One AI-powered flow.
Booking, cards, and points.
Other tools either book travel or teach you about points. TravelDiari does both — every hotel and flight search is paired with a per-booking card recommendation, a cash-vs-points comparison, and four AI agents continuously reasoning about your portfolio.
Our story
Travel planning shouldn't feel like noise filtering.
Every points-and-miles user has the same workflow: open a booking site, switch tabs to a card-comparison tool, switch tabs to a loyalty tracker, switch tabs to a CPP calculator. Then somehow stitch the answer back together — usually missing the best move.
We collapsed the entire workflow into a single intelligent search. Every hotel and flight we surface comes pre-paired with the optimal card for your wallet, the best points redemption path, and the elite-status benefits in dollar terms. The math is done; the reasoning is shown; you decide.
We don't take affiliate commissions on credit-card applications. Coach ranks the card that earns you the most, even if that card pays us nothing — because the moment your recommendations are influenced by who pays best, the product loses its meaning.
What we believe
Four principles that shape every decision.
Independent
Zero affiliate commissions on credit-card applications. Coach ranks the card that earns you the most — even when it earns us nothing.
Reasoning over recommendations
We don't just match cards to spend categories. Our agents reason through Chase 5/24, Amex once-per-lifetime, household strategy, and devaluation timing.
AI that respects your wallet
Every action goes through a math layer first. Cents-per-point, cumulative SUB value, transfer bonuses, retention windows — surfaced before you decide.
Built for the awardtravel demographic
We're sober about who we serve: travelers who already know the basics and want depth. Not a chatbot. Not a beginner's points blog.
Team
Tech, travel, strategy, community.
Different backgrounds, one mission: help every traveler get more out of every trip.
Two decades building and scaling enterprise systems, SVP of Product Development, CTO, and founder/CTO across cloud, data management, and enterprise software. Focused on scalable engineering paired with thoughtful product design — reliable, intuitive infrastructure.
Seasoned product and business leader with 20+ years of experience in payment and travel industry, connecting technology and user-centric design to real-world problems. Builds cross-functional teams and customer-focused products with strategic thinking, grit, and curiosity. Believes in developing products and solutions that bring meaningful outcome and improves everyday life for users.
Rising senior at Indiana University studying Informatics and Finance. Five years researching travel pricing, upgrades, loyalty points, and credit-card edge cases. Brings a data-driven mindset and the next-gen traveler perspective — student and Gen Z marketing, personalization, and product research.
Other team members
EngineeringOther engineering team members have worked in Silicon Valley for leading-edge technology and consulting companies, bringing years of experience in engineering development and startups.
Try the platform.
Sign in (free), tell us your wallet, ask anything. Free tier covers most of what you need — Pro unlocks the four AI agents.