OpenAI Is Going Public and Anthropic Just Turned Profitable — What That Means for Your Firm

May 23, 20268 min readBy The Crossing Report

OpenAI Is Going Public and Anthropic Just Turned Profitable — What That Means for Your Firm

In the same week — May 20, 2026 — OpenAI filed a confidential S-1 with the SEC targeting a September 2026 IPO, and Anthropic reported it is on pace for its first profitable quarter, projecting $10.9 billion in Q2 2026 revenue with $559 million in operating profit. Two events in 72 hours answered a question professional services firm owners have been quietly asking for two years: are these companies financially stable enough to build on?

This post breaks down what both developments actually mean for firms using OpenAI IPO-era ChatGPT or Claude-powered tools — not the financial headlines, but the operational reality for a 5-to-50-person accounting, law, consulting, staffing, or marketing firm.


What Happened in 72 Hours

OpenAI's S-1. On May 20, 2026, OpenAI filed a confidential S-1 with the Securities and Exchange Commission. Goldman Sachs and Morgan Stanley are leading the offering; the target IPO window is September 2026. OpenAI reported $13.1 billion in 2025 revenue, approximately $22 billion in spending, and roughly $9 billion in net losses — a company burning cash at scale while growing rapidly.

The S-1 filing doesn't mean OpenAI is profitable. It means OpenAI has decided that public capital markets are a more reliable path to continued funding than another private round. That distinction matters for your firm.

Anthropic's profitability signal. In the same week, Anthropic told investors it is projecting $10.9 billion in Q2 2026 revenue — up from $4.8 billion in Q1 — with $559 million in expected operating profit. This would be Anthropic's first profitable quarter. The company has also been explicit that it expects to return to losses in subsequent quarters as it increases compute investment. Profitability is a milestone, not a destination.

What both tell you together. The two leading frontier AI companies are each approaching financial sustainability through different mechanisms — one via public markets access, one via operating revenue. Neither is failing. Neither is likely to disappear. The risk landscape has shifted from "could this company fold?" to "what does being a public company or a profitable one mean for how they treat my firm?"


Why Platform Stability Is a Real Concern for Small PS Firms

If you've spent the last 12 months building AI into your firm's workflows — client deliverables, document review, drafting, research — you've made a real investment. Time. Training. Process redesign. A platform pivot or shutdown doesn't just cost you the tool subscription; it costs you the workflow rebuild.

This is a legitimate business continuity question, not paranoia.

Small firms have been through this before. When Google Docs became the default collaboration layer, firms that built on it were fine — but firms that built deep integrations with tools that later sunset (Google's product history is long here) lost work. When Salesforce became enterprise-dominant, smaller CRM competitors either got acquired or deprecated features. The firms that built deep custom workflows on those platforms had to rebuild.

The AI platform risk for professional services firms is not "these companies will fail tomorrow." It's two quieter risks:

  1. Pricing restructuring — as revenue pressure mounts, the $20/month ChatGPT Plus or the flat API pricing you're using today may not be what's available in 2027.
  2. Feature reorganization — public companies reorganize product lines around revenue concentration. Features that small firms rely on may get deprecated or moved upmarket.

Both risks are manageable if you know they're coming. Neither will blind-side you if you build your workflows the right way.


What the OpenAI IPO Means for Your Firm

More regulated = more contractually accountable. Public companies face SEC disclosure requirements, audit obligations, and shareholder scrutiny that private companies don't. For professional services firms with client confidentiality obligations, this is actually a positive development. Expect OpenAI's commercial terms — data processing agreements, SLA commitments, enterprise contract language — to become more formalized post-IPO. A public OpenAI will have lawyers whose job is to make those contracts tight enough to satisfy enterprise procurement and outside auditors.

The pricing risk is real but not immediate. OpenAI's $9 billion net loss in 2025 isn't sustainable indefinitely. The IPO creates both a capital runway and shareholder pressure to improve margins. That pressure will eventually hit pricing — API costs, ChatGPT team and enterprise tiers, or both. The timeline is more likely 2027 than 2026, but it's worth documenting your current workflows and evaluating which pieces are genuinely OpenAI-dependent versus which could migrate to another model.

DeployCo reinforces the long-term PS commitment. In the same period, OpenAI launched DeployCo — a $4 billion initiative with 19 private equity and consulting partners including TPG, Bain Capital, Brookfield, and Advent. This is OpenAI building an enterprise delivery infrastructure alongside professional services firms, not just selling API access. It signals a long-term commitment to the PS market, not a pivot away from it.


What Anthropic's Profitability Means for Your Firm

Anthropic's first profitable quarter is the right kind of headline for firms using Claude-powered tools. But interpret it correctly.

What it means: Claude API demand — from Amazon Bedrock integrations, Clio AI, Harvey, Anthropic direct API — is generating enough revenue to cover operating costs in Q2 2026. The commercial model works. The fear that Anthropic was a research lab burning through Google and Salesforce funding with no path to sustainability is significantly less credible after this quarter.

What it doesn't mean: Anthropic is not done spending. The company has said explicitly it expects to increase compute investment, which means subsequent quarters will likely return to losses. This is normal for infrastructure-heavy technology companies. AWS ran at a loss for years before it became AWS.

