Selling your business is a major milestone, but the work does not end when the deal closes and the funds arrive. In this episode, we explore the first 100 days after selling a Canadian business, highlighting the legal, financial, tax, and personal responsibilities that can shape your transition from business owner to former owner. Discover why careful post-closing planning is essential to protecting the value you worked so hard to build. Learn how to navigate the key milestones of the post-sale period, from transferring operational responsibilities and resolving closing adjustments to managing tax filings, capital gains planning, holdbacks, and escrow arrangements. We also discuss common post-closing disputes, compliance with non-compete and confidentiality obligations, and the importance of updating your estate plan and investment strategy after a significant liquidity event. Whether you are preparing to sell your business or have recently completed a transaction, this episode offers practical guidance to help you avoid costly oversights, coordinate effectively with your professional advisers, and plan confidently for your next chapter. With the right team and a clear post-closing checklist, you can move beyond the transaction and focus on the opportunities ahead.