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Email security · November 2026 Edition
Check Point Harmony Email & Collaboration vs Proofpoint Email Protection
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.
First-choice share8%6%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate3%26%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#4#6A position in a field of 9; printed, not drawn.
Labels3557A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, Check Point Harmony Email & Collaboration reading right to left. Rank and label count are printed, not drawn.Microsoft Defender for Office 365 was named alongside these two in ten of the fourteen direct answers. Microsoft Defender for Office 365 vs Check Point Harmony Email & Collaboration · Microsoft Defender for Office 365 vs Proofpoint Email Protection · Abnormal AI vs Check Point Harmony Email & Collaboration
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.
By framing
How many of the fourteen models made each the first choice, per way of asking, and how many argued against it.
Check Point Harmony Email & CollaborationFirst choices, of fourteen modelsProofpoint Email Protection
Direct213 against Proofpoint Email Protection
Paraphrase103 against Proofpoint Email Protection
Comparative14
Budget-constrained111 against Proofpoint Email Protection
Scale-constrained011 against Proofpoint Email Protection
Negative001 against Check Point Harmony Email & Collaboration · 7 against Proofpoint Email Protection
Bars are first choices, 0 to 14 each sideModels that argued againstA model can name both, so the two sides of a row do not sum to fourteen.
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.
Every model, every framing
The eighty-four answers behind the chart above, one cell each: where Check Point Harmony Email & Collaboration and Proofpoint Email Protection stood in it.
| 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 | | | | | |
Check Point Harmony Email & Collaboration Proofpoint Email Protection first choice named as an alternative argued againstblank: not namedEach cell is one answer, Check Point Harmony Email & Collaboration on the left and Proofpoint Email Protection on the right.The direct prompt
The plain question, one answer per model, grouped by where Check Point Harmony Email & Collaboration and Proofpoint Email Protection stood in it.
Check Point Harmony Email & Collaboration first, Proofpoint Email Protection an alternative
2 of 14 modelsProofpoint Email Protection was named in the answer but not as the choice, or not at all.Gemini 3.5 FlashAbnormal AI, Check Point Harmony Email & Collaboration alternatives: Microsoft Defender for Office 365, Mimecast Email Security, Proofpoint Email Protection
MiniMax M2.5Check Point Harmony Email & Collaboration, IRONSCALES alternatives: Abnormal AI, Mimecast Email Security, Proofpoint Email Protection
Proofpoint Email Protection first, Check Point Harmony Email & Collaboration an alternative
1 of 14 modelsCheck Point Harmony Email & Collaboration was named in the answer but not as the choice, or not at all.Qwen 3.7 FlashProofpoint Email Protection alternatives: Abnormal AI, Check Point Harmony Email & Collaboration, IRONSCALES, Mimecast Email Security
Neither was the first choice, one was named
8 of 14 modelsThe answer put something else first and named one of the two as an alternative.GPT-5.4 miniMicrosoft Defender for Office 365, Mimecast Email Security alternatives: Barracuda Email Protection, IRONSCALES, Proofpoint Email Protection
Perplexity SonarMicrosoft Defender for Office 365 alternatives: Abnormal AI, Barracuda Email Protection, Check Point Harmony Email & Collaboration
Grok 4.20Microsoft Defender for Office 365 alternatives: Abnormal AI, Mimecast Email Security, Proofpoint Email Protection
Mistral SmallMicrosoft Defender for Office 365 alternatives: Barracuda Email Protection, Check Point Harmony Email & Collaboration
Kimi K2Mimecast Email Security alternatives: Abnormal AI, Barracuda Email Protection, IRONSCALES, Microsoft Defender for Office 365, Proofpoint Email Protection
GLM 4.7 FlashXMimecast Email Security alternatives: Abnormal AI, Barracuda Email Protection, Microsoft Defender XDR, Proofpoint Email Protection
GPT-6 LunaAbnormal AI alternatives: Check Point Harmony Email & Collaboration, Microsoft Defender for Office 365
Muse Glimmer 30BIRONSCALES alternatives: Abnormal AI, Barracuda Email Protection, Microsoft Defender for Office 365, Mimecast Email Security, Proofpoint Email Protection
Neither was named
3 of 14 modelsThe answer made no first choice from these two in this category.Claude Haiku 4.5no first choice
DeepSeek V4 FlashAbnormal AI, Microsoft Defender for Office 365 alternatives: Hornetsecurity 365 Total Protection, Mimecast Email Security
Llama 4 MaverickMicrosoft Defender for Office 365 alternatives: Barracuda Email Protection, ContentCatcher, SpamTitan
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.
By buyer segment
The same question asked on behalf of a different buyer. Each standing is computed within its segment and they are never added together. The figures above are the mid-market standing, which is the one the category orders by.
Small business
Check Point Harmony Email & Collaboration leads by two points.
Check Point Harmony Email & Collaboration6%#4 of 10Proofpoint Email Protection4%#7 of 10Mid-marketThe figures above
Check Point Harmony Email & Collaboration leads by two points.
Check Point Harmony Email & Collaboration8%#4 of 9Proofpoint Email Protection6%#6 of 9Enterprise
The order flips: Proofpoint Email Protection leads at enterprise.
Proofpoint Email Protection41%#1 of 10Check Point Harmony Email & Collaboration4%#5 of 10What the models said about Check Point Harmony Email & Collaboration
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
What the models said about Proofpoint Email Protection
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
Also compared
Microsoft Defender for Office 365 vs Check Point Harmony Email & CollaborationMicrosoft Defender for Office 365 vs Proofpoint Email ProtectionAbnormal AI vs Check Point Harmony Email & CollaborationAbnormal AI vs Proofpoint Email ProtectionMimecast Email Security vs Check Point Harmony Email & CollaborationMimecast Email Security vs Proofpoint Email ProtectionCheck Point Harmony Email & Collaboration vs IRONSCALESCheck Point Harmony Email & Collaboration vs Barracuda Email ProtectionIRONSCALES vs Proofpoint Email ProtectionProofpoint Email Protection vs Barracuda Email ProtectionAll twenty-one head-to-head pages and the full email security standing
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.