SaaS security posture management · November 2026 Edition
Wing Security vs Obsidian Security
Five of fourteen models named Wing Security first on the direct prompt; two named Obsidian Security. Wing Security was named by thirteen of the fourteen models and Obsidian Security by fourteen and Wing Security carries 29 labels and Obsidian Security 43, so the shares are not directly comparable.
Named in one category this edition.
Named in three categories this edition.
First-choice share28%7%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate7%19%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#1#3A position in a field of 11; printed, not drawn.
Labels2943A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, Wing Security reading right to left. Rank and label count are printed, not drawn.AppOmni was named alongside these two in nine of the fourteen direct answers. Wing Security vs Nudge Security · Wing Security vs AppOmni · Wing Security vs Adaptive Shield
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 saas security posture management page.
By framing
How many of the fourteen models made each the first choice, per way of asking, and how many argued against it.
Wing SecurityFirst choices, of fourteen modelsObsidian Security
Direct52
Paraphrase222 against Obsidian Security
Comparative00
Budget-constrained801 against Obsidian Security
Scale-constrained00
Negative002 against Wing Security · 5 against Obsidian Security
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, Wing Security and Obsidian Security were named in the same answer forty times, of the 82 answers naming Wing Security and the 117 naming Obsidian Security. In those answers Obsidian Security took the first choice three times and Wing Security fourteen.
Every model, every framing
The eighty-four answers behind the chart above, one cell each: where Wing Security and Obsidian Security 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 | | | | | |
Wing Security Obsidian Security first choice named as an alternative argued againstblank: not namedEach cell is one answer, Wing Security on the left and Obsidian Security on the right.The direct prompt
The plain question, one answer per model, grouped by where Wing Security and Obsidian Security stood in it.
Wing Security first, Obsidian Security an alternative
5 of 14 modelsObsidian Security was named in the answer but not as the choice, or not at all.Claude Haiku 4.5Wing Security alternatives: Adaptive Shield, Grip Security, Obsidian Security
Perplexity SonarWing Security alternatives: Adaptive Shield, AppOmni, CrowdStrike Falcon Shield, Grip Security, Obsidian Security, Valence Security
DeepSeek V4 FlashWing Security alternatives: Adaptive Shield, Obsidian Security, Valence Security
Llama 4 MaverickWing Security alternatives: AppOmni, CrowdStrike, Obsidian Security
Muse Glimmer 30BGrip Security, Wing Security alternatives: Adaptive Shield / CrowdStrike Falcon Shield, AppOmni, Obsidian Security, SpinOne
Obsidian Security first, Wing Security an alternative
2 of 14 modelsWing Security was named in the answer but not as the choice, or not at all.Gemini 3.5 FlashObsidian Security alternatives: Adaptive Shield, DoControl, Grip Security, Wing Security
GLM 4.7 FlashXAdaptive Shield, Obsidian Security alternatives: Microsoft Defender for Cloud Apps
Neither was the first choice, one was named
3 of 14 modelsThe answer put something else first and named one of the two as an alternative.Mistral SmallAdaptive Shield, AppOmni alternatives: BetterCloud, Obsidian Security
Qwen 3.7 FlashNudge Security alternatives: AppOmni, CrowdStrike Falcon Shield, Grip Security, Obsidian Security
MiniMax M2.5Valence Security alternatives: Adaptive Shield, AppOmni, Obsidian Security
Neither was named
4 of 14 modelsThe answer made no first choice from these two in this category.GPT-5.4 miniAdaptive Shield alternatives: Netskope SSPM, Valence Security, Zluri
Grok 4.20Nudge Security alternatives: AppOmni, Valence Security
Kimi K2CrowdStrike Falcon Shield, SpinOne, SpinSPM alternatives: AppOmni
GPT-6 LunaCrowdStrike Falcon Shield alternatives: AppOmni, Valence Security
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
Wing Security leads by twenty-five points.
Wing Security29%#1 of 16Obsidian Security4%#10 of 16Mid-marketThe figures above
Wing Security leads by twenty points.
Wing Security28%#1 of 11Obsidian Security7%#3 of 11Enterprise
The order flips: Obsidian Security leads at enterprise.
Obsidian Security6%#3 of 16Wing Security0%#16 of 16What the models said about Wing Security
Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Five of six in this category shown.
“Nudge Security, Wing Security, and Grip Security can be appropriate when shadow IT and identity-adjacent discovery are the primary problem” Perplexity Sonar · negative prompt · soft negative
“Good for shadow IT discovery, but be cautious if you need deep posture management” Kimi K2 · negative prompt · soft negative
“Choose Wing Security or Grip Security if you want lower-friction pricing, strong shadow-SaaS/AI-app discovery and self-service onboarding typical for mid-market budgets.” Muse Glimmer 30B · direct prompt · first choice
“For most limited-budget companies, Wing Security's free tier or BetterCloud's $1/user plan provides 80% of the value at a fraction of the cost.” Kimi K2 · budget prompt · first choice
“Wing Security's free inventory/discovery version is the lowest-cost way to get an initial SaaS estate view before committing to a paid posture module.” Muse Glimmer 30B · budget prompt · first choice
What the models said about Obsidian Security
Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Six of eight in this category shown.
“Avoid enterprise-first platforms like AppOmni, Obsidian Security (paid tier), and CrowdStrike Falcon SSPM if you're a small business.” Muse Glimmer 30B · negative prompt · hard negative
“it also has a significant negative rate (64% negative feedback) and is flagged as a criticized challenger” Mistral Small · negative prompt · hard negative
“having a high negative share on labels, indicating that it may not be a reliable choice” Llama 4 Maverick · negative prompt · hard negative
“Adaptive Shield or Obsidian Security offer the best balance of features, usability, and value” GLM 4.7 FlashX · direct prompt · first choice
“or Obsidian Security if you need mature threat detection alongside posture management” Claude Haiku 4.5 · paraphrase prompt · first choice
“Obsidian Security — *Best Overall for Posture + Threat Detection*” Gemini 3.5 Flash · direct prompt · first choice
Also compared
Wing Security vs Nudge SecurityWing Security vs AppOmniWing Security vs Adaptive ShieldWing Security vs CrowdStrike Falcon ShieldWing Security vs Grip SecurityWing Security vs Valence SecurityNudge Security vs Obsidian SecurityObsidian Security vs AppOmniObsidian Security vs Adaptive ShieldObsidian Security vs CrowdStrike Falcon ShieldObsidian Security vs Grip SecurityObsidian Security vs Valence SecurityAll twenty-eight head-to-head pages and the full SSPM 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.