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December Roundup: Suss Smiles, Big Bets on AI, On-Demand Denim

A Lil’ More Sidekick – Highlights from Issue 4
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If December has a vibe, it’s “everything is on fire, but make it festive.” Between the promos and the last-minute pivots, here’s what you missed.

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Target adds $1B to store, tech investments as it deepens AI usage [Retail Dive]

The gist

Target basically looked at Q3’s report card, winced, and said “fine, we’ll just spend our way out of this.” They’re tacking another $1B onto 2026 investments (roughly $5B total capex) after a quarter where net sales fell 1.5% to $25.3B, comps dropped 2.7% (store comps down 3.8%), and earnings slid 19% to $689M. Incoming CEO Michael Fiddelke openly called the performance “frustrating,” and the vibe from analysts is: yeah, it hurts now, but Target has to grit its teeth and invest if it wants the “Tarzhay” magic back.

On the tech side, they’re leaning hard into AI for both ops and marketing: using synthetic consumer audiences to test campaign/product reactions before launch, and rolling out a ChatGPT-powered shopping experience that lets customers buy multiple items in one go. Translation: fix the store, fix the stack, and hope shoppers fall back in love with the bullseye.

Read it here


Williams-Sonoma CEO says next quarter will see a bigger tariff impact [CNBC]

The gist

Unlike Target, Williams-Sonoma had a decent Q3 on paper and then immediately followed it with a buzzkill. CEO Laura Alber told CNBC’s Jim Kramer that Q4 will feel the real squeeze because a bigger share of inventory will be coming in under the new, much higher duty rates. In other words, the tariff wave didn’t miss them, it just showed up late… and now it’s bringing friends. Investors heard that and flinched, sending the stock down around 3–4% despite the earnings beat. 

To blunt the damage, Williams-Sonoma is doing the retail version of “tighten the belt and change the recipe”: renegotiating vendor terms, shifting sourcing away from China-heavy lanes, pushing more domestic production (they’ve been expanding U.S. manufacturing in places like Mississippi and North Carolina), and carefully nudging prices while dialing back promo addiction. The subtext is clear: margins are about to take punches, so they’re trying to spread the pain across supply chain resets, pricing discipline, and “made-closer-to-home” storytelling.

Read it here


Old Navy Joins DoorDash’s Retail Platform [Sourcing Journal]

The gist

Old Navy just hitched a ride on DoorDash’s retail platform, meaning shoppers can now summon denim, activewear, and holiday “Jingle Jammies” to their doorstep the same  way they order tacos. The partnership pulls inventory from 1,000+ Old Navy stores nationwide, plugs Old Navy into DoorDash’s tens-of-millions-strong user base, and rides a broader wave of people wanting apparel now, not in 3–5 business days.

On the ops side, this reinforces a quiet but meaningful shift: stores aren’t just selling to walk-ins anymore: they’re mini-fulfillment hubs feeding a same-day pipeline. That means tighter pick/pack routines, cleaner on-hand accuracy, and faster associate coordination so DoorDash drivers aren’t loitering by the fitting rooms. Expect more tasking pressure on backroom and floor teams (especially during holiday surges), plus more real-time comms needs around substitutions, out-of-stocks, and “where the heck is that SKU.”

Read it here


The 10-4 rule for interacting with customers: Is Target’s new policy bonkers, businesslike or a bit of both? [Economist]

The gist

Target’s latest customer-service “glow up” is the 10-4 rule: if a shopper gets within 10 feet, team members are supposed to make eye contact, smile, maybe give a friendly wave; at 4 feet, you verbally greet and offer help. It’s basically a distance-based script to make stores feel warmer right as Target heads into holiday season trying to shake off a sales slump. 

But The Economist’s take is . Policies like this can backfire if they feel robotic or surveilled, especially for already stressed associates. There’s solid research that autonomy drives job satisfaction, and telling people exactly how to act at a precise number of feet can make retail work feel even more like being a NPC in someone else’s video game. So the idea is wholesome, the execution risk is real: if it turns into enforced cheerfulness theater, you get crankier employees and customers who feel like they’re being hunted by overly friendly drones.

Read it here


Shoppers still can’t get enough of Advent calendars, and brands are racing to keep up with demand [Modern Retail]

The gist

Advent calendars are still retail’s favorite little holiday money-printing machine, and demand in 2025 is somehow getting more feral, not less. Modern Retail reports that shoppers are buying earlier every year, indie retailers are placing orders way ahead of peak, and brands are scrambling to ramp production to avoid sell-outs. 

What used to be a chocolate-only tradition is now a cross-category playground with newcomers like Red Bull and Kraft jumping in this year. Brands say calendars are doing double duty: they drive meaningful Q4 revenue and function like built-in social campaigns thanks to unboxings, daily reveals, and “limited-edition” FOMO. One pet brand (Spunky Pup) has already sold about 1.2 million dog-treat calendars this year, which tells you exactly how far this thing has spread.

Read it here

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