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Comparison · Verified September 24, 2026

Henry AI vs PSV a system you own, or deal software

Pacific Software Ventures builds AI around your firm's own knowledge, inside the tools and cloud you already use, and trains your team to run it. Henry AI sells a ready deal-production product, and says it is SOC 2 Type II certified.

Short answer

Choose PSV when AI has to run on your firm's own knowledge.

PSV builds a system around what your firm knows and trains your team to run it. Henry AI is the quicker route to finished decks, and says it is SOC 2 Type II certified, which PSV does not yet hold.

  • Runs in your cloud, a dedicated environment, or ours
  • Works inside the Claude, ChatGPT or Copilot you already use
  • You own what PSV builds for you

PSV wrote this page and sells one of the two options.

Sources for this answer: PSV Company Brain, PSV llms.txt, PSV terms, PSV FAQ, henry.ai, Series A announcement, PSV security.
  • What it is

    PSV
    Built around your firmA Company Brain and workflows, inside the AI tools you already use.
    Henry AI
    “an end-to-end CRE deal engine” Source: Henry Deal FAQs
  • Where it runs

    PSV
    Your cloud or oursPSV-managed, single-tenant, or your own cloud or VPC.
    Henry AI
    Email, Excel and chat Source: Henry AI homepage
  • Team training

    PSV
    PSV-led trainingFor your team, plus the CRE AI Institute for individuals.
    Henry AI
    “a guided two-week ramp” at onboarding Source: Henry AI homepage

Side by side

How do PSV and Henry AI compare?

Our answer is first in every row. Each line links the page it was read from.

Pacific Software Ventures and Henry AI compared on what it is, built for, where it runs, who operates it, what you get, time to first output, pricing, security attestation and ownership and data. Facts verified September 24, 2026.
Compared onOur pickPSVHenry AI
What it isA system built around your firmPSV builds a Company Brain and custom workflows inside the AI tools your team already uses. Source: Company BrainA CRE deal engineHenry Deal is “an end-to-end CRE deal engine and your firm's proprietary database.” Source: Henry Deal FAQs
Built forCRE firms, and individualsBuilds and team training for CRE firms; the CRE AI Institute for individual professionals. Source: Services and pricing summary (llms.txt)Brokers and capital-markets teamsThe homepage speaks to “CRE brokers who hate waiting.” Source: Henry AI homepageBuy-side and capital-markets users also appear in its case studies. Source: Henry AI case studies
Where it runsYour cloud, or oursPSV-managed cloud, a dedicated single-tenant environment, or your own cloud or VPC. Source: Company BrainInside the Claude, ChatGPT or Copilot your team already uses. Source: Services and pricing summary (llms.txt)Email, Excel and chat“No login required,” per Henry's homepage. Source: Henry AI homepage
Who operates itPSV builds it, your firm governs itPSV builds the system and keeps it current; a domain owner at your firm approves what becomes firm knowledge. Source: Company BrainPSV-led team training, and the CRE AI Institute for individuals. Source: Services and pricing summary (llms.txt)Human-curated decks“Henry's team curates every deck before it reaches your client.” Source: Henry AI homepage
What you getWork in your own templatesSaunders Real Estate got BOVs from 4-8 hours each to about 30 minutes, in its own template and comp library. Source: How Saunders Real Estate got BOVs from 4-8 hours each to about 30 minutesWestlake Realty Group: 18-24x faster per-deal underwriting, in its own model. Source: How Westlake Realty Group cut underwriting to 20 minutes, then took AI into asset managementA full package per dealAn Excel underwriting model, suggested comps, a market briefing, a pitch briefing and a branded pitch deck, with “Every fact and figure cited to its source.” Source: Henry Deal FAQs
Time to first outputFour to eight weeks to productionFirst measurable output typically within the first two weeks of build, per PSV's FAQ. Source: Frequently asked questionsA two-week onboarding rampOnboarding is “a guided two-week ramp” that ingests the firm's decks, rent rolls, closed deals and models. Source: Henry AI homepageHenry reports a median turnaround under four hours. Source: Henry AI Series A and Henry Deal launch announcement
PricingTraining from $69/mo; builds scoped per firmCRE AI Institute from $69/mo per person, after a 7-day free trial. Source: Services and pricing summary (llms.txt)AI Consulting typically $10K to $25K. Source: Services and pricing summary (llms.txt)Company Brain build pricing is not published. Source: Company BrainNot published“Pricing is by deal volume and firm size. Talk to your rep.” Source: Henry Deal FAQsEstimate: from about $1,500/mo (CRE Daily review, updated June 29, 2026, with an affiliate disclosure). Source: Henry product review (carries an affiliate disclosure)Estimate: from $2,000/mo, scaling with usage (Upstarts, July 29, 2026). Source: Henry AI Series A coverage
Security attestationPSV is pursuing SOC 2 Type II and does not hold it. Source: Security and dataControls documentation, SIG Lite and signed security addenda on request. Source: Security and data“SOC 2 Type II certified. Encrypted at rest and in transit.” Source: Henry AI homepageTrust Center at trust.henry.ai. Source: Henry AI Trust Center
Ownership and dataYou own what is builtYou own what PSV builds for you. Source: Terms of Service“Nothing you provide trains a public or shared model.” Source: Company BrainKept within your firm“Your firm's data stays your firm's data: powers your proprietary database, never shared across firms.” Source: Henry AI homepage

