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
Presidents Club

Presidents Club for (Almost) Free: How Smart Businesses Use Points to Incentivize Teams

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Earn

The Three Levels of Points Optimization

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DearOhad

Weekend Edition / Dear Ohad #22

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Strategy Saturday

Mastering Citi ThankYou Points: Unlocking Elite Award Travel Strategies in 2025

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Citi

500,000 Citi Points: Unlock $20,000+ in Luxury Travel: First Class Flights, 6-Month Global Adventures, and Premium Stays (Galore!)

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Citi

Quarter Million, Infinite Miles: How to Turn 250,000 Citi Points Into First-Class Flights, Family Vacations, and Once-in-a-Lifetime Adventures

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Citi

What 100,000 Citi Points Can Really Buy: First Class Seats, 5-Star Resorts, and Travel Flex You Didn’t Know You Had

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Citi

What 50,000 Citi Points Can Really Buy: From Lie-Flat Luxury to a Full Vacation for Two

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Citi

How to Turn 20,000 Citi Points Into $500 Flights, 4 Hotel Nights, or a Tropical Escape

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DearOhad

Weekend Edition / Dear Ohad #21

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Strategy Saturday

BILT Miles in 2025: A Strategic Traveler’s Guide

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BILT

500,000 BILT Points: Living the Half-Million Point Lifestyle

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BILT

250,000 BILT Points: Quarter-Million Opportunities

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BILT

100,000 BILT Points: The Gateway to Luxury Travel

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BILT

50,000 BILT Points: Stepping Up Your Travel Game

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BILT

20,000 BILT Points: Small Stash, Big Possibilities

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DearOhad

Weekend Edition / Dear Ohad #20

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Strategy Saturday

Capital One Miles in 2025: A Strategic Traveler’s Guide

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CapitalOne

What Would You Do with 500,000 CapitalOne Miles? (Here’s What You Should Do)

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CapitalOne

What Would You Do With $5,000 in Free Travel? Here’s How to Make 250,000 Capital One Miles Work Like Cash (But Better)

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