney S

Medford, MA

"Jake has been incredibly informative, helpful, and a joy to work with. Thanks to his guidance, I feel confident in optimizing my points and miles. I would highly recommend him to anyone looking to save on travel!"

Carly H

Watertown, MA

“I had no idea where to start with credit card points, but Jake walked me through step-by-step. Now I’m flying business class instead of economy, and I’ve already booked my dream trip to Japan. Can’t thank him enough!”

Ashley M

Boston, MA

“I never knew how much value I was leaving on the table until I worked with Jake. He helped me book my first-ever business-class flight using points, and I still can’t believe how easy it was! His advice is clear, actionable, and has completely changed how I travel. If you’re looking to optimize your rewards, this is a no-brainer!”

Alex T

Frequent Traveler & Rewards Enthusiast

"Jake completely transformed how I view traveling! He is able to curate the perfect itinerary, from fabulous accommodations to unique and fun excursions, ensuring that every moment is magical and stress free. I couldn’t ask for a better agent to collaborate with when it comes to travel!"

Karina DR

Brookline, MA

“Jake’s coaching saved me thousands on travel. I used to randomly redeem my miles, but now I know exactly how to maximize every point. Just booked a 5-star hotel stay in Bali for less than $50 a night! Highly recommend his expertise!”

Brittney S

Medford, MA

"Jake has been incredibly informative, helpful, and a joy to work with. Thanks to his guidance, I feel confident in optimizing my points and miles. I would highly recommend him to anyone looking to save on travel!"

Carly H

Watertown, MA

“I had no idea where to start with credit card points, but Jake walked me through step-by-step. Now I’m flying business class instead of economy, and I’ve already booked my dream trip to Japan. Can’t thank him enough!”

Ashley M

Boston, MA

“I never knew how much value I was leaving on the table until I worked with Jake. He helped me book my first-ever business-class flight using points, and I still can’t believe how easy it was! His advice is clear, actionable, and has completely changed how I travel. If you’re looking to optimize your rewards, this is a no-brainer!”

Alex T

Frequent Traveler & Rewards Enthusiast

Travel Coaching & Booking Services

Unlock the best travel deals and maximize your rewards with expert guidance. Choose the plan that best fits your travel goals.

Points & Miles Coaching

Maximize your travel rewards and book dream trips using points and miles.

$299

one-time fee

What's included:

Personalized points & miles strategy

1:1 consultation on earning & redeeming points

Help booking flights & hotels with rewards

Best credit card recommendations to optimize travel

Lifetime access to exclusive travel guides

Book Now

Travel Booking & Planning

Get expert help booking flights, hotels, and designing the perfect itinerary.

$399

one-time fee

What's included:

Custom travel planning & itinerary design

Flight & hotel deal-hunting for the best cash prices

Expert strategies to cut costs and maximize value

Two 40-min 1:1 coaching calls for in-depth guidance

Assistance with elite status benefits & upgrades

Book Now

Travel Concierge Membership

Our Travel Concierge is an exclusive service with limited membership slots for travelers seeking a fully customized, hassle-free experience. Contact us to learn more about joining →

100% satisfaction guarantee. Refunds available within 30 days if services are unused.

FAQs

Frequently Asked Questions

Some answers to common questions about optimizing your travel.

How can you help me maximize my points and miles?

We offer personalized coaching to help you earn, manage, and redeem your points effectively, ensuring you get the most value for your travel rewards.

Can you help me book flights and hotels using my points?

Yes! We provide booking assistance to ensure you’re using your points efficiently, whether for business-class flights, luxury hotels, or budget-friendly travel.

What’s the difference between Points & Miles Coaching and Travel Booking & Planning?

• Points & Miles Coaching: Teaches you how to earn, save, and redeem points for travel.

• Travel Booking & Planning: Helps you find and book the best deals on flights, hotels, and itineraries, even without using points.

Which credit cards should I use to earn the most travel rewards?

We analyze your spending habits and travel goals to recommend the best credit cards for maximizing rewards, benefits, and perks.

Can you help me get elite status with airlines or hotels?

Absolutely! We offer status optimization strategies to help you achieve elite perks, from free upgrades to lounge access.

How can you help me maximize my points and miles?

