Business Email & Workspace ads in ChatGPT
Ads shown in ChatGPT conversations about Business Email & Workspace. We recorded 149 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 147 ads from 48 advertisers. Most often shown: Box, Zoho and name.com.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Business Email & Workspace conversations
top 25 of 48Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 147 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | Box | 20 | 13.6% |
| 2 | Zoho | 15 | 10.2% |
| 3 | name.com | 13 | 8.8% |
| 4 | Jotform | 11 | 7.5% |
| 5 | Miles IT | 10 | 6.8% |
| 6 | Beehiiv | 7 | 4.8% |
| 7 | Constant Contact | 6 | 4.1% |
| 8 | Flodesk | 4 | 2.7% |
| 9 | Intuit Mailchimp | 4 | 2.7% |
| 10 | ActiveCampaign | 3 | 2.0% |
| 11 | Contabo | 3 | 2.0% |
| 12 | GoDaddy | 3 | 2.0% |
| 13 | Maropost | 3 | 2.0% |
| 14 | Northwest Registered Agent | 3 | 2.0% |
| 15 | 3CX USA | 2 | 1.4% |
| 16 | Anytime Mailbox | 2 | 1.4% |
| 17 | Aura Consolidated Group | 2 | 1.4% |
| 18 | Bitdefender | 2 | 1.4% |
| 19 | Formula Inbox | 2 | 1.4% |
| 20 | Lawyer.com | 2 | 1.4% |
| 21 | Shopify | 2 | 1.4% |
| 22 | Validity | 2 | 1.4% |
| 23 | Ace Cloud Hosting | 1 | 0.7% |
| 24 | Agent Advice | 1 | 0.7% |
| 25 | Alliance Virtual Offices | 1 | 0.7% |
23 more advertisers shared the other 23 shown ads.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 147 | 100.0% |
| Shopping ad (product name and price) | 0 | 0.0% |
Example ads
12 adsDistinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.
- BoxText ad
Secure File Sharing: Plans & Pricing
Shown 11 times
- name.comText ad
Claim Your Domain Name At name.com
Shown 11 times
- ZohoText ad
#1 Business email rated by experts
Shown 7 times
- Miles ITText ad
Looking for a Top-Rated IT Company?
Shown 6 times
- Constant ContactText ad
AI-Powered Email Tools
Shown 5 times
- BeehiivText ad
Start Your First Newsletter
Shown 4 times
- FlodeskText ad
Emails without the overwhelm
Shown 4 times
- Northwest Registered AgentText ad
Claim Your Free Domain
Shown 3 times
- MaropostText ad
Email + SMS Automation 4× Higher Email Open Rates
Shown 3 times
- JotformText ad
Jotform Plans for Teams
Shown 3 times
- ShopifyText ad
Name It. Check the Domain.
Shown 2 times
- ContaboText ad
VPS 4 – 8 GB, from $5.28/mo
Shown 2 times
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 “how much would it cost to move 15 users from godaddy email to google workspace”, after the follow-up message, ChatGPT showed an ad from Miles IT.
Text ad: “Looking for a Top-Rated IT Company?”
Price question · Oct 4, 01:45 ET
In a conversation that began “hostinger email vs titan for a small business website”, after the follow-up message, ChatGPT showed an ad from Alliance Virtual Offices.
Text ad: “Get a Virtual Business Address”
Comparison question · Oct 4, 04:28 ET
In a conversation that began “how much does it cost to add archiving or vault to google workspace”, after the follow-up message, ChatGPT showed an ad from CloudNine eDiscovery.
Text ad: “eDiscovery Pricing”
Price question · Oct 4, 04:50 ET
In a conversation that began “what do i need to set up email for a new employee on my domain”, after the follow-up message, ChatGPT showed an ad from name.com.
Text ad: “Claim Your Domain Name At name.com”
Fix or choose question · Oct 4, 03:53 ET
In a conversation that began “is microsoft 365 worth it if we only need email and not office apps”, after the follow-up message, ChatGPT showed an ad from Zoho.
Text ad: “#1 Business email rated by experts”
Worth it question · Oct 4, 02:42 ET
In a conversation that began “how to back up business email”, after the follow-up message, ChatGPT showed an ad from Cutover.
Text ad: “IT DR chaos? Fix the coordination.”
Fix or choose question · Oct 4, 00:36 ET
In a conversation that began “spike vs google workspace for a small team that likes chat style email”, after the follow-up message, ChatGPT showed an ad from Sparkfive.
Text ad: “Stop Being Your Team's Human Search Engine”
Comparison question · Oct 4, 04:01 ET
In a conversation that began “I run an online store on Shopify and need customer service email that's easy to manage, what do you recommend?”, after the follow-up message, ChatGPT showed an ad from Jotform.
Text ad: “Customer Contact Form”
Long scenario question · Oct 4, 00:19 ET
In a conversation that began “is fastmail worth it”, after the follow-up message, ChatGPT showed an ad from Bitdefender.
Text ad: “Know If Your Data Hits the Dark Web”
Worth it question · Oct 4, 03:52 ET
In a conversation that began “I'm a photographer who sends big galleries and files, which business email and storage plan makes sense?”, after the follow-up message, ChatGPT showed an ad from MPB.
Text ad: “It's Time to Change Gear”
Long scenario question · Oct 4, 00:11 ET
In a conversation that began “how much does fastmail cost for a business with three users”, after the follow-up message, ChatGPT showed an ad from GoDaddy.
Text ad: “Buy Domains From $0.01/1st year”
Price question · Oct 4, 01:24 ET
In a conversation that began “how much does zoho mail cost per user for a small business with ten people”, after the follow-up message, ChatGPT showed an ad from Box.
Text ad: “Secure File Sharing: Plans & Pricing”
Price question · Oct 4, 05:47 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 | 30 | 20.4% |
| Price | 22 | 15.0% |
| Comparison | 21 | 14.3% |
| Fix or choose | 22 | 15.0% |
| Long scenario | 22 | 15.0% |
| Short search | 15 | 10.2% |
| Worth it | 15 | 10.2% |
More in Small Business Tools
Other Small Business Tools topics (ads shown):
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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