Who this matters most to:

  • Firms using Clio AI — Claude-powered legal AI inside Clio's practice management platform
  • Firms using Harvey — Claude Opus 4.6 as the underlying model for legal research and document work
  • Firms accessing Claude through Amazon Bedrock — the AWS enterprise integration layer
  • Any firm using Anthropic's direct API for custom workflows

Anthropic's backers — Google, Salesforce via their enterprise services joint venture, Goldman Sachs — suggest durable institutional support even when the quarter-to-quarter P&L swings negative. This is not a company with a single investor who might pull funding.


Which Platform Should You Bet On?

Neither. Or both. This is the wrong frame.

For professional services firms, the platform choice is not a strategic bet on OpenAI versus Anthropic. It's a practical question: what tool is built into the software you already use?

Here's how that breaks down by firm type:

Accounting and CPA firms: QuickBooks, Intuit, Karbon, and CCH Axcess are integrating AI — predominantly OpenAI models. If you're using any of these platforms, your AI layer is already effectively OpenAI. Intuit Assist and Karbon AI are built on it. You don't need to make a separate platform decision; you're already on it.

Law firms: Clio AI runs on Claude. Harvey uses Claude Opus 4.6. CoCounsel (Thomson Reuters) runs on OpenAI. If you're on Clio, you're on Anthropic. If you're on CoCounsel, you're on OpenAI. This is your integration driving your platform, not your preference.

For general tasks without a platform integration — drafting, research, client communication review — many small firms are effectively using both. ChatGPT for quick drafts and research; Claude for long document review (Claude's 200,000-token context window handles full contracts, filings, and engagement packages that ChatGPT can't process in a single context).

The right frame is institutional stability + integration fit, not picking a winner. Both platforms are now demonstrably more stable than they were 12 months ago. The question is which tools your existing software supports.


The Practical Question: What Do You Do Now?

Three moves, in order of priority:

1. Document your current AI workflows and which platforms they run on. This is not an IT project — it's a 30-minute exercise. List the AI tools you use, what tasks they handle, and which underlying model they run on (OpenAI, Anthropic, or other). This gives you the baseline to assess pricing risk and migration paths before you need them.

2. If you're on ChatGPT directly (not through a software integration), start evaluating your integration options now. The IPO creates a pricing restructuring window in 2027. Firms that migrate to AI embedded in their existing practice management software — where the software vendor absorbs pricing negotiations — are more insulated than firms on direct API access or standalone ChatGPT subscriptions.

3. Add one clause to your AI vendor review cadence. Twice a year, check the pricing pages for the AI tools you rely on. Not because you expect changes this quarter — but because changes will come, and the firms that notice first have the most time to adapt.

The stability question is answered for now. The operational question — how to build on this infrastructure without creating vendor dependency that hurts you in 2027 — is still worth working through.


For more context on how OpenAI is expanding into professional services infrastructure, see our breakdown of the OpenAI DeployCo launch. For a workflow guide on using Claude inside small firm operations, see Claude for small business and professional services firms.

Frequently Asked Questions

Is OpenAI financially stable enough for professional services firms to use long-term?

OpenAI filed a confidential S-1 for a September 2026 IPO. Despite $9B in net losses in 2025, the IPO filing signals access to public capital markets — similar to how AWS became enterprise infrastructure before it was profitable. OpenAI's revenue was $13.1B in 2025 and growing rapidly. The more relevant question for PS firms is pricing risk: public company pressure may push ChatGPT and API prices up in 2027.

Is Anthropic profitable?

Anthropic projects its first profitable quarter in Q2 2026, with $10.9 billion in revenue and $559 million in operating profit. However, the company expects to return to losses in subsequent quarters as it increases compute investment. The profitability milestone is a signal, not a destination — but it confirms that Claude-powered products are generating sustainable commercial demand.

Should my accounting or law firm use ChatGPT or Claude?

The platform choice depends primarily on integration: what software your firm already uses. Most accounting platforms (QuickBooks, Intuit, CCH Axcess) are integrating OpenAI models; most legal AI platforms (Clio AI, Harvey) use Claude. For general tasks without a platform integration, many small firms use both — ChatGPT for drafting and research, Claude for long document review (Claude's 200K token context window handles full contracts and filings).

What happens to my firm's AI workflows if OpenAI or Anthropic shuts down?

Neither is likely to shut down — both have multi-billion-dollar institutional backing and growing revenue. The more realistic risk is pricing changes. OpenAI's IPO will create pressure to improve margins, which could mean higher API costs or changes to ChatGPT pricing tiers. The practical protection is to use AI through your existing software integrations (e.g., Clio AI, Karbon AI, Intuit Assist) rather than direct API access — when a platform raises prices, your software vendor absorbs the negotiation.

Does OpenAI's IPO change how my firm should approach AI contracts or data agreements?

A public OpenAI will face more scrutiny on data handling, customer contracts, and SLA commitments than a private one — which generally benefits enterprise and professional services customers. Expect OpenAI's commercial terms to become more formalized post-IPO, including clearer data processing agreements suitable for firms with client confidentiality obligations. For firms in regulated industries (accounting, law), the IPO may actually improve the contractual accountability story.

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