I am so glad you are here.

I've lived in Naples for nearly twenty-five years, working exclusively with retirees and individuals over 55.

My practice focuses on four essential areas: investment management, tax preparation and planning, required minimum distributions (RMDs), and cashflow management.

I manage your portfolio for both growth and preservation—balancing income needs today while ensuring your assets last 25 to 30 years or more.

Each year I handle your tax returns, but I'm also looking ahead: identifying tax-saving opportunities, strategizing Roth conversions, and planning distributions to minimize your lifetime tax burden.

Many clients come to me facing critical decisions: when to take Social Security, how to structure RMDs, or how much they can safely spend without outliving their money.

I create withdrawal strategies that coordinate your income sources—pensions, Social Security, investment accounts, and IRAs—to provide steady cashflow while keeping taxes in check.

Most of my clients initially come to me around retirement or after losing a spouse, often feeling uncertain about managing investments on their own or overwhelmed by tax implications.

Together, we build a comprehensive plan that brings clarity and confidence.

If you're thinking about your retirement finances and want someone who handles both the day-to-day management and the long-term strategy, I'd welcome the conversation.

Christopher G. Ragain, CPA/PFS
Founder, Sentinel Wealth & Tax

We will watch the market, you can enjoy the sunshine.

At Sentinel Wealth & Tax, we can manage every aspect of your investment and tax needs.

Retirement Lifestyle Advisors

Tax Planning
& Preparation

Investment Management

Distribution & Cashflow Planning

Your retirement life is constantly evolving.

When you think about it, retirement is the beginning of a multi-decade journey of new discoveries and rewards.

With the excitement also comes the need for assurance, peace of mind, and knowing that the path you have chartered is secure.

We help retirees and widows create certainty around their lifestyle and financial outcomes.

Our goal is that you live each day knowing that you have all the bases covered, that you don't have to worry about the financial future.

We prepare plans that leave nothing to chance, we answer every question.

We bring total peace of mind that as the years roll by, you will have what you need, and can continue building your best life.

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Tax preparation and planning brings clarity to your retirement.

As you enter retirement, taxes don’t go away — they simply change shape.

You may have new sources of income, from Social Security and pensions to IRA withdrawals and investments. Each one brings new choices, new opportunities, and new potential pitfalls.

When you’ve spent a lifetime working hard and saving carefully, the last thing you want is to give more to the IRS than necessary.

That’s why proactive tax planning matters. We’ll help you look ahead, not just backward — using today’s decisions to reduce tomorrow’s taxes.

We’ll review every account, every deduction, and every income source to ensure your retirement income works for you, not against you.

By coordinating your withdrawals, investments, and charitable giving, we can turn what used to be “tax time” into a year-round strategy for keeping more of what you’ve earned.

Tax planning in retirement isn’t about forms — it’s about confidence.

It’s about knowing that each decision supports your goals, your lifestyle, and your legacy.

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Lets talk about what you want more of in your life.

In our practice, we talk about what lifestyle you want to live and what your daily life should look like. We are focused on the outcomes.

Retirement is like taking a trip. You want to see the sights and experience the great food and fun. Having a knowledgeable travel guide helps to smooth the voyage.

Regardless of where you are in your journey, the time to start planning for the next steps is now. Don't put this off.

At Sentinel Wealth & Tax, we believe we have been called to do this work.

To help you prioritize the important milestones and to not only remember the life you have led, but to write the next chapter and continue the important work that is still left to be done.

What does tomorrow look like?

Lets find out.

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Strong leaders know when to delegate.

Sometimes we may think that needing assistance is a sign of weakness. It is not.

It shows that you are a capable manager, the same person your family has depended on all of these years.

You did not retire so you could watch the stock market all day. Its time to get out there. To do all of the things you dreamt about.

Its time to make your mark.

Investment performance is a critical factor to your retirement plan. Give us your instructions and your expectations.

We will work everyday to make sure we meet them.

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Services Brochure

Learn more about Sentinel Wealth & Tax

Take a deep dive into our firm and learn more about the benefits of having a family office working for you and your family.

Click the button below to download immediately, no email or contact information is required.

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The Sentinel Wealth & Tax
Mission Statement

"At Sentinel Wealth & Tax, we provide highly personalized, relationship-driven service to a select group of clients. We will intentionally remain a small, bespoke firm so we can deeply focus on each client’s unique goals and financial needs.

We believe great advice starts with the right fit. We are passionate about our clients success, peace of mind, and security. Our success is measured not by scale, but by the lasting impact we make in the families we serve."

The Sentinel Family Legacy Process

Everything your Family Needs to Continue the Lifestyle

Legacy BluePrint

We document every activity your loved ones will need to know how to perform, from banking & bill pay to turning on the pool heater.

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Retirement & Cashflow Planning

Document cash needs and use AI driven insights to prepare for market volatility and unexpected expenses.

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Tax & Investment Management

Low cost ETF investments and tax return preparation that ensures your plan is implemented correctly.

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Ready to see if Sentinel is a good fit?

Click below to schedule a complimentary meeting with us to hear about what we can do for  you

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The Sentinel Wealth Difference

You need more from your advisor than just investment management

Traditional
Advisors

Investment Management
Retirement Planning
Tax Preparation & Strategies
X
Legacy BluePrint
X
Household Process Vault
X
Budgets & Cashflow Consulting
X
Family CFO Services
X
Emergency Procedures
X

Free Whitepaper

The 12 Estate Planning Mistakes Most Retirees Make

In this complimentary white paper, we explore common mistakes and misconceptions retirees make when estate planning.

