Six of fourteen models named Microsoft Defender for Office 365 first on the direct prompt; zero named Barracuda Email Protection. Microsoft Defender for Office 365 was named by fourteen of the fourteen models and Barracuda Email Protection by twelve and Microsoft Defender for Office 365 carries 63 labels and Barracuda Email Protection 33, so the shares are not directly comparable.
Named in three categories this edition.
Named in one category this edition.
Share is the count of first choices across the direct, paraphrase, budget and scale prompts over all fourteen models, for a mid-market B2B company; rank is within the category; every quote names the model and the prompt it came from. Both figures come from the email security page.
Across every category in the November 2026 Edition, Microsoft Defender for Office 365 and Barracuda Email Protection were named in the same answer eighty-three times, of the 193 answers naming Microsoft Defender for Office 365 and the 105 naming Barracuda Email Protection. In those answers Barracuda Email Protection took the first choice four times and Microsoft Defender for Office 365 forty-one.
| Model | Direct | Paraphrase | Comparative | Budget-constrained | Scale-constrained | Negative |
|---|---|---|---|---|---|---|
| Claude Haiku 4.5 | ||||||
| GPT-5.4 mini | ||||||
| Gemini 3.5 Flash | ||||||
| Perplexity Sonar | ||||||
| Grok 4.20 | ||||||
| Mistral Small | ||||||
| DeepSeek V4 Flash | ||||||
| Llama 4 Maverick | ||||||
| Qwen 3.7 Flash | ||||||
| Kimi K2 | ||||||
| GLM 4.7 FlashX | ||||||
| MiniMax M2.5 | ||||||
| GPT-6 Luna | ||||||
| Muse Glimmer 30B |
Bold names in an answer are the products the judge labeled a first choice; a model naming several gives each of them that label. The full answer text for every row is in the record.
Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Five of six in this category shown.
“Microsoft 365 users experience 3x more email-related incidents than Google Workspace users” Grok 4.20 · negative prompt · soft negative
“Good value, but many orgs find native M365 needs supplementing.” DeepSeek V4 Flash · scale prompt · soft negative
“Integrated cloud-native solutions: Microsoft Defender for Office 365, Google Workspace security (native integration, no MX changes)” Kimi K2 · negative prompt · first choice
“Best for Microsoft 365 Users: Microsoft Defender for Office 365 (Plan 1) ... often the cheapest path to enterprise-grade features” Gemini 3.5 Flash · budget prompt · first choice
“If I had to pick one default answer: Microsoft Defender for Office 365 if you're Microsoft-centric and want the least friction.” GPT-5.4 mini · direct prompt · first choice
Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Six of eight in this category shown.
“Barracuda has faced scrutiny due to security incidents and vulnerabilities in its products, which could pose risks for sensitive environments” Mistral Small · negative prompt · hard negative
“Avoid Barracuda if you need deep, multi-vendor malware protection.” Qwen 3.7 Flash · negative prompt · hard negative
“Barracuda — more expensive than the options above” DeepSeek V4 Flash · budget prompt · hard negative
“Barracuda Email Protection offers the best balance of cost-effectiveness, ease of management, and comprehensive threat protection” Claude Haiku 4.5 · paraphrase prompt · first choice
“A practical mid-market option when straightforward gateway deployment and predictable administration matter more” Perplexity Sonar · paraphrase prompt · alternative
“Ironscales and Barracuda are the mid-market focused choices most reviewers highlight today.” Muse Glimmer 30B · paraphrase prompt · alternative
Comparisons are drawn for the top eight products in each category, each against each. The output is the models' output; nothing here is a recommendation by the index.