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    • Home
    • Who We Are
    • Retirement
      • Annuities
      • Tax Free Strategies
    • Asset Protection
      • Business Continuity
      • Key Person Insurance
      • Buy-Sell Agreement
      • Life Insurance / Living
    • Benefits
      • Executive Bonus Plan
      • Succession Planning
    • Resources
      • Financial Checklist
      • Retirement Checklist
      • Quotes
      • Newsletter
    • Events
    • Contact Us

  • Home
  • Who We Are
  • Retirement
    • Annuities
    • Tax Free Strategies
  • Asset Protection
    • Business Continuity
    • Key Person Insurance
    • Buy-Sell Agreement
    • Life Insurance / Living
  • Benefits
    • Executive Bonus Plan
    • Succession Planning
  • Resources
    • Financial Checklist
    • Retirement Checklist
    • Quotes
    • Newsletter
  • Events
  • Contact Us

Small Business Owner Retirement Checklist

Your Step-by-Step Guide to Planning a Successful Exit and Secure Retirement

Whether retirement is 5 years away or 15, this checklist will help you prepare your finances, your business, and your legacy for the next chapter.

MINDSET & GOALS

BUSINESS TRANSITION PLANNING

BUSINESS TRANSITION PLANNING

  • Define your ideal retirement lifestyle (travel, income needs, timeline)
  • Decide when you want to retire (specific year or age)
  • Determine how much income you’ll need monthly in retirement
  • Estimate how long your retirement might last (age 90+ is a safe bet)
  • Consider what role—if any—you want in the business after retirement

BUSINESS TRANSITION PLANNING

BUSINESS TRANSITION PLANNING

BUSINESS TRANSITION PLANNING

  • Identify your exit strategy (sell, transfer to family, close, etc.)
  • Create or update your succession plan
  • Draft or review your buy-sell agreement (if applicable)
  • Choose and prepare a successor (training, mentorship, legal docs)
  • Get a business valuation to understand its worth
  • Make a plan to reduce or eliminate business debt

RETIREMENT SAVINGS & INCOME

BUSINESS TRANSITION PLANNING

PROTECTION & LEGACY PLANNING

  • Open and fund a retirement account (Annuities, Solo 401(k), SEP IRA, etc.)
  • Maximize retirement contributions each year
  • Consider annuities to provide guaranteed lifetime income
  • Review Social Security benefits and claiming strategy
  • Diversify income sources (investments, rental income, insurance)

PROTECTION & LEGACY PLANNING

PROTECTION & LEGACY PLANNING

PROTECTION & LEGACY PLANNING

  • Set up life insurance with living benefits
  • Consider long-term care insurance or living benefits riders
  • Update or create your estate plan (will, trust, POA)
  • Plan how to transfer business assets tax-efficiently
  • Ensure beneficiaries are updated on all accounts

ONGOING MAINTENANCE

PROTECTION & LEGACY PLANNING

ONGOING MAINTENANCE

  • Review your retirement plan annually
  • Meet with your financial Consultant or retirement planner
  • Update succession documents with any major business changes
  • Review your insurance and protection plans
  • Communicate your plan with family and/or business partners

Tip: The earlier you start, the more flexibility and options you'll have. Even small steps today can lead to big impact tomorrow.

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