Thinking about selling your business? One of the first questions likely on your mind is how long the process will take. While every business sale is unique, most transactions take between six and twelve months from start to finish. The typical business sale timeline includes one to two months for preparation, three to six months […]
Jeff Barrington
Jeff Barrington is the Managing Director of Windsor Drake, a specialized M&A advisory firm focused on strategic sell-side mandates for founder-led and privately held businesses in the lower middle market.
Known for operating with discretion, speed, and institutional precision, Jeff advises owners on maximizing exit value through a disciplined, deal-driven process. His work spans sectors, but his approach is consistent: trusted counsel, elite execution, and outcomes that outperform market benchmarks.
What is a Good EBITDA Multiple in Canada: Industry Benchmarks for 2025
When business owners or investors look at company valuations in Canada, EBITDA multiples often come up in conversation. These multiples help compare businesses within the same industry and provide a standardized way to assess value. In simple terms, an EBITDA multiple is the ratio between a company’s value and its earnings before interest, taxes, depreciation, […]
Business Valuation Methods for Private Companies: A Comprehensive Guide to Accurate Assessment
Figuring out how much a private company is worth can be tricky since these businesses don’t have public stock prices to reference. Yet understanding these valuation methods is crucial whether you’re buying, selling, or seeking investment for a private business. Private companies can be valued using several proven methods including discounted cash flow analysis, comparable […]
How to Sell a Business in Canada: A Step-by-Step Guide for Entrepreneurs in 2025
Selling a business in Canada can be a complex process that requires careful planning and preparation. Whether you’re retiring, moving on to new ventures, or simply ready for a change, knowing the right steps to take when selling your business can help you maximize its value. Planning early and having a clear idea of your […]
Understanding M&A Due Diligence: A Complete Guide
Mergers and acquisitions (M&A) due diligence is a critical process for verifying the financial, legal, operational, and strategic viability of an acquisition. Thorough due diligence helps mitigate risks, align with company goals, and ensure the target business adds value. This guide explores essential components and best practices for M&A due diligence. Contents Introduction to M&A […]
Tech M&A Deal Structures: Key Types and Considerations
In tech mergers and acquisitions (M&A), deal structures are vital to shaping outcomes and aligning with strategic goals. This guide explores the primary deal structures, focusing on when each structure is suitable and the critical considerations for success. Contents Introduction to Tech M&A Deal Structures A deal structure defines the terms of ownership, asset transfers, […]
SaaS Growth Through M&A: A Strategic Guide
As Software as a Service (SaaS) companies seek expansion, mergers and acquisitions (M&A) emerge as strategic avenues for rapid growth. This guide explores how SaaS businesses can leverage M&A to enhance product portfolios, expand market reach, and maximize revenue. Contents Introduction to SaaS Growth Through M&A M&A has become a pivotal strategy for SaaS companies […]
E-Commerce Valuation Techniques: A Comprehensive Guide
Valuing an e-commerce business requires a combination of financial analysis, market insight, and an understanding of online customer behavior. With varying revenue streams, business models, and digital footprints, e-commerce companies often require specialized valuation techniques. This guide will cover the most commonly used valuation methods and discuss essential metrics to help investors make informed decisions. […]
Key Factors in Tech M&A: A Comprehensive Guide
Tech mergers and acquisitions (M&A) are dynamic processes with high stakes and unique complexities. Understanding the key factors in tech M&A is essential for companies aiming to create value, reduce risk, and achieve a smooth integration. This guide explores these factors and offers best practices to enhance tech M&A outcomes. Contents Introduction to Key Factors […]
The Top 7 Tech M&A Trends to Watch in 2024
As we look ahead to 2024, the world of tech mergers and acquisitions (M&A) is poised for an exciting and dynamic year. From the continued rise of private equity to the growing importance of environmental, social, and governance (ESG) factors, the tech M&A landscape is evolving rapidly. In this comprehensive guide, we’ll explore the top […]