Independent and sell-side only. We advise founders in software, fintech, and cybersecurity on the sale of their companies, informed by our own market research.
Technology M&A rose 66% in 2025, to roughly $1.08 trillion. Where the recovery concentrated, and where it did not.
Read the report →Deal volume and multiples across the AI landscape.
Read the report → Market & DataThe most active buyers of software companies.
Read the report → Sector StudyHow platform consolidation is reshaping security M&A.
Read the report →Windsor Drake advises founders on the sell side only. A Managing Director leads each engagement from the first assessment through closing. We take on a limited number of engagements each year.
We represent sellers only. No buyer mandates and no referral arrangements that reduce seller proceeds.
A Managing Director leads outreach, process, and negotiation. Engagements are not passed to a junior team.
We concentrate on a small number of sectors and publish proprietary valuation research in each.
We maintain active buyer relationships and publish valuation research in each sector we cover.
Payments, lending platforms, banking infrastructure, and financial software across SMB and enterprise.
Vertical and horizontal software with recurring revenue, defensible retention, and deep workflow integration.
Managed security, compliance, threat intelligence, and identity with contracted recurring revenue.
AI infrastructure, workflow automation, and AI-native applications across security, healthcare, and enterprise.
Multiples, comparables, and buyer activity across the sectors we cover.
Explore market intelligence →Every engagement begins with a confidential assessment. Initial conversations carry no obligation.
Request a confidential discussionAll inquiries are strictly confidential. No information is shared without written authorization.
Sell-side M&A advisory is the representation of a company's owners in the sale of their business. The advisor prepares the company for market, identifies and engages qualified buyers, runs a competitive process, and negotiates terms through closing. Windsor Drake works exclusively on the sell side and represents sellers only.
No. Windsor Drake represents sellers only. The firm holds no buyer mandates and no referral relationships that create incentives to reduce seller proceeds.
Founder-led and owner-operated companies, often first-time sellers, who want a disciplined, competitive process run to an institutional standard from first call to close.
A broker typically lists a business and waits for inbound interest. Windsor Drake builds the full universe of qualified buyers for each engagement, runs a structured competitive process with defined milestones, and negotiates terms directly, led by a Managing Director throughout.
Through a monthly advisory retainer and a success fee payable at closing. The success fee is the primary component, aligning the firm's compensation with the outcome achieved for the seller.
Windsor Drake operates from offices in New York and Toronto, advising on transactions across North America.
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