Jeff Barrington is the founder of Windsor Drake, a Canadian M&A advisory firm focused on strategic exits for mid-market business owners.
Investment banking involves meticulous negotiation skills, particularly when selling businesses. This critical aspect of financial transactions requires understanding complex dynamics that extend beyond conventional negotiation approaches. The negotiation process for selling a business differs significantly from everyday transactions, as businesses don’t come with price tags – their value emerges through strategic bargaining. When selling a […]
The software mergers and acquisitions (M&A) market has entered 2025 with strong momentum. As digital transformation initiatives continue to drive corporate strategies, businesses in every sector are looking to leverage software to gain competitive advantages. This growing reliance on software, coupled with advancements in artificial intelligence (AI) and cloud computing, has created fertile ground for […]
The artificial intelligence (AI) sector continues to be one of the most dynamic and transformative industries in the world, driving innovation across every conceivable sector. As we usher in 2025, AI mergers and acquisitions (M&A) activity has reached unprecedented levels, with companies racing to secure technological dominance and future-proof their operations. This blog post explores […]
Executive Summary: The Canadian SaaS M&A Climate in May 2025 As of Q2 2025, the software M&A environment in Canada is recovering—and recalibrating. Deal volume is climbing. Strategic buyers are active again. Private equity firms are deploying aggressively into vertical and infrastructure SaaS. And valuations, while still selective, are showing renewed strength in high-efficiency, high-retention […]
The world of technology mergers and acquisitions (M&A) has always been dynamic, but the start of 2025 marks a particularly intriguing chapter. From groundbreaking deals to evolving market conditions, the tech M&A landscape is shifting in ways that will influence strategic decisions across the board. At Windsor Drake, we specialize in guiding lower middle market […]
As we usher in the new year, the fintech sector continues to exhibit a robust appetite for mergers and acquisitions (M&A). With innovation driving the industry at a breakneck pace, established players and emerging startups alike are leveraging M&A to bolster their technological capabilities, expand into new markets, and consolidate their competitive positions. This January […]
The cybersecurity industry remains one of the most dynamic and rapidly evolving sectors in technology. With cyber threats becoming increasingly sophisticated, businesses are prioritizing robust security measures. This demand has propelled mergers and acquisitions (M&A) activity within the sector to unprecedented levels. Windsor Drake’s Cybersecurity M&A Update for January 2025 provides an in-depth analysis of […]
The Software as a Service (SaaS) industry continues to grow at a meteoric pace, making it one of the most attractive sectors for mergers and acquisitions (M&A). As SaaS companies expand and consolidate to capture larger market shares, financing these transactions becomes a critical aspect of the process. Understanding the various SaaS M&A financing options […]
Tech mergers and acquisitions (M&A) are complex transactions that require meticulous planning, evaluation, and execution. One critical component of this process is due diligence—a systematic examination of the target company’s financial, operational, legal, and technological aspects to uncover potential risks and opportunities. This guide provides a comprehensive Tech M&A Due Diligence Checklist, highlighting key considerations […]
As the Software as a Service (SaaS) industry continues to grow at a staggering pace, mergers and acquisitions (M&A) have become pivotal strategies for companies seeking competitive advantage, market share, and innovation. The year 2025 is poised to bring both opportunities and challenges to the SaaS M&A landscape. In this article, we delve into key […]