Is Henry AI a PSV competitor?

Partly. Both put AI to work on CRE deal production, so there is overlap on underwriting, comps and marketing documents such as BOVs. They are different purchases: Henry sells a finished deal-production product that builds each firm's own property and transaction databases, with a team that curates decks, while Pacific Software Ventures builds a system around a firm's own knowledge inside the AI tools and environment the firm already uses, and trains the team to run it.

Can PSV and Henry be used together?

Yes. A firm can use Henry for designed OMs, BOVs and pitch decks, and use PSV for work across the rest of the firm, such as diligence, asset management and LP reporting, or to train its people. PSV's AI Consulting review can recommend a product like Henry where it is the better fit for deck production.

Does Henry work for buy-side firms?

Yes. Henry's homepage speaks to brokers, but its published case studies include buy-side and capital-markets users. Per Henry's case study, American South Capital Partners, a preferred and LP equity provider, cut a full IC presentation from two weeks to about two days; Texsun Holdings, Presidium, 6 Summit, Criterion, Slatt Capital, Talonvest and Arriba Capital also appear. CRE Daily wrote in June 2026 that Henry is currently optimized for investment sales more than leasing, with leasing on the roadmap.

Henry does not publish pricing. Its Henry Deal FAQ says: “Pricing is by deal volume and firm size. Talk to your rep.” Third-party estimates: starting at about $1,500 a month (CRE Daily review, updated June 29, 2026, which carries an affiliate disclosure) and starting at $2,000 a month, scaling with usage (Upstarts, July 29, 2026). Confirm current pricing with Henry.

Which one has SOC 2 Type II today?

Henry. Its homepage says it is “SOC 2 Type II certified,” and it publishes a Trust Center at trust.henry.ai. Pacific Software Ventures 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's newer product, which Henry describes as “an end-to-end CRE deal engine and your firm's proprietary database.” From a sentence and a rent roll it 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. Upstarts reported it launched for test users on June 15, 2026, and Henry announced it with its $16.5M Series A on July 29, 2026.

Comparison · Verified September 24, 2026

Henry AI vs PSV deal-production software or a system you own

Henry AI and Pacific Software Ventures both put AI to work on CRE deals, in different ways. One is a finished deal-production product; the other builds a system inside your own stack and trains your team to run it. Here is where each is the better fit, with every fact dated and sourced.

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Short answer

Henry AI is deal-production software. From a sentence and a rent roll, its Henry Deal product returns an underwriting model, comps, analysis and a branded pitch deck, and Henry says its team curates every deck before it reaches the client. It fits high-volume investment-sales and capital-markets teams that want a finished product, with a guided two-week onboarding ramp, and Henry says it is SOC 2 Type II certified. Pacific Software Ventures (PSV) builds a system around your firm's own knowledge, inside the AI tools and environment you already use, covers work across the firm, not only deal production, and trains your team to run it. PSV is pursuing SOC 2 Type II and does not hold it. The two can be used together.

Side by side

How do Henry AI and PSV compare?

Ten rows, each fact linked to its source. What Henry says about itself is marked as Henry's; third-party estimates carry their publisher and date.

