Retirement Planning for Women 55+ in Naples

Clear, tax-smart financial guidance for your next chapter.

Purposeful Money helps women approaching or living in retirement make confident decisions about income, investments, taxes, Social Security, and life transitions. Led by Erin O'Brien, CFP® and Enrolled Agent, we bring retirement planning, investment management, and tax strategy together in one ongoing relationship.

Schedule an Introductory Call

Is This You?

You may be wondering:

  • Can I retire comfortably?
  • How do I turn my savings into reliable income?
  • When should I claim Social Security?
  • How will taxes affect my retirement income?
  • Am I making the right decisions after losing a spouse, selling a home, or entering a new chapter?

Planning, investments, and tax strategy in one relationship.

At Purposeful Money, retirement planning is not handled in separate silos. Erin O'Brien, CFP® and Enrolled Agent, helps clients connect their income plan, investment strategy, tax picture, and real-life goals so decisions feel clearer and more coordinated.

Retirement Income Planning

Create a plan for turning savings into income.

Investment Management

Align your portfolio with your income needs, risk comfort, and long-term plan.

Tax-Smart Strategy

Plan around Social Security, retirement withdrawals, Roth conversions, RMDs, and tax-sensitive decisions.

Purposeful Money may be a good fit if you are:

  • A woman or couple age 55+
  • Within 10 years of retirement or already retired
  • Looking for an ongoing advisory relationship
  • Interested in coordinating investments, income, and taxes
  • Seeking plain-English guidance from a fiduciary advisor



Our advisory relationships begin at $15,000 per year and are generally best suited for households with $1.5 million or more in investable assets.

How We Work Together

Your Starting Point

We begin with a conversation about where you are, what's changing, and what questions are keeping you up at night.

Financial Strength Check

We review the key pieces of your retirement picture: income, investments, taxes, cash flow, and long-term planning needs.

Long Run Partnership

If we're a fit, we work together over time through ongoing planning, investment management, tax strategy, and life-event guidance.

Led by Erin O'Brien, CFP® and Enrolled Agent

  • CFP® professional
  • Enrolled Agent
  • Fiduciary financial advisor
  • Based in Naples, Florida
  • Serving clients locally and virtually

Ready to feel clearer about retirement?

Schedule an introductory call to see whether Purposeful Money is the right fit.

Prefer to call? 800-520-9793

  • Do I need to live in Naples to work with you?

    No. Purposeful Money is based in Naples and works with clients locally and virtually.

  • Do you only work with women?

    We specialize in helping women 55+ navigate retirement, and we often work with couples as part of that planning relationship.

  • Do you prepare taxes?

    Tax planning is part of our ongoing advisory work, and as an Enrolled Agent, Erin brings a tax-informed perspective to retirement decisions. Tax preparation availability can be explained based on your service model.

  • What happens on the introductory call?

    We talk about your situation, what you're looking for, and whether Purposeful Money may be the right fit.