We offer personalized coaching to help you earn, manage, and redeem your points effectively, ensuring you get the most value for your travel rewards.

Can you help me book flights and hotels using my points?

Yes! We provide booking assistance to ensure you’re using your points efficiently, whether for business-class flights, luxury hotels, or budget-friendly travel.

What’s the difference between Points & Miles Coaching and Travel Booking & Planning?

• Points & Miles Coaching: Teaches you how to earn, save, and redeem points for travel.

• Travel Booking & Planning: Helps you find and book the best deals on flights, hotels, and itineraries, even without using points.

Which credit cards should I use to earn the most travel rewards?

We analyze your spending habits and travel goals to recommend the best credit cards for maximizing rewards, benefits, and perks.

Can you help me get elite status with airlines or hotels?

Absolutely! We offer status optimization strategies to help you achieve elite perks, from free upgrades to lounge access.

How can you help me maximize my points and miles?

We offer personalized coaching to help you earn, manage, and redeem your points effectively, ensuring you get the most value for your travel rewards.

Can you help me book flights and hotels using my points?

Yes! We provide booking assistance to ensure you’re using your points efficiently, whether for business-class flights, luxury hotels, or budget-friendly travel.

What’s the difference between Points & Miles Coaching and Travel Booking & Planning?

• Points & Miles Coaching: Teaches you how to earn, save, and redeem points for travel.

• Travel Booking & Planning: Helps you find and book the best deals on flights, hotels, and itineraries, even without using points.

Which credit cards should I use to earn the most travel rewards?

We analyze your spending habits and travel goals to recommend the best credit cards for maximizing rewards, benefits, and perks.

Can you help me get elite status with airlines or hotels?

Absolutely! We offer status optimization strategies to help you achieve elite perks, from free upgrades to lounge access.

Book a Call

Ready to start?

Call 617-618-JAKE (5253)

or easily book a session below. Let’s optimize your travel with points and miles—see you soon!

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Unlock the World with Credit Card Points & Miles

Unlock the World with Credit Card Points & Miles

Unlock the World with Credit Card Points & Miles

Learn more

Learn more

👋 Hi I'm Jake - your travel optimization coach.

Why travelers love Jet with Jake

Always up-to-date strategies

Easy-to-follow travel guides

Perfect for any traveler

Learn at your own pace

Real-world travel planning

All-in-one travel coaching

What our past clients have to say

"Jake completely transformed how I view traveling! He is able to curate the perfect itinerary, from fabulous accommodations to unique and fun excursions, ensuring that every moment is magical and stress free. I couldn’t ask for a better agent to collaborate with when it comes to travel!"

“Jake’s coaching saved me thousands on travel. I used to randomly redeem my miles, but now I know exactly how to maximize every point. Just booked a 5-star hotel stay in Bali for less than $50 a night! Highly recommend his expertise!”

"Jake has been incredibly informative, helpful, and a joy to work with. Thanks to his guidance, I feel confident in optimizing my points and miles. I would highly recommend him to anyone looking to save on travel!"

“I had no idea where to start with credit card points, but Jake walked me through step-by-step. Now I’m flying business class instead of economy, and I’ve already booked my dream trip to Japan. Can’t thank him enough!”

"Jake completely transformed how I view traveling! He is able to curate the perfect itinerary, from fabulous accommodations to unique and fun excursions, ensuring that every moment is magical and stress free. I couldn’t ask for a better agent to collaborate with when it comes to travel!"

“Jake’s coaching saved me thousands on travel. I used to randomly redeem my miles, but now I know exactly how to maximize every point. Just booked a 5-star hotel stay in Bali for less than $50 a night! Highly recommend his expertise!”

"Jake has been incredibly informative, helpful, and a joy to work with. Thanks to his guidance, I feel confident in optimizing my points and miles. I would highly recommend him to anyone looking to save on travel!"

“I had no idea where to start with credit card points, but Jake walked me through step-by-step. Now I’m flying business class instead of economy, and I’ve already booked my dream trip to Japan. Can’t thank him enough!”

Travel Coaching & Booking Services

Points & Miles Coaching

$299

What's included:

Travel Booking & Planning

$399

What's included:

Travel Concierge Membership

Frequently Asked Questions

Ready to start?

Call 617-618-JAKE (5253)