The Operator

Ohad Sternberg

5M+ miles flown. 70 countries. 629 programs tracked. The person friends text at 11pm about whether to transfer to Aeroplan.

Ohad Sternberg
Ohad Sternberg
Essays by author
Strategy Saturday

The Revitalized Chase Ultimate Rewards Ecosystem: A Strategic Look

Chase

What 500,000 Chase Points Can REALLY Get You (It’s Not What You Think)

Chase

250,000 Chase Ultimate Rewards Points: Ditch Basic Trips and Unlock Next-Level Travel Magic

Chase

Unlock Elite Travel: How to Turn 100,000 Chase Ultimate Rewards Points Into Your Best Trip Yet

Chase

50,000 Chase Points Could Turn to $500 or $750 or $2,000+ (Hint: It Depends on You)

Chase

You’ve Got 20,000 Chase Points - Here’s How to Actually Make Them Count

DearOhad

Weekend Edition / Dear Ohad...

Strategy Saturday

The End of an Era: Why July 2025 Marks another Turning Point in Amex Redemption Strategy

AMEX

A Full Year of Global Luxury: The Ultimate Travel Blueprint for 500,000 Amex Points

AMEX

Maximize 250,000 Amex Points: Turn Your Balance into a First-Class, Multi-Stop, High-Value Travel Portfolio

AMEX

What to Do With 100,000 Amex Points: Travel Like You Own the Plane

AMEX

What to Do With 50,000 Amex Points: The Sweet Spot Stack That Travels Like a Pro

AMEX

What to Do With 20,000 Amex Points: Big Value from a Small Stack

DearOhad

Weekend Edition / Dear Ohad...

Strategy Saturday

The Hidden Balance Sheet: How Enterprise Travel Points Can Unlock Strategic Value

Destination

Mexico City on Miles: The Redemption Capital of the Americas

Destination

Portugal on Points: The Underrated Redemption That Overdelivers

Destination

Singapore: The City-State Redemption Adventure

Destination

Western Canada: Mountains-to-Coast Redemption Adventure

Destination

Island of the Gods: The Ultimate Redemption Guide to Bali

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