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The Seasonal Hiring Shortage Is Coming for Your Phones Too

Retailers are hiring the fewest seasonal workers since 2008 this year, and the same shrinking labor pool local businesses pull from during their own holiday rush is drying up right along with it.

By Alex RiveraPublished October 1, 2026

Retailers are on pace to add roughly 450,000 seasonal jobs this holiday quarter — below 2025's already-weak 461,500 and the lowest seasonal hiring total since 2008 — and they're explicit that automation is absorbing part of the peak-season workload temp staff used to cover (Challenger, Gray & Christmas, 2026). **Local businesses competing for that same shrinking pool of seasonal workers during their own holiday rush are facing an identical labor squeeze, whether they've built around it yet or not, and most haven't made the automation swap the big chains already have.**

Is Seasonal Hiring Actually Harder to Find in 2026?

Challenger, Gray & Christmas, the outplacement firm that tracks hiring and layoff announcements every month, forecasts retailers will add about 450,000 seasonal positions in the fourth quarter of 2026 — down from 461,500 in 2025, which was itself down 15% from 543,100 in 2024 and already the lowest seasonal retail hiring total since 2008 (Challenger, Gray & Christmas, 2026). Transportation and warehousing, the other major seasonal-hiring category, is forecast to add about 266,500 positions in 2026, roughly flat with 2025's own 12% drop from 2024 (Challenger, Gray & Christmas, 2026). Both totals sit well below the 900,000-plus seasonal positions retailers routinely added before the pandemic. This isn't a one-year dip — it's the third straight year of decline.

Why Are Retailers Hiring Fewer Seasonal Workers When Holiday Demand Isn't Down?

Challenger's own analysis points to automation, not weak demand, as the driver: companies are increasingly leaning on AI, robotics, and flexible scheduling of existing staff instead of running the big seasonal hiring waves they used to (Challenger, Gray & Christmas, 2026). That tracks with a wider pattern in who's actually adopting AI. The U.S. Census Bureau's Business Trends and Outlook Survey found 37% of businesses with 250 or more employees were using AI as of May 2026, compared with under 20% at businesses with four or fewer employees (U.S. Census Bureau, 2026). The companies with the budget and staff to build automation into their holiday operations are doing it. The companies without that budget are left competing for the same shrinking pool of students, retirees, and part-time workers that used to fill the seasonal gap everywhere.

What Does a Shrinking Seasonal Labor Pool Mean for a Local Montana Business?

A national hiring slowdown doesn't stay national — it shows up in the same classifieds and the same applicant pool a Flathead Valley shop or restaurant is drawing from in November. Glacier Country Tourism, the regional tourism authority covering Northwest Montana, reported that even in a down quarter for visitation — Q4 2025 traffic fell about 10% from the year before — restaurants and bars still pulled in 42 cents of every dollar visitors spent in the region, more than any other category, and visitor spending alone still accounts for roughly a quarter of all spending across the region (Glacier Country Tourism, 2026). That's real call and foot-traffic volume tied to a short holiday-season stretch — reservations, gift inquiries, room bookings — landing on businesses trying to staff a front desk or phone line from the same thinning seasonal labor pool the national chains are also fishing from, minus the automation budget the big chains are using to cover the gap.

Seasonal temp hireAI phone system
Time to be fully trained and usefulDays to weeks — time that comes out of your shortest seasonLive once it's built and tested, no on-the-job ramp-up
Competing for the same shrinking applicant poolYes, same pool as every other seasonal hire in townNo — doesn't require a hire at all
Covers evenings, weekends, and after-hoursOnly with overtime or a shift differentialYes, by default
What happens after the season endsRe-hire and re-train next year, or lose the knowledgeKeeps running, or scales down — no re-hiring cycle
Can do in-person tasks (gift wrap, stocking, deliveries)YesNo

When Hiring a Seasonal Temp Is Still the Right Call

A phone system doesn't wrap a gift, stock a shelf, or carry a delivery out to a customer's car. If the actual bottleneck in your holiday season is hands, not call volume, a seasonal temp hire is still the right tool, and no amount of automation replaces someone physically doing the work. The same goes for a business with genuinely low call volume during its rush — a one-person shop fielding a handful of calls a day doesn't need a system built for a problem it doesn't have. The case for automation gets stronger specifically where the bottleneck is the phone itself — missed calls, slow callbacks, bookings lost to whoever answers first — and where hiring seasonal help to cover it means competing against the same hiring slowdown showing up everywhere else this year.

How to Cover Holiday Call Volume Without Hiring a Seasonal Receptionist

The practical fix isn't replacing every seasonal role with AI — it's making sure the phone, specifically, doesn't depend on finding and training a temporary hire out of an applicant pool that's shrinking nationally. An AI phone system can answer every call on the first ring through the entire holiday stretch, capture the same booking or order details a trained seasonal hire would, and hand off anything that needs a real person — without a ramp-up period, without competing for the same part-time labor pool retailers are already struggling to fill, and without a re-hiring cycle to repeat next November.

Skyline builds AI phone systems for Northwest Montana businesses whose holiday rush outlasts their seasonal staffing. Book a free AI audit to see what a shrinking seasonal labor pool is actually costing your front desk this year.

Sources

  1. Challenger, Gray & Christmas (2026)
  2. U.S. Census Bureau (2026)
  3. Glacier Country Tourism (2026)
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Is seasonal hiring harder to find in 2026?

Yes. Challenger, Gray & Christmas forecasts retailers will add about 450,000 seasonal positions in the fourth quarter of 2026, the lowest total since 2008 and below 2025's already-reduced 461,500 (Challenger, Gray & Christmas, 2026).

Why are retailers hiring fewer seasonal workers if holiday sales aren't down?

Retailers are increasingly using automation, robotics, and flexible scheduling of existing staff to cover peak-season workload instead of running large seasonal hiring waves (Challenger, Gray & Christmas, 2026).

Is an AI phone system cheaper than hiring seasonal staff?

It depends on your call volume and local wages, but an AI phone system avoids the recruiting, training, and overtime costs of a seasonal hire, and it doesn't need re-hiring and retraining every year the way seasonal staff turnover does.

Does Montana see a real holiday-season business bump?

Yes, especially in tourism-heavy areas. Glacier Country Tourism reported restaurants and bars captured 42 cents of every visitor dollar spent in the region even during a down visitation quarter, with visitor spending still accounting for roughly a quarter of all regional spending (Glacier Country Tourism, 2026).

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