Selling a business is a deeply personal and complex process. At CAISSA, we provide strategic planning to help you confidently navigate this emotional journey, ensuring you understand the financial impact, tax implications, and post-sale goals. Whether preparing for a planned exit or experiencing an unexpected life event, we guide you through business succession planning to protect your family and legacy.

Family Business Succession through Gifting

Jane asked CAISSA to help her transition her business and real estate holdings to the next generation. To begin, CAISSA spent time discussing Jane’s values and defining her wishes for the family and goals of managing the business assets moving forward. The next step was to understand the current business documents and previous family gifting of business assets. During the review of key documents, CAISSA discovered a few missteps in older gift tax returns and business records. Working closely with Jane’s legal and tax advisors, CAISSA supported the initiative to resolve these key items and begin assembling new documentation making sure that the strategic plan that was being established accomplished Jane’s wishes.

After the proper business and real estate valuations were completed, assets were gifted to Jane’s children. Throughout this process, the strategy was carefully aligned with Jane’s cash flow needs, her personal tax situation, and values to assure her a comfortable retirement. After the assets transfer concluded, CAISSA coordinated a family meeting at Jane’s request to support the conversation with her children on the details of the transfers, Jane’s goal to keep the businesses in the family, and how this will impact them. CAISSA is working with the children to continue addressing their personal planning and incorporating the business succession plan with the children’s estate plans.

Since the transition, the family is very thankful for CAISSA’s support in coordinating this complicated transition

Business Succession Wealth Planning

Jack and Claire have been planning their business transition for many years. The transition was a gradual sale of their assets for about $40 million and spanned 10 years. It was an internal sale, so the strategy hinged on funding, valuation, and taxation. Over the years, CAISSA has provided Jack and Claire with in-depth financial planning which provided them with a clear picture of what they needed for their retirement.

CAISSA worked closely with the tax and legal advisors to support a buy-out arrangement that leveraged capital gains tax treatment for select business assets and then utilized a 1031 exchange for the real estate assets, deferring those gains.