Virtual data rooms · October 2026 Edition
iDeals vs Datasite Diligence
Eight of fourteen models named iDeals first on the direct prompt; zero named Datasite Diligence. Both were named by all fourteen models and iDeals carries 46 labels and Datasite Diligence 53, so the shares are not directly comparable.
Named in two categories this edition.
Named in one category this edition.
First-choice share25%3%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate4%47%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#1#8A position in a field of 15; printed, not drawn.
Labels4653A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, iDeals reading right to left. Rank and label count are printed, not drawn.Firmex was named alongside these two in thirteen of the fourteen direct answers. iDeals vs Firmex · iDeals vs Peony Data Room · iDeals vs FirmRoom
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 virtual data rooms page.
By framing
How many of the fourteen models made each the first choice, per way of asking, and how many argued against it.
iDealsFirst choices, of fourteen modelsDatasite Diligence
Direct805 against Datasite Diligence
Paraphrase515 against Datasite Diligence
Comparative38
Budget-constrained006 against Datasite Diligence
Scale-constrained313 against Datasite Diligence
Negative012 against iDeals · 6 against Datasite Diligence
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 October 2026 Edition, iDeals and Datasite Diligence were named in the same answer eighty-four times, of the 108 answers naming iDeals and the 156 naming Datasite Diligence. In those answers Datasite Diligence took the first choice twenty-five times and iDeals sixteen.
Every model, every framing
The eighty-four answers behind the chart above, one cell each: where iDeals and Datasite Diligence 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 4.1 Fast | | | | | | |
| 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 | | | | | |
iDeals Datasite Diligence first choice named as an alternative argued againstblank: not namedEach cell is one answer, iDeals on the left and Datasite Diligence on the right.The direct prompt
The plain question, one answer per model, grouped by where iDeals and Datasite Diligence stood in it.
iDeals first, Datasite Diligence not the choice
8 of 14 modelsDatasite Diligence was named in the answer but not as the choice, or not at all.Claude Haiku 4.5iDeals alternatives: CapLinked, Firmex
Gemini 3.5 FlashiDeals alternatives: CapLinked, DealRoom, Firmex, ShareVault
Grok 4.1 FastFirmex, iDeals alternatives: FirmRoom, SecureDocs, ShareVault
Mistral SmallFirmex, iDeals alternatives: FirmRoom
DeepSeek V4 FlashiDeals alternatives: Firmex, SecureDocs
Kimi K2iDeals alternatives: DealRoom, FirmRoom, Firmex
MiniMax M2.5iDeals alternatives: FirmRoom, Firmex
Muse Glimmer 30BiDeals alternatives: DealRoom, FirmRoom, Firmex
Neither was the first choice, one was named
4 of 14 modelsThe answer put something else first and named one of the two as an alternative.GPT-5.4 miniiDeals Virtual Data Room alternatives: Clinked, Datasite Diligence, Firmex, SecureDocs
Perplexity SonarFirmex alternatives: Datasite Diligence, Papermark, SecureDocs, iDeals
Qwen 3.7 FlashFirmRoom, Firmex alternatives: iDeals
GPT-6 LunaFirmex alternatives: Datasite Diligence, DealRoom, Intralinks, iDeals
Neither was named
2 of 14 modelsThe answer made no first choice from these two in this category.Llama 4 Maverickno first choice
GLM 4.7 FlashXiDeals Virtual Data Room alternatives: Clinked, DealRoom, Firmex
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
iDeals leads by seven points.
iDeals7%#4 of 17Datasite Diligence0%#16 of 17Mid-marketThe figures above
iDeals leads by twenty-two points.
iDeals25%#1 of 15Datasite Diligence3%#8 of 15Enterprise
The order flips: Datasite Diligence leads at enterprise.
Datasite Diligence46%#1 of 10iDeals5%#5 of 10What the models said about iDeals
Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Five of six in this category shown.
“iDeals frequently appears in negative discussions regarding its business practices and administrative friction.” Qwen 3.7 Flash · negative prompt · soft negative
“Some concerns (though generally well-reviewed) - Pricing concerns” DeepSeek V4 Flash · negative prompt · soft negative
“often positioned as a strong *overall* choice, with broad use across M&A, fundraising, and life sciences, and a high review score in one comparison” Perplexity Sonar · comparative prompt · first choice
“Often positioned as a strong all-around choice for teams that want a user-friendly VDR with broad functionality and more transparent pricing” GPT-5.4 mini · comparative prompt · first choice
“The mid-market leaders (iDeals, FirmEx, FirmRoom, SecureDocs, Papermark) offer strong security and features at flat-rate pricing” DeepSeek V4 Flash · scale prompt · first choice
What the models said about Datasite Diligence
Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Six of eight in this category shown.
“What to Avoid ... Enterprise providers like Datasite or Intralinks: $5,000–$50,000+ per deal” Kimi K2 · budget prompt · hard negative
“Avoid legacy per-page pricing (Intralinks, Datasite) unless doing large cross-border deals.” Kimi K2 · direct prompt · hard negative
“Avoid legacy providers like Datasite and Intralinks” DeepSeek V4 Flash · budget prompt · hard negative
“Built around M&A workflows, with AI-assisted document search and review, redaction, Q&A, and deal tools. A strong candidate when handling a large room or many bidders.” GPT-6 Luna · comparative prompt · first choice
“Choose Intralinks/Datasite if: You're working on a large M&A deal where your counterparty (investment bank) mandates it” Kimi K2 · comparative prompt · first choice
“Best for large enterprise M&A and complex, high-value transactions... considered the enterprise standard for M&A” Mistral Small · comparative prompt · first choice
Also compared
iDeals vs FirmexiDeals vs Peony Data RoomiDeals vs FirmRoomiDeals vs SecureDocsiDeals vs PapermarkiDeals vs AnsaradaFirmex vs Datasite DiligencePeony Data Room vs Datasite DiligenceFirmRoom vs Datasite DiligenceSecureDocs vs Datasite DiligencePapermark vs Datasite DiligenceAnsarada vs Datasite DiligenceAll twenty-eight head-to-head pages and the full virtual data rooms 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.