Two of fourteen models named Check Point Harmony Email & Collaboration first on the direct prompt; one named Proofpoint Email Protection. Both were named by all fourteen models and Check Point Harmony Email & Collaboration carries 35 labels and Proofpoint Email Protection 57, so the shares are not directly comparable.
Named in one category this edition.
Named in two categories 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, Check Point Harmony Email & Collaboration and Proofpoint Email Protection were named in the same answer seventy-eight times, of the 90 answers naming Check Point Harmony Email & Collaboration and the 187 naming Proofpoint Email Protection. In those answers Proofpoint Email Protection took the first choice twenty times and Check Point Harmony Email & Collaboration ten.
| 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. Four of five in this category shown.
“Weak DLP (Data Loss Prevention) capabilities - Steep learning curve for administrators” DeepSeek V4 Flash · negative prompt · soft negative
“Best Overall SMB Protection: Avanan (by Check Point) ... consistently ranks as one of the best "set-it-and-forget-it" platforms” Gemini 3.5 Flash · budget prompt · first choice
“Consider Abnormal Security or Avanan. API integrations avoid MX record routing complexity” Gemini 3.5 Flash · comparative prompt · first choice
“Go with Avanan or Abnormal Security. Both take under 15 minutes to demo/deploy via API” Gemini 3.5 Flash · 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.
“Pure "MX-Record Only" Secure Email Gateways (SEGs) for Cloud Email ... Traditional SEGs (like older implementations of Proofpoint, Mimecast, or Cisco)” Gemini 3.5 Flash · negative prompt · soft negative
“Unlike legacy Secure Email Gateways (SEGs) like Mimecast or Proofpoint Enterprise, ICES solutions deploy via cloud APIs in minutes” Gemini 3.5 Flash · paraphrase prompt · soft negative
“Use Caution with Proofpoint/Mimecast unless you have a dedicated security operations center (SOC) to manage their complexity.” Qwen 3.7 Flash · negative prompt · soft negative
“Proofpoint Essentials ~$3.03/user/mo is the most frequently recommended "best overall" for small business.” Muse Glimmer 30B · budget prompt · first choice
“Proofpoint is widely considered the gold standard for heavy-duty email security in large organizations.” Qwen 3.7 Flash · comparative prompt · first choice
“Start with Proofpoint, Microsoft Defender for Office 365, or IRONSCALES for a 500-person company” GLM 4.7 FlashX · scale prompt · first choice
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.