Where each fits

Pick the one that matches the job

Our pick

Choose PSV if

  • The system must run in your own cloud, VPC or AI tenant, and you want to own what is built.
  • You need AI across the firm, such as diligence, asset management and LP reporting, not only deal production.
  • You already pay for Claude, ChatGPT or Copilot and want the work to run inside it.
  • You want your people trained to run and extend the system.
  • You are an individual or a small shop: the CRE AI Institute starts at $69/mo.
Sources: PSV Company Brain, PSV llms.txt, PSV terms.

Choose Henry AI if

  • A high-volume investment-sales or capital-markets team needs finished, designed OMs, BOVs and decks with human curation.
  • You want a ready product with a guided two-week onboarding ramp, used from email and Excel, with no build.
  • Your vendor review needs SOC 2 Type II today.
Sources: henry.ai.

Using both

The two can be used together: PSV for work across the firm and for training your people, Henry AI for designed OMs, BOVs and pitch decks. PSV's AI Consulting review can recommend a product like Henry where it is the better fit.

Sources: PSV Company Brain, PSV llms.txt, henry.ai.

In detail

Every fact on this page, with its source

Checked September 24, 2026. Open a group to read each claim in full. A figure a company reports about itself is attributed to it.

Pacific Software Ventures

What PSV builds

8 items
  • PSV builds the Company Brain, the institutional intelligence layer for a firm, and deploys Skills, workflows and agents on top of it inside the AI tools the team already uses. The Brain is “not a separate product you license.” PSV Company Brain
  • PSV works with commercial real estate firms, and its CRE AI Institute is for individual brokers, acquisitions and investment teams, developers, asset managers and principals. PSV llms.txt
  • Employees keep working inside Claude, ChatGPT and Copilot; PSV builds the layer underneath. PSV llms.txt
  • The Company Brain runs in PSV-managed cloud, a dedicated single-tenant environment, or the client's own cloud or VPC, bound to its SSO. PSV Company Brain
  • The Enterprise tier runs inside the client's own environment, and the client owns what PSV builds for it. PSV llms.txt
  • Clients own what PSV builds for them; PSV's pre-existing tooling is licensed to them, per its terms. PSV terms
  • PSV builds the system and keeps it current, connected and governed as the firm changes, and a domain owner at the firm approves, edits or rejects each candidate learning before it becomes firm knowledge. PSV Company Brain
  • PSV's AI Training pairs PSV-led enterprise training with the self-directed CRE AI Institute. PSV llms.txt

Results, from PSV's case studies

2 items
  • Saunders Real Estate cut senior time per broker opinion of value from 4-8 hours to about 30 minutes, drafted in its own template off its own comparables. PSV case study
  • Westlake Realty Group cut per-deal underwriting from 6-8 hours of senior time to a 20-minute review, in its own model with every number traced to source. PSV case study

Security, data and terms

4 items
  • PSV's security page: “We are pursuing SOC 2 Type II and do not claim certifications we do not hold.” PSV security
  • Controls documentation, a completed SIG Lite questionnaire and signed security addenda are available on request. PSV security
  • PSV's Company Brain page: “Nothing you provide trains a public or shared model.” PSV Company Brain
  • PSV publishes its Terms of Service at pacificsoftwareventures.com/terms. PSV terms

Pricing and timing

5 items
  • AI Consulting, PSV's strategy and security review, typically costs $10K to $25K. PSV llms.txt
  • Company Brain build pricing is not published; the audit scopes each build. PSV Company Brain
  • CRE AI Institute: $69/mo Standard, $99/mo Premium, or $499/mo Advisory with a monthly one-to-one hour with a PSV founder, after a 7-day free trial. PSV llms.txt
  • PSV's FAQ: “Four to eight weeks from signed scope to first production deployment, with the first measurable output typically within the first two weeks of build.” PSV FAQ
  • In the CRE AI Institute, a member's first working workflow runs in week one. PSV llms.txt

