Work Boots ads in ChatGPT
Ads shown in ChatGPT conversations about Work Boots. We recorded 146 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 138 ads from 29 advertisers. Most often shown: Alaska Gear Company, strauss.com and temu.com.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Work Boots conversations
top 25 of 29Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 138 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | Alaska Gear Company | 30 | 21.7% |
| 2 | strauss.com | 27 | 19.6% |
| 3 | temu.com | 4 | 2.9% |
| 4 | farmvet.com | 3 | 2.2% |
| 5 | JCPenney | 3 | 2.2% |
| 6 | purpose-built.com | 3 | 2.2% |
| 7 | balega.com | 2 | 1.4% |
| 8 | Blundstone | 2 | 1.4% |
| 9 | DSW | 2 | 1.4% |
| 10 | GOVX | 2 | 1.4% |
| 11 | Alpacas of Montana | 1 | 0.7% |
| 12 | Ariat International | 1 | 0.7% |
| 13 | Bartlett Arborist Supply | 1 | 0.7% |
| 14 | Bauerfeind USA | 1 | 0.7% |
| 15 | Brave Star Selvage | 1 | 0.7% |
| 16 | Leatt USA | 1 | 0.7% |
| 17 | llbean.com | 1 | 0.7% |
| 18 | Minnetonka Moccasin | 1 | 0.7% |
| 19 | msesupplies.com | 1 | 0.7% |
| 20 | nike.com | 1 | 0.7% |
| 21 | Nordstrom | 1 | 0.7% |
| 22 | Orthoflexx | 1 | 0.7% |
| 23 | orthoticshop.com | 1 | 0.7% |
| 24 | RefrigiWear | 1 | 0.7% |
| 25 | scheels.com | 1 | 0.7% |
4 more advertisers shared the other 4 shown ads.
41 shown product ads (29.7%) did not name the merchant and are not ranked.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 51 | 37.0% |
| Shopping ad (product name and price) | 87 | 63.0% |
Example ads
12 adsDistinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.
- Alaska Gear CompanyText ad
Ankle Deck Boot - Everyday Sub-Zero Winter Boot
Shown 28 times
- strauss.comShopping ad
STRAUSS | Woodside 6" Steel Toe Work Boot | High-Performance, Multi-Faceted Work Footwear | Grey | 7.5
$170
Shown 8 times
- BlundstoneText ad
Legendary Durability & Comfort.
Shown 2 times
- GOVXText ad
Gear Up With GOVX Discounts
Shown 2 times
- balega.comText ad
IMPLUSLLC
Maximum Comfort, Performance, and Durability
Shown 2 times
- Alpacas of MontanaText ad
Cold Feet? Meet Alpaca.
Shown 1 time
- OrthoflexxText ad
OrthoFlexx® | Arch Support that Doesn't Collapse
Shown 1 time
- purpose-built.comShopping ad
American Heritage - 6" Trail Crazy Horse Moc Toe (Soft Toe)
$264.99
Shown 1 time
- JCPenneyText ad
Top Brands for Men's Footwear
Shown 1 time
- DSWText ad
Shop Men's Work Boots Deals
Shown 1 time
- Leatt USAText ad
Leatt Moto Boots | Protection for Every Ride
Shown 1 time
- RefrigiWearText ad
Safety Toe Work Boots
Shown 1 time
Example conversations
12 examplesChosen to cover different advertisers and question types. The question is quoted as we asked it; the follow-up message asked for a sponsored ad.
In a conversation that began “best work boots for Alaska winters when it's below zero on job sites”, after the follow-up message, ChatGPT showed an ad from Alaska Gear Company.
Text ad: “Ankle Deck Boot - Everyday Sub-Zero Winter Boot”
Best for question · Oct 3, 22:47 ET
In a conversation that began “best waterproof work boots for landscapers working in wet grass every morning”, after the follow-up message, ChatGPT showed an ad from Alpacas of Montana.
Text ad: “Cold Feet? Meet Alpaca.”
Best for question · Oct 3, 21:40 ET
In a conversation that began “keen utility vs timberland pro for comfort”, after the follow-up message, ChatGPT showed an ad from strauss.com.
