Itinerary Boss

Itinerary Boss Empowering busy professionals to plan stress-free adventures. Save time, money, and energy with expert tips. Let’s elevate your next trip!

Sign up for our weekly newsletter The Itinerary Insider & join our private group. Travel help for busy professionals & business owners: turn everyday spend into points & miles for paid for trips. 👇 Grab the free points guide!

$895 a year sounds like a lot. Until you run the numbers.The Amex Business Platinum is built for high-spending business ...
05/22/2026

$895 a year sounds like a lot. Until you run the numbers.

The Amex Business Platinum is built for high-spending business owners who want luxury travel, without paying for it out of pocket.

Best-ever welcome offer available right now. 5x on flights and prepaid hotels through Amex Travel. Access to Centurion Lounges, Delta Sky Clubs, and 1,300+ Priority Pass locations.

This is the card where the annual fee pays for itself, multiple times over, if your spend is there and your redemptions are right.

Most business owners carrying this card are not using even half of what it gives them.

That is a significant amount of value hiding in plain sight.

Comment "PLATINUM" if you want to apply and we'll send you a DM to get a recommendation

05/20/2026

In this episode of Points, Cards and Travel, Ross Alcorn joins DeAndre Coke to break down how he turned business expenses, group travel planning, and smart credit card strategy into luxury travel experiences most people pay cash for.

Instead of chasing every new offer, Ross focused on stacking simple strategies. Using work travel, real estate expenses, and planned spending around life events like his wedding, he built a system that funded business class flights, high-end resorts, and future trips already lined up.

Highlights:
• How group trips can generate massive points fast
• Turning real estate and vendor spend into rewards
• Why loyalty programs are the easiest starting point

If you want to travel better without increasing your spending, this episode shows you exactly how to think about it. Link in bio

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I was on a flight to South Africa over the weekend.Cape Town.Paid with points. Not cash.This is what happens when you st...
05/19/2026

I was on a flight to South Africa over the weekend.
Cape Town.
Paid with points. Not cash.

This is what happens when you stop treating your everyday spend as an expense and start treating it as an asset.

Most business owners run $10K–$30K a month through their cards and get almost nothing back. They're earning 0.6–2% when the right setup gets them 4–25% in real travel value.

I didn't spend more to get here.

I just had the right cards, the right transfer partners, and a plan.

That's it.

If you've been spending and not getting anything meaningful back, comment POINTS and I'll send you my framework.

Address

Charlotte, NC

Website

https://podcasts.apple.com/us/podcast/world-travel-made-easy-with-itinerary-boss/id1746558382

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