Join your Watson Weekly Weekend Edition hosts, Rick Watson and Jessica Lesesky, as they break down the biggest shifts in tech, retail, and e-commerce. From Pinterest’s AI pivot to Starbucks’ massive loyalty shakeup, we’re diving deep into the news moving the needle this week.
📌 Pinterest’s AI Evolution
Pinterest is cutting 15% of its workforce (approx. 700–800 roles) to go all-in on AI. We discuss whether this is a genuine transformation or a "playbook" move to appease investors as user growth plateaus. Is the shift to "AI-proficient talent" enough to fend off TikTok and Reels?
☕ The New Starbucks Rewards (Launching March 10, 2026)
Starbucks is reimagining loyalty with three distinct tiers designed to gamify your morning coffee:
- Green: The standard $1 = 1 star.
- Gold: Accelerated earning (1.2 stars/$) and non-expiring points.
- Reserve: A 2,500-star threshold (or $2,500 spend) with perks like all-expenses-paid trips to Tokyo, Milan, or Costa Rica.
- Note: The "free customization" era is ending with a new $10 cap on 200-star drinks.🛍️ Shopify vs. The "Robot Agents"
Shopify’s latest partner update provides a blueprint for the AI era. They are redefining "partners" to include digital entities and tightening the reins on data—prohibiting developers from using merchant data to train external models. Plus, third-party apps must now feed directly into the Shopify AI Sidekick.
🃏 Whatnot & The Live Selling Explosion
Live shopping has evolved far beyond QVC. Whatnot has reached $8 billion in GMV by gamifying the collector experience. We explore why midsize cities like Rochester and Dayton are out-earning Chicago on a per-resident basis, and how categories like Beauty (up 791%) are exploding.
"It’s not shopping; it’s entertainment." – Special Correspondent Shephard Lesesky on the addictive nature of live auctions.
The Watson Weekly is sponsored by Mirakl.
0:00 – Intro
1:25 – Pinterest’s Strategic Pivot
5:31 – Starbucks Loyalty 2026
8:58 – Shopify’s New Rules
13:15 – The Rise of Whatnot
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