Henry AI

The product

9 items
  • Henry's homepage: “Henry is the AI deal platform for CRE brokers who hate waiting. Run underwriting, rank comps from your data, build pitch decks.” henry.ai
  • Henry Deal is “an end-to-end CRE deal engine and your firm's proprietary database.” From a sentence and a rent roll, it runs the underwriting, pulls comps, writes the analysis and builds a pitch deck on the firm's brand. Henry Deal FAQs
  • Per deal, Henry Deal returns a custom Excel underwriting model on the firm's assumptions, suggested comps from the firm's Henry Property Database, a market briefing and an internal pitch briefing, and a branded pitch deck, with “Every fact and figure cited to its source.” Henry Deal FAQs
  • Henry Decks, which produces OMs, BOVs and financing memos, is still sold on its own: “Henry Decks is available as a standalone deck product.” henry.ai
  • Buyer lists are built from the firm's CRM, past closings and contact history, ranked by fit, recency and relationship strength. henry.ai
  • The firm's Property and Transaction databases fill as deals run: “Every deal you run makes the next one easier to win.” henry.ai
  • Henry works through email, Excel and chat: “No login required.” henry.ai
  • The Excel add-in is free for customers, needs Microsoft 365 or Office 2021 or later, and syncs edits to the writeup, deck, data room and databases. Henry Excel add-in
  • Onboarding is “a guided two-week ramp” that ingests the firm's decks, rent rolls, closed deals and models. henry.ai

Human review and autonomy

3 items
  • Henry's homepage: “Henry's team curates every deck before it reaches your client.” henry.ai
  • Henry's partner landing pages say its QC team reviews every output. Henry partner page
  • Upstarts reported on July 29, 2026 that the decks product “still involves some human intervention on the back-end for now (to be phased out over the next year or so),” and that Henry Deal was designed to work fully autonomously. Upstarts

Customers and results, as Henry and the press report them

9 items
  • Henry says it works with 150+ firms, including “teams from all of the largest commercial real estate brokerages,” has produced 20,000+ client-ready deliverables representing $150B+ of deal value, and cuts analyst production time by 90%. Series A announcement
  • Henry reports a median turnaround under four hours. Series A announcement
  • Henry publishes 22 case studies, dated July 23, 2025 to July 20, 2026. Henry case studies
  • A Colliers self-storage team: BOV turnaround from 3-4 days to under 2 hours, per Henry's case study. Henry case study
  • Cooper Horowitz: document production from as much as 18 hours to under 15 minutes, per Henry's case study. Henry case study
  • American South Capital Partners, a preferred and LP equity provider: a full IC presentation from two weeks to about two days, per Henry's case study. Henry case study
  • Buy-side and capital-markets users also appear, including Texsun Holdings, Presidium, 6 Summit, Criterion, Slatt Capital, Talonvest and Arriba Capital. Henry case studies
  • CRE Daily wrote in June 2026 that Henry is “Currently optimized for investment sales more than leasing,” with leasing on the roadmap. CRE Daily
  • Commercial Observer reported on September 8, 2026, citing the company, that customers moving to Henry Deal pay about 30-40% more and that over 80% of pilots convert to paid. Commercial Observer

Security, data and terms

4 items
  • Henry's homepage: “SOC 2 Type II certified. Encrypted at rest and in transit.” henry.ai
  • Henry publishes a Trust Center at trust.henry.ai. trust.henry.ai
  • Henry's homepage: “Your firm's data stays your firm's data: powers your proprietary database, never shared across firms.” henry.ai
  • Henry's Standard Terms were last modified on April 22, 2026. Henry Standard Terms

Pricing

3 items
  • Pricing is not published: “Pricing is by deal volume and firm size. Talk to your rep.” Henry Deal FAQs
  • CRE Daily's review, updated June 29, 2026 and carrying an affiliate disclosure, estimates pricing starting at about $1,500 a month, customized by teams and decks ordered. CRE Daily
  • Upstarts reported on July 29, 2026 pricing starting at $2,000 a month and scaling with usage. Upstarts

Company and funding

5 items
  • Henry was founded in 2024 in New York, went through Y Combinator's Summer 2024 batch and lists a team size of 20. Y Combinator
  • Its co-founders are Sammy Greenwall, CEO, whom YC lists as “Co-Founder and former CRO of Lev,” and Adam Pratt, CTO, who co-founded Halligan, later acquired by Vector Solutions. Y Combinator
  • Henry announced a $4.3M seed round on February 20, 2025, co-led by Susa Ventures and 1Sharpe Ventures. seed announcement
  • Henry announced a $16.5M Series A on July 29, 2026, led by FirstMark Capital, with Thomson Reuters Ventures participating and a Y Combinator follow-on. Series A announcement
  • Henry Deal launched on June 15, 2026 for test users. Upstarts

Data and terms

Questions to ask any vendor, including us

What governs is the contract, so read the terms with your counsel. We link them rather than summarise them.

