General Owner/ Operator Questions 
- How well is your business doing in your industry and in the context of our current economy?
Indicators:
- Sales up or down in last 5 yrs? Profits up or down?
- Making more or less with core services/products?
- Inventory?
- Capital structure (thinly capitalized or overcapitalized)?
- What are you doing that competition is not?
- What is your human capital investment strategy (hiring, retaining, paying and developing talent)?
- How do you see technology changing the way you do business?
- What other assets/resources do you have that can be leveraged?
- What is the best way to develop a long-term strategy to get you and your business to where you want to be over the long term?
- How can you generate more capital needed to grow and satisfy the demand placed on your business? How will you finance growth (borrow, sell a part of the business, sell part of stock, joint venture, acquisition, etc.)?
- How do you decide, if you should pass on the business? Sell the business? Develop a family member and/or key employee to run things? Hire an outside CEO/General Manager to run it? Merge, acquire or liquidate? What are the relevant criteria for "owning" versus "managing"?
- What do you see yourself doing in 5 years? 10 years? 15years?
- What are the primary catalysts/trigger events that would cause you to do want to make a change?
For example:
- Increased competition
- Health
- Age
- Divorce
- Burn-out
- Offer to buy your business
- Change in lifestyle
- Pressure from family or key employees
- Other
- What are your current thoughts about transitioning your business? What are the critical success factors for you to achieve "peace of mind"?
- What kind of an exit strategy do you envision for your self? What kind of planning would it take to ensure this effectively happens?