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Windsor Drake: independent sell-side M&A advisory for fintech founders
Independent sell-side M&A advisory for fintech founders. Windsor Drake represents founders selling fintech, payments, and technology companies, typically $5M to $300M in enterprise value, across the United States and Canada. Sell-side representation is the firm's core practice, with no lending relationships and no capital conflicts. Every engagement is led personally by a senior managing director. The firm accepts fewer than twenty mandates a year and runs a documented sell-side process acro
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- listed
- llms.txt
- https://windsordrake.com/llms.txt
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- #983881
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- — Publisher location unknown; CDN address excluded
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- No published address evidence collected yet
- Categories
- Finance and payments
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- Documentation: developer or product docs worth reading, nothing to call
- First seen
- 2026-10-25T18:12:02.199Z
- Last checked
- 2026-10-26T11:18:39.697Z
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Their llms.txt
The beginning of the file, from our validated copy saved 2026-10-26T11:18:35.986Z. Cached copy · Source on windsordrake.com
# Windsor Drake: independent sell-side M&A advisory for fintech founders
> Independent sell-side M&A advisory for fintech founders. Windsor Drake represents founders selling fintech, payments, and technology companies, typically $5M to $300M in enterprise value, across the United States and Canada. Sell-side representation is the firm's core practice, with no lending relationships and no capital conflicts. Every engagement is led personally by a senior managing director. The firm accepts fewer than twenty mandates a year and runs a documented sell-side process across six gated phases. We specialize in four sectors, fintech, B2B SaaS, cybersecurity, and AI. Research is the firm's spine: the Windsor Drake Fintech Exit Index tracks verified fintech M&A transactions with primary-source documentation since 2019. Current counts, disclosed value and the data-through date are computed on every build and published at https://windsordrake.com/market-intelligence/api/metrics.json. Founded by Jeff Barrington, formerly of Cushman & Wakefield. Offices in New York and Toronto.
## Advisory
- [Sell-Side M&A](https://windsordrake.com/sell-side-mergers-and-acquisitions/): How Windsor Drake structures and runs a founder exit. Positioning, buyer-universe construction, competitive tension and negotiation through close. Senior-MD-led, 6 to 12 month process.
- [Fintech M&A Advisory](https://windsordrake.com/fintech-m-and-a-advisory/): Sell-side representation for founder-led fintech companies, $5M to $300M in enterprise value, across payments, lending, insurtech, wealthtech, regtech, and embedded finance. The median disclosed fintech acquisition in the Windsor Drake Fintech Exit Index is 10.8x EV/Revenue (21 deals, October 2026); sub-sector ranges run from roughly 3.8x for payments processing to 19.6x for regtech and open-banking infrastructure.
- [Fintech Sell-Side Advisory](https://windsordrake.com/fintech-investment-bank/): The firm's fintech sell-side practice. Sector coverage across payments, wealthtech, insurtech, fraud and compliance, cross-border payments and FX, treasury automation, embedded finance, and lending technology, with the buyer universe and valuation drivers for each.
- [B2B SaaS M&A Advisory](https://windsordrake.com/b2b-saas-ma-advisory-firm/): Sell-side representation for B2B SaaS companies, $5M to $300M in enterprise value. SaaS trades on ARR multiples, not EBITDA. Lower-middle-market median is roughly 4x revenue; Rule-of-40 >50% with NRR >120% commands 7x+; vertical SaaS 7x to 9x.
- [Cybersecurity M&A Advisory](https://windsordrake.com/cybersecurity-mergers-acquisitions/): Sell-side representation for security software and services companies, $5M to $300M in enterprise value. Public cybersecurity trades near a 7.8x revenue median, leaders 13x to 15x, IAM 10x-15x, MSSP/MDR 1x-3x; private median ~15.2x in 2025.
- [AI M&A Advisory](https://windsordrake.com/ai-m-and-a-advisory/): Sell-side representation for founder-led AI companies,
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| Domain | Title | Category | Country | Authority | llms.txt | llms-full.txt | Save |
|---|---|---|---|---|---|---|---|
| trydingday.com | TrydingDay | interface Finance and payments Data and analytics | US | 55 | ✓ | ||
| forter.com | Forter — Identity Intelligence for Digital Commerce | interface Ecommerce Cybersecurity +1 | US | 75 | ✓ | ✓ | |
| paypal.com | PayPal | transactional Finance and payments | — | 73 | ✓ | ||
| stripe.com | Stripe | interface Finance and payments APIs and SDKs | IE | 72 | ✓ | ||
| coinmarketcap.com | CoinMarketCap API Documentation | interface Developer tools APIs and SDKs +2 | — | 71 | ✓ | ✓ | |
| opentext.com | OpenText | documentation Cybersecurity Finance and payments +4 | CA | 70 | ✓ | ✓ | |
| razorpay.com | Razorpay | interface Finance and payments APIs and SDKs | — | 69 | ✓ | ✓ | |
| bankofamerica.com | Bank of America Corporation | documentation Finance and payments | — | 68 | ✓ |
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