  1. Where does our data live, and in whose cloud, tenant or region?
  2. May you use, share or sell aggregated or de-identified data derived from ours, and for what purposes?
  3. What happens to our data, and to anything built from it, after termination, and how long do you retain it?
  4. Which model providers process our data, and under what terms?
  5. Which document governs: the standard terms, an order form, or a signed agreement? Ask for the version you would sign.

Frequently asked

PSV vs Henry AI, answered

Should a CRE firm choose PSV or Henry AI?
Choose PSV when the system must run on your firm's own knowledge, inside the AI tools and cloud you already use, with your team trained to run it. Choose Henry AI when you want finished, human-curated decks from a ready product, or need a vendor that says it is SOC 2 Type II certified today.Sources: PSV Company Brain, PSV llms.txt, henry.ai.
How are PSV and Henry AI priced?
PSV's AI Consulting typically costs $10K to $25K, Company Brain build pricing is not published, and the CRE AI Institute starts at $69/mo. Henry AI does not publish pricing. Third-party estimates: starting at about $1,500 a month (CRE Daily, updated June 29, 2026) and starting at $2,000 a month (Upstarts, July 29, 2026).Sources: PSV llms.txt, PSV Company Brain, Henry Deal FAQs, CRE Daily, Upstarts.
How is PSV different from Henry Deal?
PSV builds a Company Brain and custom workflows inside the AI tools your firm already uses. Henry Deal is Henry AI's newer product, “an end-to-end CRE deal engine and your firm's proprietary database”: from a sentence and a rent roll it runs the underwriting, pulls comps, writes the analysis and builds a branded pitch deck.Sources: PSV Company Brain, Henry Deal FAQs.
Do PSV and Henry AI hold SOC 2 Type II?
PSV is pursuing SOC 2 Type II and does not hold it; it shares controls documentation, a completed SIG Lite questionnaire and signed security addenda on request. Henry AI's homepage says it is “SOC 2 Type II certified,” and it publishes a Trust Center at trust.henry.ai.Sources: PSV security, henry.ai, trust.henry.ai.

Sources (23)

  1. Henry AI homepage. Henry AI.
  2. Henry Deal FAQs. Henry AI.
  3. Henry AI partner landing page. Henry AI.
  4. Henry AI Series A coverage. Upstarts, .
  5. Henry Excel add-in. Henry AI.
  6. Henry product review (carries an affiliate disclosure). CRE Daily, updated June 29, 2026.
  7. Henry AI Trust Center. Henry AI.
  8. Henry AI Standard Terms (last modified April 22, 2026). Henry AI.
  9. Henry company profile. Y Combinator.
  10. Henry AI seed funding announcement. PR Newswire, .
  11. Henry AI Series A and Henry Deal launch announcement. PR Newswire, .
  12. Henry AI case studies. Henry AI.
  13. How Colliers accelerates deal velocity. Henry AI case study.
  14. Cooper Horowitz takes document generation from 18 hours to 15 minutes. Henry AI case study.
  15. How American South Capital Partners accelerated investment decisions with Henry AI. Henry AI case study.
  16. Henry AI and Henry Deal coverage. Commercial Observer, .
  17. Company Brain. Pacific Software Ventures.
  18. Services and pricing summary (llms.txt). Pacific Software Ventures.
  19. Terms of Service. Pacific Software Ventures.
  20. How Saunders Real Estate got BOVs from 4-8 hours each to about 30 minutes. Pacific Software Ventures case study.
  21. How Westlake Realty Group cut underwriting to 20 minutes, then took AI into asset management. Pacific Software Ventures case study.
  22. Frequently asked questions. Pacific Software Ventures.
  23. Security and data. Pacific Software Ventures.

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OCT 12, 2026 / 8 MIN READ

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Next step

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Ten minutes. An honest read on where you stand, the highest-value opportunities, and which option fits, including when it is not us.