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
DearOhad
Weekend Edition / Dear Ohad...
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Strategy Saturday
The Status Mirage: Why Business Owners Chase Airline Status the Wrong Way, Burning Cash Instead of Optimizing Points (And How to Flip the Script)
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Learn
The Bankruptcy Bonus: Do Miles Survive When Your Finances Don’t?
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Learn
The Divorce Dividend: Who Gets the Miles When Love Crashes and Burns
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Earn
The Real Value of Your Airline Miles in Q4-2025 | Spoiler: Some Are Basically Monopoly Money
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Earn
Why Your Accountant Hates Your Points Strategy (And How to Make Them Your Biggest Fan)
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Learn
What happens to your points when you die (and how not to let Uncle Frank rob your last Marriott free night)
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DearOhad
Weekend Edition / Dear Ohad...
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Strategy Saturday
Saturday Surge: The 48-Hour Window for Sneaky Award Space
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Learn
The "Game" of Credit Card Points and the Rules You Have to Play By
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Earn
The Q4-2025 Reality Check: Are Your Points Quietly Shrinking?
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Return
The Hidden Yield of Government Payments: Turning Quarterly Taxes Into Qatar Q-Suites
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Return
Those could have been some very expensive fireworks
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Return
From 1.5% Cash Back to a 37.64% Return / Or: How Every Dollar Became a Lever
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DearOhad
Weekend Edition / Dear Ohad...
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Strategy Saturday
The Platinum Power Play: How to Turn Amex’s 2025 Refresh Into Real Return-on-Spend
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Earn
When Banks Go Wild: Why 100k Signup Bonuses Are Back + How to Grab Them Before They Vanish
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Case Study
When Two Entrepreneurs Took the Same Road and Ended Up in Different Universes
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Return
The Advanced Multiplier Matrix: How Any Business Can Push Return-on-Spend Into Double Digits
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Return
Flight Plan: Building Your Company’s Travel Portfolio for Maximum Return-on-Spend
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