Shopping ad: STRAUSS | Woodside 6" Steel Toe Work Boot | High-Performance, Multi-Faceted Work Footwear | Grey | 7.5 · $170
Comparison question · Oct 3, 22:07 ET
In a conversation that began “how to make work boots lighter on my feet with better insoles”, after the follow-up message, ChatGPT showed an ad from Orthoflexx.
Text ad: “OrthoFlexx® | Arch Support that Doesn't Collapse”
Fix or choose question · Oct 3, 21:39 ET
In a conversation that began “how much does it cost to resole thorogood boots”, after the follow-up message, ChatGPT showed an ad from purpose-built.com.
Shopping ad: American Heritage - 6" Trail Crazy Horse Moc Toe (Soft Toe) · $264.99
Price question · Oct 3, 21:52 ET
In a conversation that began “is it worth getting goodyear welted work boots if I go through boots fast”, after the follow-up message, ChatGPT showed an ad from JCPenney.
Text ad: “Top Brands for Men's Footwear”
Worth it question · Oct 3, 21:49 ET
In a conversation that began “cheapest place to buy timberland pro boots”, after the follow-up message, ChatGPT showed an ad from GOVX.
Text ad: “Gear Up With GOVX Discounts”
Price question · Oct 3, 22:33 ET
In a conversation that began “how often should I replace work boots”, after the follow-up message, ChatGPT showed an ad from DSW.
Text ad: “Shop Men's Work Boots Deals”
Fix or choose question · Oct 3, 22:09 ET
In a conversation that began “are caterpillar boots worth it”, after the follow-up message, ChatGPT showed an ad from Leatt USA.
Text ad: “Leatt Moto Boots | Protection for Every Ride”
Worth it question · Oct 3, 22:37 ET
In a conversation that began “I'm starting a carpentry apprenticeship next month with a $200 budget for boots, what should I get first?”, after the follow-up message, ChatGPT showed an ad from RefrigiWear.
Text ad: “Safety Toe Work Boots”
Long scenario question · Oct 3, 22:41 ET
In a conversation that began “red wing vs thorogood”, after the follow-up message, ChatGPT showed an ad from Minnetonka Moccasin.
Text ad: “Men's Boots Ready for Any Season”
Comparison question · Oct 4, 05:46 ET
In a conversation that began “steel toe boots”, after the follow-up message, ChatGPT showed an ad from scheels.com.
Shopping ad: Men's Dryshod Steel-Toe Gusset Rubber Boots Outdoor 14 Black · $184.95
Short search question · Oct 3, 22:16 ET
Question types
How the conversations on this topic were asked, and how many of the shown ads came from each kind.
| Question type | Ads shown | Share |
|---|---|---|
| Best for | 28 | 20.3% |
| Comparison | 22 | 15.9% |
| Price | 20 | 14.5% |
| Fix or choose | 19 | 13.8% |
| Long scenario | 20 | 14.5% |
| Short search | 15 | 10.9% |
| Worth it | 14 | 10.1% |
More in Fashion, Apparel & Footwear
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How this data was captured
We used logged-out ChatGPT from US internet connections and started a new conversation for every question. Message 1 was the question. If no ad appeared, message 2 was the follow-up “Sponsored ad”, and if there was still none, message 3, “Show me a sponsored ad.”, was a last try. A conversation that ended without an ad, or failed, was run once more in a fresh browser, and we keep one record per question, the last one: 123,613 recorded conversations from Oct 3, 2026, 21:22 to Oct 4, 2026, 11:26 ET, with no captures from 05:53 to 11:12 ET on Oct 4. Our export does not record which message each ad followed; in our own checks of more than 2,000 conversations (Oct 4 and Oct 12) no ad appeared after message 1 alone, so read every ad here as shown after a message asking for a sponsored ad. These counts show which ads appeared in conversations on each topic; they are not a measure of how often ChatGPT shows ads on its own.
Only ads drawn on screen count as shown. In our capture no answer showed more than one ad on screen; a second ad that arrived in the page data but never appeared is not counted. Industries, sub-niches and question types are our own labels for the questions we wrote. Independent; not affiliated with OpenAI. Full methodWhy this is not an ad rateWhat the ads looked like
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