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Index › IT › Security operations › BAS › Pentera vs Infection Monkey
Breach and attack simulation · November 2026 Edition

Pentera vs Infection Monkey

Zero of fourteen models named Pentera first on the direct prompt; zero named Infection Monkey. Pentera was named by fourteen of the fourteen models and Infection Monkey by nine and Pentera carries 39 labels and Infection Monkey 11, so the shares are not directly comparable.

Pentera

criticized challenger

Named in three categories this edition.

Infection Monkey

accepted challenger

Named in one category this edition.

First-choice share4%2%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate33%9%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#7#8A position in a field of 13; printed, not drawn.
Labels3911A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, Pentera reading right to left. Rank and label count are printed, not drawn.Picus Security Validation Platform was named alongside these two in thirteen of the fourteen direct answers. Cymulate vs Pentera · Cymulate vs Infection Monkey · Picus Security Validation Platform vs Pentera

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 breach and attack simulation page.

By framing

How many of the fourteen models made each the first choice, per way of asking, and how many argued against it.
PenteraFirst choices, of fourteen modelsInfection Monkey
Direct001 against Pentera
Paraphrase103 against Pentera
Comparative00
Budget-constrained014 against Pentera · 1 against Infection Monkey
Scale-constrained10
Negative005 against Pentera
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, Pentera and Infection Monkey were named in the same answer twenty-three times, of the 133 answers naming Pentera and the 39 naming Infection Monkey. In those answers Infection Monkey took the first choice six times and Pentera zero.

Every model, every framing

The eighty-four answers behind the chart above, one cell each: where Pentera and Infection Monkey stood in it.
ModelDirectIMParaphraseIMComparativeIMBudget-constrainedIMScale-constrainedIMNegativeIM
Claude Haiku 4.5
GPT-5.4 miniIM
Gemini 3.5 FlashIM
Perplexity Sonar
Grok 4.20IM
Mistral Small
DeepSeek V4 Flash
Llama 4 Maverick
Qwen 3.7 Flash
Kimi K2IMIM
GLM 4.7 FlashXIMIM
MiniMax M2.5IM
GPT-6 Luna
Muse Glimmer 30BIM
PenteraIM Infection Monkey first choice named as an alternative argued againstblank: not namedEach cell is one answer, Pentera on the left and Infection Monkey on the right.

The direct prompt

The plain question, one answer per model, grouped by where Pentera and Infection Monkey stood in it.

Neither was the first choice, one was named

6 of 14 modelsThe answer put something else first and named one of the two as an alternative.
Claude Haiku 4.5Cymulate alternatives: Pentera, Picus Security Validation Platform, Validato
Gemini 3.5 FlashCymulate alternatives: Pentera, Picus Security Validation Platform
Grok 4.20Cymulate alternatives: Pentera, Picus Security Validation Platform
Mistral SmallCymulate, Picus Security Validation Platform alternatives: Pentera, Sakeon
Kimi K2Cymulate, Picus Security Validation Platform alternatives: AttackIQ, Pentera
MiniMax M2.5Cymulate, Picus Security Validation Platform alternatives: Pentera

Neither was named

8 of 14 modelsThe answer made no first choice from these two in this category.
GPT-5.4 miniCymulate alternatives: Picus Security Validation Platform
Perplexity SonarCymulate alternatives: AttackIQ, Horizon3.ai NodeZero, Picus Security Validation Platform
DeepSeek V4 FlashCymulate alternatives: AttackIQ, Picus Security Validation Platform
Llama 4 Maverickno first choice
Qwen 3.7 FlashPicus Security Validation Platform alternatives: AttackIQ, SafeBreach
GLM 4.7 FlashXCymulate alternatives: AttackIQ, Picus Security Validation Platform, SafeBreach
GPT-6 LunaCymulate alternatives: AttackIQ Flex, Picus Security Validation Platform
Muse Glimmer 30BCymulate alternatives: AttackIQ, Picus Security Validation Platform

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
Infection Monkey leads by ten points.
Infection Monkey12%#4 of 11
Pentera2%#7 of 11
The full small business standing →
Mid-marketThe figures above
The order flips: Pentera leads at mid-market.
Pentera4%#7 of 13
Infection Monkey2%#8 of 13
The full mid-market standing →
Enterprise
Pentera leads by seven points.
Pentera7%#5 of 8
Infection Monkey0%#– of 8
The full enterprise standing →

What the models said about Pentera

Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Six of eight in this category shown.

“Received a 70% negative rate in small business recommendations, indicating significant user dissatisfaction” Mistral Small · negative prompt · hard negative
“Avoid committing immediately to platforms such as SafeBreach, Pentera, or Mandiant” Perplexity Sonar · budget prompt · hard negative
“What to avoid if budget is tiny - Pentera (~$75k+/year)” DeepSeek V4 Flash · budget prompt · hard negative
“I recommend Pentera as the top security control validation tool for a mid-sized B2B company.” Grok 4.20 · paraphrase prompt · first choice
“Pentera: Highly automated, focuses heavily on remediation workflows and risk scoring.” Qwen 3.7 Flash · scale prompt · first choice
“Pentera (formerly Pcysys) built its platform around automated, agentless validation of internal and external attack surfaces” Claude Haiku 4.5 · direct prompt · alternative

What the models said about Infection Monkey

Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Four of five in this category shown.

“it's generally less polished and more DIY than commercial platforms” GPT-5.4 mini · budget prompt · soft negative
“Infection Monkey is the easiest free option for hands-on breach simulation and lateral movement mapping.” Muse Glimmer 30B · budget prompt · first choice
“Free for basic use; focuses on lateral movement, breach simulation, and self-propagation testing.” Grok 4.20 · budget prompt · alternative
“Cost: Free (GPL-3.0) ... Tests network segmentation and lateral movement” Kimi K2 · budget prompt · alternative
Also compared
Cymulate vs PenteraCymulate vs Infection MonkeyPicus Security Validation Platform vs PenteraPicus Security Validation Platform vs Infection MonkeyAttackIQ Flex vs PenteraAttackIQ Flex vs Infection MonkeyMITRE Caldera vs PenteraMITRE Caldera vs Infection MonkeyAtomic Red Team vs PenteraAtomic Red Team vs Infection MonkeyAttackIQ vs PenteraAttackIQ vs Infection MonkeyAll twenty-eight head-to-head pages and the full BAS 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.