Henry AI and Pacific Software Ventures compared on what each is, primary buyer, where it runs, who operates it, output per deal, data statement, pricing, security attestation, team training, and time to first output. Facts verified September 24, 2026.
Compared on	Henry AI	Pacific Software Ventures
What it is	An AI deal platform. Henry Deal is “an end-to-end CRE deal engine and your firm's proprietary database.” (Henry Deal FAQs)Henry Decks (OMs, BOVs, financing memos) is still sold standalone. (henry.ai)	A build-and-train firm. PSV builds a Company Brain and custom workflows inside the AI tools your team already uses; the Brain is “not a separate product you license.” (PSV Company Brain)
Primary buyer	The homepage speaks to “CRE brokers who hate waiting.” (henry.ai)Buy-side and capital-markets users also appear in its case studies. (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)	CRE firms, for builds and team training; individual CRE professionals, through the CRE AI Institute. (PSV llms.txt)
Where it runs	Used through email, Excel and chat: “No login required.” (henry.ai)The Excel add-in is free for customers. (Henry Excel add-in)	PSV-managed cloud, a dedicated single-tenant environment, or your own cloud or VPC. (PSV Company Brain)On the Enterprise tier it runs inside your environment and you own everything built. (PSV llms.txt)
Who operates it	“Henry's team curates every deck before it reaches your client.” (henry.ai)Upstarts (July 29, 2026) reported that decks still involve some human intervention, to be phased out, and that Henry Deal was designed to work fully autonomously. (Upstarts)	PSV builds the system and keeps it current and governed; a domain owner at your firm approves what becomes firm knowledge. (PSV Company Brain)
What you get per deal	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)	Depends on what is built. Two client examples:Saunders Real Estate got BOVs from 4-8 hours each to about 30 minutes, in its own template and comp library. (PSV case study)Westlake Realty Group cut per-deal underwriting from 6-8 hours to 20 minutes, in its own model. (PSV case study)
Data statement	“Your firm's data stays your firm's data: powers your proprietary database, never shared across firms.” (henry.ai)Standard Terms last modified April 22, 2026. (Henry Standard Terms)	“Nothing you provide trains a public or shared model.” (PSV Company Brain)Terms of Service published at pacificsoftwareventures.com/terms. (PSV terms)
Pricing	Pricing is not published: “Pricing is by deal volume and firm size. Talk to your rep.” (Henry Deal FAQs)Estimate: from about $1,500/mo (CRE Daily review, updated June 29, 2026, with an affiliate disclosure). (CRE Daily)Estimate: from $2,000/mo, scaling with usage (Upstarts, July 29, 2026). (Upstarts)	AI Consulting typically $10K to $25K. (PSV llms.txt)Company Brain build pricing is not published. (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)
Security attestation	“SOC 2 Type II certified. Encrypted at rest and in transit.” (henry.ai)Trust Center at trust.henry.ai. (trust.henry.ai)	PSV is pursuing SOC 2 Type II and does not hold it. (PSV security)Controls documentation, a completed SIG Lite questionnaire and signed security addenda are available on request. (PSV security)
Training for your team	Onboarding is “a guided two-week ramp” that ingests the firm's decks, rent rolls, closed deals and models. (henry.ai)	Part of the offer: PSV-led team training, and the CRE AI Institute for individuals. (PSV llms.txt)
Time to first output	Onboarding is “a guided two-week ramp” that ingests the firm's decks, rent rolls, closed deals and models. (henry.ai)Henry reports a median turnaround under four hours. (Series A announcement)	Per 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)Institute members run a first working workflow in week one. (PSV llms.txt)

Where each fits

Pick the one that matches the job

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.
You want ranked buyer lists and a comp database that fills as deals run.
You prefer a venture-backed product that Henry says works with 150+ firms.

Choose Pacific Software Ventures 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, and sourcing, on one firm knowledge layer, 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, against third-party estimates for Henry that start at about $1,500 or $2,000 a month.
You want a strategy and security review first ($10K to $25K). That review can recommend a product like Henry for deck production.

Sources for both lists: henry.ai, Series A announcement, PSV Company Brain, PSV llms.txt, CRE Daily, Upstarts.

Data and terms

Questions to ask any vendor, including us

Both vendors publish a short data statement, quoted in the table above. What governs is the contract, so read the terms with your counsel. We link them rather than summarise them.

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

In detail

Every fact on this page, with its source

Checked September 24, 2026. Figures a company reports about itself are attributed to that company.

