Erin O’Brien, CFP®

Helping Women Step Into Retirement with Confidence and Clarity

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Purposeful Money Erin O’Brien, CFP®
Naples, FL

Serving Clients Nationwide

Helping Women Step Into Retirement with Confidence and Clarity

1 Certified Advisor Reviews™
5 out of 5 Stars
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Areas of Focus

  • High Net Worth Retirement Planning
  • Retirement Planning
  • Social Security Optimization
  • Taxes
  • Women & Wealth

About Erin O’Brien, CFP®

Hi, I’m Erin O’Brien. For 20 years, I’ve been helping women step into retirement feeling confident, secure, and excited for what’s ahead. I have a special interest in working with women in their 50s, a time of life I refer to as the "Season of You".

As a Certified Financial Planner™, Accredited Wealth Management Advisor, and Enrolled Agent admitted to practice before the IRS, I have a depth of technical expertise to ensure my clients’ finances are in good hands.

My Story: Shaped by Experience, Driven by Purpose

When I first entered this field, I quickly learned how broken the traditional financial model was. Advisors were pressured to “sell products,” not truly help people. That never sat right with me.

When my own family went through a personal crisis after a devastating loss, I saw firsthand how overwhelming it can feel to make big financial decisions in a vulnerable moment. What my family needed wasn’t jargon or sales pitches — we needed someone to listen, to meet us where we were, and to walk with us step by step.

That experience shaped everything about how I serve my clients today: with empathy, clarity, and a focus on the whole person behind the portfolio.

“I find great satisfaction serving as a woman’s financial partner and go-to, building relationship and supporting her through all the ups and downs life and finances bring — whether it’s practical things like explaining a mortgage disclosure in plain English or filling out paperwork together; or the more soulful questions like where would she love to live at this stage of her life or how to balance helping her kids while keeping her future secure. That’s the stuff that keeps me saying I have the best job in the world.” - Erin O’Brien

Beyond the Numbers

I live in Naples, Florida, with my (soon to be) husband and with our purposeful pups, in our home we call Holiday House. Family and faith are at the heart of our lives. For fun, I love running, baseball, golf, the beach and all things summer. But more than anything I love being called mom, and now “Gramma.”

One of the greatest joys of my career has been the relationships I’ve built with clients over the years. Whether it’s swapping stories about kids, celebrating a trip you’ve taken, or hearing about your next big dream, those personal connections are what make this work so meaningful.

At the end of the day, financial planning is about helping you create your "Season of You" — a retirement that feels intentional, secure, and deeply fulfilling.

Professional Designations

  • Accredited Wealth Management Advisor (AWMA)
  • CERTIFIED FINANCIAL PLANNER ®
  • Enrolled Agent (EA)

Affiliations

  • Fee Only Network
  • National Association of Personal Financial Advisors
  • The AGC
  • XY Planning Network

Primary Location

Naples, FL, 34102

Meeting Options

  • Video Conference
  • Phone

Compensation Methods

  • Fee Only
  • Percentage of Assets Managed

What to expect in the first meeting

Click the 'Book Intro Call' button above and complete the brief form to get in touch. The best way for us to get started is with a 15-minute no-pressure call. It’s a chance for us to meet, talk through your questions, and see if we’re the right fit. I look forward to speaking with you.

Offers Investment Management

Yes

About Purposeful Money

Your next chapter deserves more than a financial plan. It deserves clarity, purpose, and a trusted partner to walk beside you. At Purposeful Money, we offer retirement planning with a human-first approach.

What We'll Do Together

Retirement isn’t just about the numbers. It’s about knowing you’re going to be okay — financially, emotionally, and in how you spend your days. I'll guide you through the financial and emotional transition into retirement.

Yes, I manage investments, taxes, Social Security, Medicare, and all the moving pieces of your retirement plan. But I also help you uncover the life you want to live in this new season — your “Season of You.”

Together, we’ll align your money with what matters most, so you can live intentionally, joyfully, and without financial fear.

My Approach

I’m not here to overwhelm you with spreadsheets or talk over you with jargon. This is a partnership. I’ll meet you where you are — whether you’re a few years from retirement or already living it — and walk with you every step of the way.

You’ll get judgment-free guidance, plain-English explanations, and someone who understands that retirement isn’t only about dollars — it’s about life. I’ll be there for both the everyday questions (411) and the “drop everything” moments (911), with clear actionable guidance without jargon.

The Worry Ends Here

You’ve worked too hard to spend your retirement years anxious about money. Let’s make a plan you can trust — so you can finally exhale.

Education

Saint Elizabeth University, Education | Villanova University, Liberal Arts

Hobbies and Interests

  • Baseball
  • Beach
  • Family
  • Golf
  • Running

Who We Serve

  • Baby Boomers
  • Dual Income Family
  • Gen X
  • Intergenerational Families
  • Living in Retirement
  • Women in Transition
  • Women Professionals
  • Women’s Finance

Wealthtender® is a trusted, independent financial directory and educational resource governed by our strict Editorial Policy, Integrity Standards, and Terms of Use. While we receive compensation from featured professionals (a natural conflict of interest), we always operate with integrity and transparency to earn your trust. Wealthtender is not a client of these providers. Testimonials may not be representative of other clients’ experiences and do not guarantee future performance or success.

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5 Stars

✅ Wealthtender Certified Advisor Review™
Jun 29, 2026
I cannot say enough good things about my relationship with Erin & Purposeful Money! It’s so much more than just being a client – it’s a real collaborative partnership based on empathy, communication, transparency, and trust.I had “interviewed” several financial planners with the same set of questions. Erin took the time to not only answer those questions in detail, but set up a meeting to see if we were the right fit. She wanted to understand me – not just my financial anxieties, but my values, priorities, expectations, aspirations. It was a more holistic approach and the reason I ultimately chose Purposeful Money.The past 6+ years working with Erin has been fabulous. She patiently answers my never-ending questions, provides objective financial advice to help me create specific and attainable goals, and adapts as those goals evolve.Since Erin is a fee-only fiduciary planner, her recommendations are based solely on my financial situation and always in my best interest. Not only that, she provides guidance on more than investments – she looks at retirement planning, tax strategies, estate planning, etc., all without trying to sell unnecessary products. The ongoing advice and meetings ensure I’m on the right track.Most importantly, Erin realizes financial planning isn’t just about money. It’s about what it means to each client of hers. It was the first question she asked in our exploratory meeting and has helped guide my financial journey. It’s the reason why my portfolio and my relationship with her is so strong. I look forward to many, many more years working with Erin and enjoying the peace of mind her expertise has provided.
Relationship to Financial Advisor: Client as of Jun 29, 2026
Compensation: This reviewer received no compensation for this review.
Conflicts of Interest: There are no material conflicts of interest.
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