I am starting a security company selling to large enterprises. Which US city should I be in?

One question, asked of ChatGPT, Claude, Gemini and Perplexity in September 2026. Here is each answer, word for word, with the sources it cited.

US hubs · Best city for a sector · A founder deciding where to move

ChatGPT

Assuming you mean a B2B cybersecurity/security company selling to large enterprises, I would optimize for enterprise access, credibility, hiring, and fundraising, not just cheap office space.

My ranking:

1. Washington, DC / Northern Virginia — best overall for enterprise security

Washington, D.C. / Northern Virginia

Best if you sell: zero trust, cloud security, identity, compliance, threat intelligence, defense, critical infrastructure, regulated industries.

Why:

Dense concentration of CISOs, security buyers, federal contractors, and security talent.

Proximity to government agencies creates credibility for security companies.

Strong cybersecurity ecosystem; the DC region is consistently identified as one of the strongest U.S. cybersecurity hubs.

Riviera Partners

+1

Downside:

More enterprise/government-oriented; less "startup culture" than the Bay Area.

Talent can be expensive.

My pick for a serious enterprise security startup: #1.

2. New York City — best for selling into Fortune 500 companies

New York City

Best if you sell: financial services security, SaaS security, fraud prevention, risk, compliance, identity.

Why:

Massive concentration of enterprise buyers. New York leads U.S. cities in Fortune 500 headquarters.

Realpage

Easy access to banks, insurers, hedge funds, media companies, and large corporate security teams.

Downside:

Expensive.

Less concentrated cybersecurity talent than DC.

3. San Francisco Bay Area — best for venture-backed security…

Trimmed here; the full answer is in the viewer.

Named: Washington, D.C., New York City, San Francisco Bay Area, Dallas, Atlanta

Sources cited: rivierapartners.com, realpage.com, csoonline.com, ft.com, cyberessentials.org

Claude

Great question — the answer depends a bit on what kind of security you mean (cybersecurity vs.

Thought for 4s

Weighing where to locate an enterprise security sales team.

Thought for 4s

Great question — the answer depends a bit on what kind of security you mean (cybersecurity vs. physical security), but I'll assume cybersecurity/enterprise software security since that's the most common reading of "security company selling to large enterprises." Here's how I'd think about it:

Washington, DC / Northern Virginia

This is the historical center of gravity for cybersecurity. It's dense with federal agencies, defense contractors, and enterprises that need security clearances or have deep government ties. If your buyers include government, defense, critical infrastructure, or highly regulated industries, this is hard to beat for talent pipeline (lots of ex-NSA/DoD folks) and warm introductions.

San Francisco Bay Area

Best for VC access, top engineering talent, and being near other security/infrastructure startups you might partner with or get acquired by. Weaker for enterprise sales relationships specifically — a lot of Fortune 500 buyers aren't headquartered there, so your GTM team may end up traveling constantly anyway.

New York City

Strong if your target buyers are financial services, insurance, media, or other NYC-heavy industries. Great for building an enterprise sales culture (lots of experienced enterprise AEs live there) and easy access to East Coast and international…

Trimmed here; the full answer is in the viewer.

Named: Washington, D.C., San Francisco Bay Area, New York City, Austin, Boston

Sources cited: none, answered from memory

Gemini

San Francisco, New York City, and the Washington, D.C. metro area are the top US markets for enterprise security startups, with the ideal choice depending on your target buyer profile.

Metro Area Target Buyer Focus Key Ecosystem Advantage

San Francisco Bay Area Commercial Tech & AI Enterprises Represents the largest commercial security market globally with high density of security VC funds and tech CISOs.

New York City Financial Services & Regulated Fortune 500s Offers direct proximity to Wall Street banks, insurance firms, and major media headquarters.

Washington, D.C. Metro Defense, Federal & Government Contractors Anchored by proximity to CISA, the NSA, and the Pentagon, plus the largest pool of cleared cyber talent.

Boston Deep-Tech & Infrastructure Enterprises Strong engineering pipeline powered by universities like MIT and Harvard and security anchors like Snyk and Rapid7.

Dallas–Fort Worth / Austin Traditional Commercial Fortune 500s High concentration of Fortune 500 corporate headquarters combined with lower operating costs.

Key Decision Factors for Founders

Buyer Proximity: If your primary buyers are financial sector CISOs, New York City provides unmatched sales access. If you are targeting public sector contracts, Washington D.C. is essential for pipeline growth.

Executive Talent Pool: The Bay Area, New York, and Washington D.C. account for roughly one-third of all CISO placements nationally, offering the highest concentration of executive security leadership.…

Trimmed here; the full answer is in the viewer.

Named: San Francisco Bay Area, New York City, Washington, D.C., Boston, Dallas, Austin

Sources cited: startupproject.org, openvc.app, rivierapartners.com

Perplexity

For a security company selling to large commercial enterprises, I would base the company in New York City—unless your product is primarily for the federal government or defense sector, in which case choose the Washington, D.C./Northern Virginia area instead.

NYC gives you the best default combination of enterprise decision-makers, regulated buyers, customer-facing sales access, and a meaningful cybersecurity ecosystem. The city has roughly 47 Fortune 500 headquarters and a cybersecurity community of more than 100 companies and 6,000 employees, with particular relevance to financial services, insurance, healthcare, media, and other regulation-heavy customers.

startupgenome

Why New York is the default

Enterprise security is sold through credibility, relationships, design partners, procurement navigation, and repeated executive conversations—not merely through a strong product demo. NYC is especially effective if you sell:

Identity, fraud, cloud, application, data, AI, or compliance security.

Products aimed at CISOs, CIOs, risk leaders, legal, privacy, audit, or procurement teams.

Into banks, insurers, asset managers, healthcare networks, retailers, media companies, and large multinationals.

Higher-ticket software or services that require a complex, multi-stakeholder sale.

The key advantage is buyer proximity. Financial services alone creates unusually sophisticated security demand, while NYC’s concentration of major enterprises makes it easier to build an advisory…

Trimmed here; the full answer is in the viewer.

Named: New York City, Washington, D.C., San Francisco Bay Area, Boston, Austin

Sources cited: startupgenome.com

Published by PursueATL. Research by Resonate Labs. Data collected September 2026.