Click the button below to download immediately, no email or contact information is required.

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The Sentinel Wealth Services Matix

The peace of mind that comes with a full service family office

Investment Portfolio Management

Estate Plan
Review

Insurance Policy Management

Tax Return
Preparation

Tax Planning
& Projections

Household Process
Vault

Emergency Plans
& Workflows

Cashflow Monitoring

Family
Financial Statements

Retirement Planning
& Projections

Next of Kin
Directives

Bill & Expense Management

Purchase & Financing
Support

Technology Support
& How To's

Oversight of
Household Vendors

Asset Logs & Maintenance Schedules

Preferred Vendor
Lists

Life Transition
Support

Large Project
Consulting

Gifting Strategies
& Tax Mitigation

Frequently Asked Questions (FAQ's)

What is the minimum investment to be a client at Sentinel?

The firm minimum investment is $750K. Our average client has investable assets between $2M - $20M. The average total net worth of our client base has $6M - $50M in assets.

We require that you move at least 70% of your liquid net investable assets to the firm if you want our full complement of services including tax return preparation and planning, legacy blueprint, estate planning, and cashflow solutions.

I have lots of choices when it comes to advisors, why choose Sentinel?

Our advantage comes from our desire to have very integrated relationships with our clients. We begin our relationship by spending many hours simply getting to know you, your history, your family, and your goals and dreams. We believe we have not earned the right to provide advice about your money until we know you and your needs in detail.

Our service is hyper focused on making sure you and your family have clear roadmaps of how their comfort and well being can be managed if unexpected events occur, deaths in the family, etc. We want to enhance and bolster the options you have during retirement and help you find the joy in this time of your life. Most of our work revolves around lifestyle, and how to maximize your lifestyle with the resources you have.

We have an average age of 38, with the intention to outlive our clients so we can see their families needs through several generations. If you are looking for a partnership for the next 30 years, you are exactly the kind of client we are hoping to serve.

How does Sentinel get paid for services?

We are fee only advisors. We do not have a commission structure or any contingency based fees. We bill based on the assets we manage and oversee. During your exploratory meeting with our firm, we will give you a full breakdown of fees per service and you get to select from a menu of what services you would like.


The fees use a blended rate structure, so as you invest more money with the firm, or as your investment account increases in value, the rate you pay the firm on those assets is priced at the lower rate. Our ADV form will be provided to you and those documents disclose fees in our standard tiers.

The fees are much higher (per dollar invested) in the first few tiers as that covers the financial planning, retirement planning, legacy blueprint, tax return planning and prep, and more. Once you cross $2M in assets under management, the costs and fees on additional assets are reduced considerably.

How much do services at Sentinel cost?

We are fee only advisors. We do not have a commission structure or any contingency based fees.

Fees are comprised of 2 different services:

Legacy BluePrint
Fees

First Month: $7,500

Monthly fee: $750

Asset Management
Fees

AUM Fee: 0.50%

If you do not need asset management and you only want Legacy BluePrint Services you can purchase that with a flat fee paid with your credit card. We do not offer stand alone asset management, you must be a Legacy BluePrint client to upgrade your plan to asset management

What kinds of investments does Sentinel recommend to clients?

We invest almost exclusively in ETF's and low cost investment vehicles. We also purchase federal and municipal bonds and from time to time individual stocks. We will also use options to hedge investments as needed and from time to time use leveraged ETF's for short term scenario based programs.

We do not try and time the market. We believe that we can accomplish any goal a client has by remaining fully invested and instead change our allocations based on economic factors.

In most cases we are moving clients to a greater or smaller allocation of stocks - bonds depending on market conditions. We also spread our equity investments out to sector spider ETFs that allow us to increase our exposure to sectors we are bullish on while minimizing our investments to sectors that are overbought.

I have had financial planning services before, why Sentinel now?

Traditional financial planning focuses on your money. Constantly asking the question: "Do you have enough money?" We believe that is the wrong approach.

The real question should be "Given the amount of money and resources I have, what can I do with it and how do I make it everything that I need?"

This is the approach we take at Sentinel Wealth & Tax. How do we maximize our lifestyle by making smart decisions and implementing workflows and strategies that expand your life.

We are not in the asset accumulation phase anymore, this is the asset enjoyment phase. So lets figure out how to make every dollar go farther.

Lets see just how good things can get with the right partnership and advice at your disposal.

The Sentinel "No Pressure" Guarantee

I will never pressure you. Period.

I realize that most financial firms treat potential clients like sales targets. High-pressure tactics, aggressive follow up calls, pushy close attempts.

I know that choosing a financial advisor and CPA is a very important decision, one that you will not be rushed into or pressured to start. I have built my practice on long-term relationships. Those are built on trust, conversations, and thoughtful decision making. To that end, I can guarantee what will and will not happen in our meetings:

  • We WILL listen to understand your goals.

  • We WILL answer all questions about fees.

  • We WILL explain how we might help.

  • We WILL provide education & insight.

  • We WILL NOT use any pushy sales tactics.

  • We WILL NOT call after our meeting.

  • We WILL NOT make you feel obligated.

  • We WILL NOT send you endless follow-ups.

In fact, one of the first statements I will make when we meet is:

"I will not contact you after this meeting. If you want to continue exploring our services, or if you are ready to begin, you have to contact me first."

So please, if you have need of any of our services or are trying to figure out what you might need, lets have a chat. I think you will enjoy it and if anything you will walk away knowing something new.

Ready to see if Sentinel is a good fit?

Click below to schedule a complimentary meeting with us to hear about what we can do for  you

Schedule A Complimentary Meeting