The Executive CFO


• Paying unnecessary self-employment taxes
• Missing valuable pass-through deductions
• Double taxation on asset sales
• Increased audit and compliance risk
• Limited flexibility as the business grows
Most of these issues don’t show up clearly on your tax return—but they compound over time.


• Your income level
• Ownership structure
• Growth goals
• Risk exposure
• Exit or succession plans
This is not a generic checklist—it’s a focused evaluation grounded in real tax and entity rules.
• Personal liability protection
• Single-member vs multi-member structuring
• Pass-through taxation efficiency
• Self-employment tax exposure
• Qualified Business Income (QBI) eligibility
• Loss deductibility limitations
• Asset ownership and appreciation risk
• Owner compensation strategy
• Fringe benefit tax treatment
• Profit retention needs
• Exit and sale tax consequences
• State-specific entity considerations
Each point is designed to uncover hidden inefficiencies or risks.


• An entity that worked years ago may no longer be optimal
• Some structures increase taxes as income rises
• Others limit deductions or flexibility at critical stages
Choosing (or keeping) the wrong entity can quietly cost tens of thousands over time.
If your business has changed, your entity probably should too.
