I’m actively working through entity structure and tax planning questions as I move further into my self-funded search, and would appreciate perspective from searchers, operators, CPAs, and attorneys who have been through this. A lot of the ETA/search conversations I’ve seen seem to assume a fairly common setup: buyer uses an LLC or S-corp structure, acquires assets, and then operates from there. But I’m now looking at several opportunities where the structure may be less straightforward. I’m trying to understand how to think about the right structure from the beginning, including whether to use an LLC, S-corp, C-corp, or some type of long-term holdco structure. The questions I’m trying to answer are: 1. How should a self-funded searcher think about entity structure before submitting LOIs? 2. When does an S-corp structure make sense versus an LLC taxed as a partnership or S-corp? 3. When, if ever, does a C-corp make sense for a self-funded acquisition? 4. How should the answer change if the acquisition is a stock sale versus an asset sale? 5. What are the long-term tax implications for cash flow, distributions, wealth creation, and eventual exit? 6. What tax “gotchas” should I be watching for before signing an LOI? 7. How should I think about building a long-term holdco if I may acquire more than one business? 8. Are there implications if our household will continue to have W-2 spousal income alongside the acquired business income? I’m especially interested in hearing from people who have had to navigate these questions in real transactions, not just in theory. I’m also looking to speak with CPAs who understand small business acquisitions, pass-through entities, stock vs. asset sales, and long-term holdco planning. As my situation moves from a simple W-2 tax profile into business ownership, I’m actively considering changing CPAs and would welcome recommendations. Would appreciate any lessons learned, frameworks, or professionals you would recommend.