Your personal travel concierge

Still paying cash to travel? Your miles could be doing that.

Most frequent travelers are sitting on miles and points they never use. Become a member and we manage your points and handle every flight and hotel for you, and make sure you use every card perk. One text away.

  • Starts free, no card needed
  • A real person on WhatsApp

About

Hi, I'm Shlomo.

I live in Waterbury, Connecticut, and I've spent years obsessing over miles, points and getting the most out of every trip. Friends and family kept asking me to book their flights and figure out their points, so I'm opening it up.

When you message SmilesMaven, you're talking to me, a real person, not a call center. I'll treat your trip like it's my own.

What we do

Everything between “I have points” and “I'm on the plane.”

Points & miles strategy

Which cards and programs actually fit how you travel, when to transfer to partners, and where the award sweet spots are. A plan, not a pile of balances.

Award flight booking

We hunt for saver space across alliances and partner programs, including the routes everyone wants and nobody can find.

Hotels with points & status

Free nights, fourth-night-free deals, suite upgrades and elite perks, compared against the cash rate so you know when points are worth it.

Card benefits, maxed out

Travel credits, lounge access, free nights, companion fares, upgrades and insurance. We make sure you're using every perk your cards already give you.

Credit card recommendations

Which cards to open for the biggest sign-up bonuses, when to downgrade or close before the annual fee hits, and how to time it all. We help you open and close cards the smart way.

Changes, cancellations & rebooking

Schedule change? Cancelled flight? We work the options, get points and fees back where possible, and get you rebooked.

Ongoing monitoring

We keep an eye on expiring points, price drops on booked trips and better award space opening up, and tell you when it's time to act.

Who it's for

Built for people who travel a lot, or want to.

Singers, band leaders & performers on the road

Gigs in a different city every week? We handle the flights, hotels and last-minute changes, and make sure all that travel earns you free trips and upgrades.

Frequent travelers paying cash

You fly and stay a lot, pay cash every time, and the miles just pile up. Let's make them pay for the next trip.

Big balances, no plan

Hundreds of thousands of points sitting idle? Let's turn them into something before a program devalues them.

How it works

Three steps. You do the first one.

  1. 1

    Tell us your trip and your balances

    Where you want to go, when, who's coming, and which points and cards you have. Rough numbers are fine. Starting is free.

  2. 2

    We find the best way to book it

    We compare award options, transfer partners and cash fares and come back with a clear recommendation and what it costs in points and dollars.

  3. 3

    We book it, or hand you the exact steps

    Your choice. Then we keep watching for changes, price drops and points about to expire.

Membership

One membership. Every trip handled.

Think of it as having a travel agent and a points expert in your contacts. Try it free first, then decide.

Start here

Free trial

$0 to start

Full access so you can test us on a real trip. No card, no commitment.

Message us on WhatsApp

FAQ

Good questions.

How much does it cost?

It starts free, so you can test us on a real trip. After that, simple, transparent pricing, and early members get founding-member rates. Ask us and we'll tell you straight.

What happens after the free trial?

Nothing automatic. We never ask for a card to start. When the trial is up, we'll ask if you want to stay on as a member. If not, no hard feelings.

Can I cancel anytime?

Yes. Month to month, no contract. Cancel with one message.

Is this safe?

Yes. Bookings are made directly with the airline, hotel or rental company, in your name and on your accounts. We never sell your information and only ask for what a booking needs.

What if I only have a few points?

Still worth a look. Sometimes the best move is a small transfer or the right card for the next trip. We'll tell you honestly if it isn't worth it yet.

Can you help with a trip that's already booked?

Yes. We can watch it for price drops, schedule changes and better seats, and help if something goes wrong.

Start free

Try it free on your next trip.

Message us on WhatsApp and tell us about your next trip and the points you have. We'll get back to you, usually within a day. No card, no obligation.

Closed on Shabbos and Yom Tov. Messages sent then are answered right after.

Prefer email? Send us a note

This opens a pre-filled email from your own email app.