Points Strategy · Award Booking
Most people have enough points for a free international business class ticket. They just don't know how to use them. We do.
Programs we work with
The Problem
There's a balance sitting in your Chase or Amex account. Maybe 200,000 points. Maybe 800,000. When you do redeem, you take the easy path — statement credit at one cent per point, or the airline's “pay with points” button at checkout. You've never opened the transfer partners tab.
Meanwhile, you're still paying cash for international flights. Still booking hotels on Expedia. Still burning points at the worst possible rate the programs let you use.
Done right, the same points are worth two to ten times more. The redemptions are there. The problem is time, complexity, and knowing which lever to pull. That's the part we do.
Services
Transparent, flat-fee pricing. No commissions, no kickbacks, no affiliate routing. You pay us, we work for you.
A full inventory of your points, miles, and status across every program. You end with a clear map of what you have and what it's actually worth.
You tell us where and when. We find the award space, handle the transfers, and book the seats. You just show up at the gate.
End-to-end. Flights, hotels, routing, lounges, and logistics. Designed for anniversaries, honeymoons, and once-a-year trips that need to be right.
How It Works
A 15-minute call. We learn where you want to go, what you're sitting on, and what matters for the trip.
We map the redemption. Which program, which partner, which transfer bonus, and what the backup looks like if space moves.
We transfer points, hold seats, and confirm the booking in your name. You approve before anything is final.
You fly. The engagement ends at booking — no in-trip support included, by design.
Example Redemptions
Illustrative redemptions based on real award availability. Your actual value depends on dates, routes, and program terms at the time of booking.
Case 01
Emirates A380, economy, round trip
A fifth-freedom route from JFK on Emirates' A380 — the same plane wealthy travelers fly to Dubai, just getting off in Milan. Economy redemptions usually aren't headline-grabbing. This one is the exception. Most people with a Chase Sapphire Reserve or Amex Platinum already have enough points sitting in their account for this trip.
Case 02
Air France La Première
Held two backup dates. Hotel stay in Paris booked separately with 90k Hyatt points.
Case 03
American Flagship Business, two passengers
Found space on a sold-out Saturday. Paired with two nights at Park Hyatt Mendoza on points.
The Founder
Alex
Founder, Pointwise Travel
Hi — I'm Alex.
I've spent over a decade learning every detail of the loyalty ecosystem: transfer partner bonuses, award chart quirks, positioning flights, the right credit card at the right time. I've personally redeemed millions of points across dozens of programs for my own travel, and I now help a small number of clients do the same.
I'm not a travel agent. I don't hold airline or hotel accreditation. I don't earn commissions on your flights or hotels. You pay me directly for strategic advice. I do earn referral income on some credit cards I recommend, which I disclose at the point of recommendation.
Pointwise Travel is intentionally small. I work with a limited number of clients at a time because doing this well means actually paying attention.
— Alex
Free Guide
A 14-page PDF covering the most common miscalculations we see, plus the three transfer partners almost no one uses correctly. No fluff, no upsell sequence.
Frequently Asked
Not necessarily. If you don't have a meaningful balance yet, we can build a portfolio strategy — the right cards for your spending patterns and how to deploy spending to maximize earnings. For Award Booking and Full Trip Planning, yes — you'll need an existing balance or the flexibility to apply for cards that earn one quickly.
Get Started
The first call is free, 15 minutes, and genuinely useful whether you have a points balance or are starting from scratch. We'll walk you through what's possible.