Points Planning by Hayden

A points concierge who researches your exact trip. Not a search tool you still have to figure out.

What is this service?

You tell me you have 250K Chase points, want to go to Japan in October, hate connections, prefer boutique hotels over chains, and have loyalty status at Hyatt. I don't send you a list of "possible options", I send you the 3 best strategies based on where you want to go and the best ways to maximize the value of your points.

This isn't Seats.aero where you punch in routes yourself. This isn't Points Yeah where you get availability data and still need to decode transfer ratios. This is: you fill out one form, I do hours of research tailoring options to your preferences and loyalty programs, you get a roadmap to book.

For full details, terms, and conditions on the service, please read the Terms & Details.

Scroll to see how it works

Why Trust Me With Your Points?

Transparently, I've spent way too many hours over the past few years figuring out how my wife and I can travel almost entirely on points. In 2026, we booked our honeymoon almost entirely that way. In 2025, we visited Italy on a trip that wouldn't have been possible without the right award redemptions. Whenever my friends and family are sitting on a pile of points with no idea what to do with them, I'm the guy they call to help take their vacation from a fun one to a dream trip. Here are a few of the redemptions my wife and I have recently used:

Honeymoon — FlightsSaved $10,500 total ($5,250/person)

Virgin Atlantic Upper Class, round-trip for two. Cash price: $12,000 total ($6,000/person). Needed 90,000 total (45,000/person) Virgin Atlantic Flying Club points — got there by transferring 65,000 Bilt Points at a 40% transfer bonus. Plus $1,500 total in taxes/fees.

Honeymoon — HotelsSaved $4,000

6 nights at Small Luxury Hotels (SLH) properties. Cash price: $4,000. What I paid: Hilton Honors points + one free night certificate.

Rome & Tuscany, 2025Saved $3,500

6 nights booked entirely with Marriott Bonvoy free night certificates and points — zero cash spent on the rooms.

Premium Economy, Round-TripSaved $6,000 total ($3,000/person)

Virgin Atlantic Premium, round-trip for two. Cash price: $7,000 total ($3,500/person). Needed 60,000 total (30,000/person) Virgin Atlantic Flying Club points — only had to transfer 38,000 Chase Ultimate Rewards points to get there. Plus $1,000 total in fees ($500/person).

How It Works

    Intake Form

    1.

    Contact Information

    Your name, email, and phone (optional) so you can receive your personalized recommendations and start booking your trip.

    I'm not responsible for messaging/data rates.

    2.

    How many credit card / airline / hotel points do you have?

    Please share how many you have with each currency (i.e. 100k American, 200k Chase Ultimate Rewards, etc.). Include your top 3–5 balances below. Please ONLY include accounts with AT LEAST 50K points/miles.

    3.

    Travel Preferences & Interests

    Where do you want to go? When? What matters most to you? The more information you provide, the more personalized your recommendations are.

    e.g. Write "Tampa" or "TPA" for Tampa International Airport

    Sometimes better points/miles redemptions are found at other airports.

    Positioning flights entail flying to another airport that has a really good deal (for example, flying from your home airport to Paris, then flying from Paris to Rome to capitalize on a better redemption on the flight to Paris rather than directly to Rome).

    Greater flexibility = greater chance of finding a better deal.

    e.g. June 2026, Summer 2026, 5 nights between April 15–May 20, 2026, etc. Greater flexibility = greater chance at finding a great deal.

    Anyone older than 2 needs their own seat — note if any children are under 2.

    4.

    Acknowledgements

    Please review and confirm each acknowledgement below so you're clear on my process, fees, and how I handle changes during the research phase.

    Something went wrong sending this — please try again, or email REPLACE-WITH-YOUR-EMAIL directly so nothing gets lost.

    Takes 5–10 minutes. You'll be prompted to pay the $20 research deposit right after submitting.

    Got it — thank you.

    Your intake is in. The last step is the $20 non-refundable research deposit, which kicks off your research. Once it's received, I'll be in touch within 48–72 hours (up to 5–7 business days during high-demand periods) with your personalized strategies.

    Pay Your $20 Deposit →