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Ohad Sternberg

Accounting Firm Turned Everyday Expenses Into $95,000 of Travel Value Without Spending a Dollar More

Accounting Firm Turned Everyday Expenses Into $95,000 of Travel Value Without Spending a Dollar More

An 8-person accounting firm spent $750K a year and thought their 1% cashback card was “free money.” It wasn’t. By rerouting the same expenses through the right cards, they unlocked $95K in premium travel (including first class to Tokyo) without spending a dollar more...

The “One Vendor Switch” That Unlocked 14 Free Flights

The “One Vendor Switch” That Unlocked 14 Free Flights

A Midwest restaurant group turned $150K supplier bills into 14 business class flights to Hawaii - all by switching to a points-earning card. With smart payment moves, they earned points for a leadership retreat that boosted morale and creativity. What’s your biggest missed travel opportunity?

The Points Drain: Which Small and Medium Size Businesses Waste the Most (and Why)

The Points Drain: Which Small and Medium Size Businesses Waste the Most (and Why)

Small and Medium Businesses (SMBs) are bleeding 5-7 figures in lost award travel points and miles every year without knowing it. Wrong credit cards, bad redemptions, idle rewards. Meanwhile, competitors fly business class for free. Stop the points drain before your profit leaks at 35,000 feet.

Weekend Edition / Dear Ohad...

Weekend Edition / Dear Ohad...

Alaska & Hawaiian prepare for a loyalty identity shake-up | Southwest flirts with free Wi-Fi for Rapid Rewards | Qantas quietly tweaks its point prices again | United’s giving cardholders flash sale bonuses | and Air Canada redefines Aeroplan earning | We’ve got all this week’s tea below. 👇🏻

Summer of 2025: Flex Point Dynamics

Strategy Saturday

Summer of 2025: Flex Point Dynamics

So many travelers think all points are equal. They are wrong. This August your Amex, Chase, Citi, CapOne, and BILT points don’t just earn differently - they play differently. Some unlock first class, others trap you in coach. The flex game isn’t fair. But it is winnable (if you know where to look)

Hawaii Isn’t Free: Why Most Award Redemptions to the Islands Are Terrible

Hawaii Isn’t Free: Why Most Award Redemptions to the Islands Are Terrible

Think Hawaii is still a “free trip” with points? Think again. Sky-high redemptions, dynamic pricing, and resort fees are killing value. Most travelers are burning six figures for pennies back. But with the right strategy? You’ll fly lie-flat, stay beachfront, and still come out ahead.

Bora Bora on Points: The Smart Traveler’s Guide to Paradise Without the Price Tag

Bora Bora on Points: The Smart Traveler’s Guide to Paradise Without the Price Tag

Fly business to Bora Bora for 60k miles, stay five nights overwater for 300k points, and unlock a $15K trip for pennies on the dollar. Skip Delta, avoid overpriced redemptions, and play the game like a pro. Your points aren't perks - they're profit. This is how you Bora Bora the UpNonStop way.

The Lie of "2% Back"

The Lie of "2% Back"

Let’s be blunt: if you’re running a real business - spending $30K, $50K, or even $100K+ monthly - and still earning just 2% cashback, you’re not optimizing your returns. You’re opting out of value.

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

Presidents Club

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

Are you one of those business owners who is sitting on $20K–$100K in hidden travel value and wasting it on 1¢ redemptions? This guide shows how businesses turn routine spend into business class flights, luxury retreats, and full-blown Presidents Clubs, all without inflating their travel budget

The Three Levels of Points Optimization

The Three Levels of Points Optimization

Your credit card points aren’t a perk - they’re untapped profit. Most SMB owners treat them like icing, but smart owners use them like cash flow. We’ve helped businesses unlock $25K-$100K+ a year in value. You’re not overspending... you’re under-redeeming.

Weekend Edition / Dear Ohad...

Weekend Edition / Dear Ohad...

Delta revives LATAM redemptions (with classic SkyMiles chaos), Chase gives its portal a facelift, Singapore tightens partner space, Hyatt adds dreamy SLH hotels, and BA teases 'Avios-only' flights. From robbery to redemptions...you know we’re unpacking it all below 👇🏻

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

Strategy Saturday

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

Citi ThankYou points have quietly become one of the most powerful travel currencies of 2025. From 15k roundtrip redemptions to Hawaii to 110k ANA First Class to Japan - the right strategy unlocks outsized value. Our guide shows you how to earn smarter, transfer sharper, and redeem like a pro.