Henry AI

The product

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

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

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

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

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

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)

Pacific Software Ventures

What PSV builds

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)
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 everything built. (PSV llms.txt)
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

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

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

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)

Frequently asked

Henry AI vs PSV, answered

Is Henry AI a PSV competitor?: Partly. Both put AI to work on CRE deal production, so there is overlap on underwriting, comps and marketing documents such as BOVs. They are different purchases: Henry sells a finished deal-production product that builds each firm's own property and transaction databases, with a team that curates decks, while Pacific Software Ventures builds a system around a firm's own knowledge inside the AI tools and environment the firm already uses, and trains the team to run it.Sources: Henry Deal FAQs, henry.ai, PSV Company Brain, PSV llms.txt.
Can PSV and Henry be used together?: Yes. A firm can use Henry for designed OMs, BOVs and pitch decks, and use PSV for work across the rest of the firm, such as diligence, asset management and LP reporting, or to train its people. PSV's AI Consulting review can recommend a product like Henry where it is the better fit for deck production.Sources: henry.ai, PSV Company Brain, PSV llms.txt.
Does Henry work for buy-side firms?: Yes. Henry's homepage speaks to brokers, but its published case studies include buy-side and capital-markets users. Per Henry's case study, American South Capital Partners, a preferred and LP equity provider, cut a full IC presentation from two weeks to about two days; Texsun Holdings, Presidium, 6 Summit, Criterion, Slatt Capital, Talonvest and Arriba Capital also appear. CRE Daily wrote in June 2026 that Henry is currently optimized for investment sales more than leasing, with leasing on the roadmap.Sources: henry.ai, Henry case study, Henry case studies, CRE Daily.
How is Henry priced?: Henry does not publish pricing. Its Henry Deal FAQ says: “Pricing is by deal volume and firm size. Talk to your rep.” Third-party estimates: starting at about $1,500 a month (CRE Daily review, updated June 29, 2026, which carries an affiliate disclosure) and starting at $2,000 a month, scaling with usage (Upstarts, July 29, 2026). Confirm current pricing with Henry.Sources: Henry Deal FAQs, CRE Daily, Upstarts.
Which one has SOC 2 Type II today?: Henry. Its homepage says it is “SOC 2 Type II certified,” and it publishes a Trust Center at trust.henry.ai. Pacific Software Ventures 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.Sources: henry.ai, trust.henry.ai, PSV security.
What is Henry Deal?: Henry's newer product, which Henry describes as “an end-to-end CRE deal engine and your firm's proprietary database.” From a sentence and a rent roll it 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. Upstarts reported it launched for test users on June 15, 2026, and Henry announced it with its $16.5M Series A on July 29, 2026.Sources: Henry Deal FAQs, Upstarts, Series A announcement.

Sources

Henry AI homepage. Henry AI.
Henry Deal FAQs. Henry AI.
Henry AI partner landing page. Henry AI.
Henry AI Series A coverage. Upstarts, July 29, 2026.
Henry Excel add-in. Henry AI.
Henry product review (carries an affiliate disclosure). CRE Daily, updated June 29, 2026.
Henry AI Trust Center. Henry AI.
Henry AI Standard Terms (last modified April 22, 2026). Henry AI.
Henry company profile. Y Combinator.
Henry AI seed funding announcement. PR Newswire, February 20, 2025.
Henry AI Series A and Henry Deal launch announcement. PR Newswire, July 29, 2026.
Henry AI case studies. Henry AI.
How Colliers accelerates deal velocity. Henry AI case study.
Cooper Horowitz takes document generation from 18 hours to 15 minutes. Henry AI case study.
How American South Capital Partners accelerated investment decisions with Henry AI. Henry AI case study.
Henry AI and Henry Deal coverage. Commercial Observer, September 8, 2026.
Company Brain. Pacific Software Ventures.
Services and pricing summary (llms.txt). Pacific Software Ventures.
How Saunders Real Estate got BOVs from 4-8 hours each to about 30 minutes. Pacific Software Ventures case study.
How Westlake Realty Group cut per-deal underwriting from 6-8 hours to 20 minutes. Pacific Software Ventures case study.
Frequently asked questions. Pacific Software Ventures.
Security and data. Pacific Software Ventures.
Terms of Service. Pacific Software Ventures.

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