25 Question Business Owner Personal Readiness Assessment (OPRA) SM

Below is a 25-question Business Owner Personal Readiness to Exit Assessment (OPRA) SM
Questions are mixed format: Yes/No, Multiple Choice, and Scaled (1–5) to give a rounded evaluation.

25 Question Business Owner Personal Readiness Assessment (OPRA)

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Section 1 — Personal Goals & Vision:

1 / 25

1. I have a clear vision for my life after leaving the business. (1 = Strongly Disagree, 5 = Strongly Agree.)

2 / 25

2. I know the ideal timing for my exit based on personal and family needs. (1 = Strongly Disagree, 5 = Strongly Agree.)

3 / 25

3. I have documented personal goals that will guide my transition.

4 / 25

4. My family is aware of and supportive of my plans to exit.

5 / 25

5. I feel emotionally ready to step away from the business without regret. (1 = Strongly Disagree, 5 = Strongly Agree.)

Section 2 — Financial Readiness:

6 / 25

6. I know how much money I will need to maintain my lifestyle after exit.

7 / 25

7. I have completed a personal financial plan that includes income needs and wealth gaps.

8 / 25

8. My personal finances are not overly dependent on the business. (1 = Strongly Disagree, 5 = Strongly Agree.)

9 / 25

9. I have diversified investments that will provide income post-exit.

10 / 25

10. I understand the tax implications of selling or transitioning my business.

Section 3 — Psychological & Emotional Preparedness:

11 / 25

11. I have interests, passions, or activities that I look forward to pursuing after exit.

12 / 25

12. The business does not define my self-identity. (1 = Strongly Disagree, 5 = Strongly Agree.)

13 / 25

13. I can envision the business continuing successfully without me.

14 / 25

14. I feel comfortable delegating authority and decision-making. (1 = Strongly Disagree, 5 = Strongly Agree.)

15 / 25

15. I will not feel compelled to reinsert myself into the business after exiting.

Section 4 — Succession, Leadership & Continuity:

16 / 25

16. A successor (internal or external) has been identified or is actively being developed.

17 / 25

17. I trust the future leadership team to operate effectively without my involvement. (1 = Strongly Disagree, 5 = Strongly Agree.)

18 / 25

18. I am willing and prepared to transfer knowledge, relationships, and responsibilities to others.

19 / 25

19. I have a realistic understanding of how long a transition period will take.

20 / 25

20. Key employees are likely to remain with the business during and after the transition.

Section 5 — Exit Strategy Understanding & Preparedness:

21 / 25

21. I understand the exit options available to me (sale, ESOP, family transfer, merger, etc.)

22 / 25

22. I have spoken with advisors (legal, financial, tax, M&A, exit planning) about my exit.

23 / 25

Copy - 23. I have realistic expectations about the value of my business. (1 = Strongly Disagree, 5 = Strongly Agree.)

24 / 25

24. I am prepared for the emotional complexity of negotiations and due diligence.

25 / 25

25. If an unexpected life event occurred tomorrow, I have a documented plan that outlines how the business should be run or transitioned.

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