IT services M&A UK 2025: Key Trends and Market Outlook
By Jeff Barrington, Managing Director · Windsor Drake The UK IT services M&A market in 2025 is shaping up for steady growth, with confidence returning and strategic priorities shifting toward innovation and advanced technologies. Now that UK interest rates are a bit clearer, and with so much buzz around AI, both local and international investors […]
Prepare IT Services Business USA: Essential Steps for Successful Market Entry
By Jeff Barrington, Managing Director · Windsor Drake Breaking into the IT services market in the USA takes some serious groundwork. You’ll need a clear business strategy and a solid grip on both the industry’s quirks and what customers actually want. Businesses that lay the right groundwork can significantly improve their chances of long-term success […]
IT Services M&A Tax Canada: Key Considerations for Successful Transactions
By Jeff Barrington, Managing Director · Windsor Drake Navigating tax considerations is crucial for successful mergers and acquisitions (M&A) in Canada’s IT services sector. The growth of digital technology and global business models has made the Canadian IT services M&A landscape increasingly complex. Buyers and sellers must analyze key tax implications such as structuring deals, […]
How to Maximize Your Business Valuation (M&A Tips)
By Jeff Barrington, Managing Director · Windsor Drake In the private company M&A landscape, a clear pattern has emerged across hundreds of transactions: most business owners leave 30-50% of their enterprise value unrealized at exit. This isn’t a matter of building inferior businesses, but rather a failure to properly position those businesses for acquisition. At […]
When Is the Best Time to Sell Your Business?
By Jeff Barrington, Managing Director · Windsor Drake The decision to sell a business represents the culmination of years, often decades, of hard work, strategic decision-making, and personal sacrifice. Yet many business owners fail to recognize that when you sell can be as important as what you’ve built. In the current 2025 market environment, properly […]
How to Prepare Your Business for Sale: Essential Steps for a Successful Exit Strategy
By Jeff Barrington, Managing Director · Windsor Drake Selling a business represents a major milestone for any entrepreneur. Whether you’re looking to retire, pursue new ventures, or simply cash out on your hard work, the process of preparing your business for sale requires careful planning and strategic action. Proper preparation can significantly increase your company’s […]
Capital Gains Tax When Selling a Business Canada: Essential Guide for Entrepreneurs in 2025
By Jeff Barrington, Managing Director · Windsor Drake Selling a business in Canada can trigger significant tax implications, particularly regarding capital gains tax. When entrepreneurs sell their business assets or shares, they typically face taxation on the difference between the selling price and the original cost. In Canada, individuals and small business owners generally pay […]
How to Structure a Business Sale in Canada: A Step-by-Step Guide for Entrepreneurs
By Jeff Barrington, Managing Director · Windsor Drake Selling a business in Canada represents one of the most significant financial decisions many entrepreneurs will make. The structure of your sale can dramatically impact everything from tax implications to the final amount that ends up in your pocket. Having a clear understanding of your business value […]
How to Sell a Business Without Losing Your Team: Essential Strategies for a Smooth Transition
By Jeff Barrington, Managing Director · Windsor Drake Selling your business marks a significant milestone, but it can also trigger anxiety among employees who worry about their future. Communicating the sale effectively is crucial to maintain team stability during this transition. Having key team members involved in the sale process makes it faster and easier […]
What Is a Quality of Earnings Report: Understanding Financial Analysis for Investment Decisions
By Jeff Barrington, Managing Director · Windsor Drake When you’re buying a business or seeking investors, understanding the true financial health of a company goes beyond standard financial statements. A quality of earnings report digs deeper to reveal how sustainable and reliable a company’s profits really are. This specialized financial analysis examines revenue streams, expense […]