Kaylin Voss returns to Salesforce from OpenAI as exec revolving door keeps spinning

The latest boomerang hire continues a pattern of Salesforce veterans cycling back from OpenAI amid the AI lab's ongoing leadership churn.

by Editorial Team

Tue 25 Aug 2026 · 20:27 EDT 2 min read

In Technology

Salesforce Inc. (CRM) price

Full chart and stats

Loading chart…

Last close: $241
Close-to-close change: −2.7%
Market cap: $198.3B (shares as of 2026-08-20)
P/E (trailing): 22.1 (EPS to 2026-07-31)
Annual revenue: $41.5B USD (FY ended 2026-01-31) 10-K
Annual revenue growth: +9.6% (FY ended 2026-01-31 vs FY ended 2025-01-31) 10-K
Annual net income: 7,457,000,000 USD (FY ended 2026-01-31, attributable to the company) 10-K
Annual operating margin: 20.1% (FY ended 2026-01-31)
Forward P/E: Unavailable: no dated forecast source

Gloria daily close for session Oct 27, 2026. Market cap and trailing P/E use this close with the SEC share total and trailing diluted earnings, each dated next to its figure. Annual revenue, revenue growth, net income and margin show their own fiscal period and link the 10-K. Current context may postdate this article.

Salesforce Inc. and its peers

Company	Price	Market cap	P/E (trailing)	Forward P/E	Annual revenue (USD)	Annual revenue growth	Annual net income (USD)	Operating margin
Salesforce Inc. CRM · Price dated Oct 27, 2026 · tokenized CRMx	$241	$198.3B	22.1	Unavailable	$41.5BFY ended 2026-01-31 · 10-K	+9.6%FY ended 2026-01-31 vs 2025-01-31 · 10-K	7,457,000,000FY ended 2026-01-31, attributable to the company · 10-K	20.1%FY ended 2026-01-31
Shopify Inc. SHOP · Price dated Oct 27, 2026	$166	Unavailable	112.0	Unavailable	$11.6BFY ended 2025-12-31 · 10-K	+30.1%FY ended 2025-12-31 vs 2024-12-31 · 10-K	1,231,000,000FY ended 2025-12-31, attributable to the company · 10-K	12.7%FY ended 2025-12-31
ServiceNow Inc. NOW · Price dated Oct 27, 2026	$155	$160.7B	111.4	Unavailable	$13.3BFY ended 2025-12-31 · 10-K	+20.9%FY ended 2025-12-31 vs 2024-12-31 · 10-K	1,748,000,000FY ended 2025-12-31, attributable to the company · 10-K	13.7%FY ended 2025-12-31
CrowdStrike Holdings Inc. CRWD · Price dated Oct 27, 2026 · tokenized CRWDx	$268	$274.4B	Not meaningfulLoss, diluted EPS −0.45 to 2026-07-31 · SEC filing	Unavailable	$4.8BFY ended 2026-01-31 · 10-K	+21.7%FY ended 2026-01-31 vs 2025-01-31 · 10-K	−162,502,000FY ended 2026-01-31, attributable to the company · 10-K	−6.1%FY ended 2026-01-31

Missing figures stay unavailable. Forward P/E requires a dated source. Annual revenue, revenue growth, net income and margin come from each company's own 10-K, in US dollars, and each row shows that fiscal year. Revenue growth compares the fiscal year with the prior year stated in the same 10-K. Net income is the full year amount attributable to the company, or available to common stockholders where the filing states only that, or consolidated net income. Each row names its basis. Trailing P/E reads "Not meaningful" when the dated trailing diluted EPS is a loss or zero. An operating margin appears only when the filing states both the operating income and the revenue for the same year.

Sources: SEC filings, Gloria daily closes and CoinGecko. Oldest record refresh: Oct 27, 2026, 10:26 PM EDT. Refresh is not a price or filing date. Each row shows its price date and its annual fiscal period. Peers use industry code and company size, or editorial selection. Market cap multiplies that row price by the company share total the latest SEC filing states for every share class together. Trailing P/E divides it by trailing diluted earnings from SEC filings. Rolled earnings per share are approximate because share counts can change between periods. Both appear only when the SEC data carries its date, so they are estimates at one price date, not synchronized filing valuations. Not investment advice.

Peter Doolan is heading back to Salesforce from OpenAI, adding another name to a growing list of executives who have made the round trip between the enterprise software giant and the AI lab.

The Salesforce-OpenAI revolving door

Doolan is not the first executive to boomerang back to Salesforce after a stint at OpenAI. Kaylin Voss, who served as VP of Sales at OpenAI, resigned from that position in mid-August 2026 to rejoin Salesforce after roughly five months at the AI company.

Then there’s Denise Dresser, who left a leadership role at Slack to become OpenAI’s Chief Revenue Officer, only to depart after approximately nine months. Her exit was followed by the appointment of Dali Rajic as OpenAI’s new CRO in mid-August 2026, marking the fifth leadership change in that function within a single year.

Doolan’s career at Salesforce stretches back to 2013, when he joined as EVP of Digital Transformation and Innovation. He eventually became Slack’s Chief Customer Officer in December 2023, overseeing customer engagement for the workplace messaging platform after Salesforce’s acquisition.

Partners and competitors at the same time

The talent tug-of-war is happening against the backdrop of an expanding commercial relationship between the two companies. In October 2025, Salesforce and OpenAI broadened their partnership to integrate OpenAI’s models into Salesforce platforms, including Einstein and Agentforce. The collaboration has also brought Salesforce applications into ChatGPT, creating tighter links between the two ecosystems.

More recently, OpenAI’s Codex has been integrated into Slack workflows. Throughout 2025 and 2026, numerous Salesforce employees have shifted to roles at OpenAI or Anthropic, drawn by the gravitational pull of frontier AI labs and the equity upside that comes with a pre-IPO company.

Disclosure: This article was edited by Editorial Team. For more information on how we create and review content, see our Editorial Policy.

More in Technology

See all

Previous storyArtificial Analysis updates Coding Agent Index with reward hacking corrections

Menu

Crypto sections