Good Plans. Great Adventures.

Good Plans. Great Adventures.

Good Plans. Great Adventures.

Good Plans. Great Adventures.

Good Plans. Great Adventures.

Your Future is Waiting.

Let's Get to Work.

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Clients Served Remotely

You're Ready. Let's build the plan.

Learn what working together looks like and if it’s right for you.

You've already done the hard part.

Our role is to help bring order to the moving pieces, protect what you’ve earned, and shape a plan that fits your life.

You’re not starting from scratch. You’re leveling up.

Would highly recommend Flip Flops and Pearls Financial Planning. Great people to have supporting you with your future.

Would highly recommend Flip Flops and Pearls Financial Planning. Great people to have supporting you with your future.

Disclosures

Our path to your plan.

Step Lightly. Live Well.™

Process

Explore Meeting

A relaxed first call to understand your goals and see if we’re a fit.

Get Started

You decide to work with us. We formalize the relationship and get started.

Initial Review

We look at your current financial picture and identify where we can help.

Planning

We take a deep dive into your income, taxes, investments, risks and goals.

Activation

Your plan moves into action—we help coordinate across all areas.

Ongoing Partnership

We continue refining your plan as life evolves, with regular check-ins.

Explore Meeting

A relaxed first call to understand your goals and see if we’re a fit.

Get Started

You decide to work with us. We formalize the relationship and get started.

Initial Review

We look at your current financial picture and identify where we can help.

Planning

We take a deep dive into your income, taxes, investments, risks and goals.

Activation

Your plan moves into action—we help coordinate across all areas.

Ongoing Partnership

We continue refining your plan as life evolves, with regular check-ins.

Explore Meeting

A relaxed first call to understand your goals and see if we’re a fit.

Get Started

You decide to work with us. We formalize the relationship and get started.

Initial Review

We look at your current financial picture and identify where we can help.

Planning

We take a deep dive into your income, taxes, investments, risks and goals.

Activation

Your plan moves into action—we help coordinate across all areas.

Ongoing Partnership

We continue refining your plan as life evolves, with regular check-ins.

A Thoughtful Partner for What’s Next

You’ve built a lot. We'll help you protect it and plan ahead with confidence.

A Thoughtful Partner for What’s Next

You’ve built a lot. We'll help you protect it and plan ahead with confidence.

Why Choose Us?

Financial planning that’s simple, human, and designed to align your money with the life you want to live.

Advice Tailored to You

Your plan starts with your life—not a template. We build around your goals, values, and the way you actually work and live, then help you follow through as things change.

Advice Tailored to You

Your plan starts with your life—not a template. We build around your goals, values, and the way you actually work and live, then help you follow through as things change.

Advice Tailored to You

Your plan starts with your life—not a template. We build around your goals, values, and the way you actually work and live, then help you follow through as things change.

Real-World Perspective

We help with the big moments—career growth, business decisions, family changes, and retirement. The goal: enjoy life today and build a plan for the Charleston lifestyle you love.

Real-World Perspective

We help with the big moments—career growth, business decisions, family changes, and retirement. The goal: enjoy life today and build a plan for the Charleston lifestyle you love.

Real-World Perspective

We help with the big moments—career growth, business decisions, family changes, and retirement. The goal: enjoy life today and build a plan for the Charleston lifestyle you love.

A Partner You Can Trust

Long-term relationships, not transactions. You pay us directly, so our advice stays plan-driven and straightforward. When life changes, you’ll have a steady partner to talk it through.

A Partner You Can Trust

Long-term relationships, not transactions. You pay us directly, so our advice stays plan-driven and straightforward. When life changes, you’ll have a steady partner to talk it through.

A Partner You Can Trust

Long-term relationships, not transactions. You pay us directly, so our advice stays plan-driven and straightforward. When life changes, you’ll have a steady partner to talk it through.

  • Wealth Strategy

    Wealth Strategy

    Wealth Strategy

  • Tax Aware Planning

    Tax Aware Planning

    Tax Aware Planning

  • Liquidity Strategy

    Liquidity Strategy

    Liquidity Strategy

  • Portfolio Management

    Portfolio Management

    Portfolio Management

  • Equity Compensation

    Equity Compensation

    Equity Compensation

  • Estate Strategy

    Estate Strategy

    Estate Strategy

  • Cash-Flow Strategy

    Cash-Flow Strategy

    Cash-Flow Strategy

  • Retirement Optimization

    Retirement Optimization

    Retirement Optimization

Meet Your Lead Advisor

Reggie Fairchild, CFP®

President / Chief Advisor

I help Charleston professionals and business owners make thoughtful financial decisions without unnecessary stress.

You’ll get clear, practical guidance and proactive follow-through—built around how you actually work and live.

Charleston has been home for nearly 23 years, and I’ve built deep community roots and local know-how across the Coastal Southeast. Many clients work with me remotely, too, with the same goal: plans that support life here and the adventures ahead.


Meet Your Advisor

Reggie Fairchild, CFP®

President / Chief Advisor

I help Charleston professionals and business owners make thoughtful financial decisions without unnecessary stress.

You’ll get clear, practical guidance and proactive follow-through—built around how you actually work and live.

Charleston has been home for nearly 23 years, and I’ve built deep community roots and local know-how across the Coastal Southeast. Many clients work with me remotely, too, with the same goal: plans that support life here and the adventures ahead.


Meet Your Lead Advisor

Reggie Fairchild, CFP®

President / Chief Advisor

I help Charleston professionals and business owners make thoughtful financial decisions without unnecessary stress.

You’ll get clear, practical guidance and proactive follow-through—built around how you actually work and live.

Charleston has been home for nearly 23 years, and I’ve built deep community roots and local know-how across the Coastal Southeast. Many clients work with me remotely, too, with the same goal: plans that support life here and the adventures ahead.


FAQs

Answers to common questions

Still Wondering? Reach out below, and we're happy to help.

FAQs

Answers to common questions

Still Wondering? Reach out below, and we're happy to help.

FAQs

Answers to common questions

Still Wondering? Reach out below, and we're happy to help.

What’s the difference between financial planning, investment design, and wealth management?

What’s the difference between financial planning, investment design, and wealth management?

What’s the difference between financial planning, investment design, and wealth management?

How do I know if I’m on track financially for my goals?

How do I know if I’m on track financially for my goals?

How do I know if I’m on track financially for my goals?

How should I pay myself as a business owner—salary, distributions, or both?

How should I pay myself as a business owner—salary, distributions, or both?

How should I pay myself as a business owner—salary, distributions, or both?

How do I balance saving for the future with enjoying life today?

How do I balance saving for the future with enjoying life today?

How do I balance saving for the future with enjoying life today?

What does a typical first meeting look like?

What does a typical first meeting look like?

What does a typical first meeting look like?

How often should I review or update my financial plan?

How often should I review or update my financial plan?

How often should I review or update my financial plan?

What retirement plan options are available for small business owners?

What retirement plan options are available for small business owners?

What retirement plan options are available for small business owners?

Cushioned porch swing on a covered veranda overlooking coastal trees and marshland.

Stop Guessing. start knowing.

Let's explore your options together. You deserve it.

Surfer sitting on a board in open water beneath a cloudy sky.
Cushioned porch swing on a covered veranda overlooking coastal trees and marshland.

Stop Guessing. start knowing.

Let's explore your options together. You deserve it.

Surfer sitting on a board in open water beneath a cloudy sky.
Cushioned porch swing on a covered veranda overlooking coastal trees and marshland.

Stop Guessing. start knowing.

Let's explore your options together. You deserve it.

Surfer sitting on a board in open water beneath a cloudy sky.