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Pilot
For Maritime Pilots

Every pilot's financial
situation is different.

Compensation structures, retirement arrangements, and tax situations vary significantly across the profession. The planning required is specific to how each pilot is actually structured — and that requires an advisor who understands the profession.

Compensation structures that vary widely across ports and associations
Retirement arrangements that don't fit standard planning templates
Tax situations that change as careers progress and circumstances shift
Wealth accumulation that outpaces the planning around it
The Planning Gap

This profession requires
a different approach.

Maritime pilots occupy a distinctive place in the professional landscape. The licensing requirements, the working arrangements, the career arc, and the financial structures that come with the profession are unlike those of most high-earning professionals. That specificity matters when it comes to financial planning — and it requires an advisor who understands the context.

We've worked with pilots across different ports, different compensation arrangements, and different stages of their careers. That experience informs the questions we ask and the planning we build.

Tax Complexity
Pilots often face tax situations that don't fit standard planning templates. We understand the variables and build strategies around the actual picture — not a generic one.
Retirement Planning
Retirement structures vary across the profession. We evaluate what's available in your specific situation and build a coordinated strategy around it.
Wealth Coordination
High earners in specialized professions often accumulate significant assets without a coordinated strategy behind them. We build the architecture that connects the pieces.
Our Approach

Planning built around
your situation specifically.

We don't apply a standard framework and call it a plan. Every engagement starts with understanding the actual structure — compensation, taxes, retirement, and goals — before we recommend anything.

01
Tax Strategy
We build tax strategies around your actual situation — not a template. That means understanding your specific compensation structure, your current obligations, and where the planning opportunities exist given your circumstances.
02
Retirement Architecture
The right retirement vehicles depend on how you're structured. We evaluate what's available to you, what you're currently using, and whether there are higher-capacity options that haven't been considered.
03
Income Timing and Coordination
When income is variable or structured in ways that create planning decisions, timing matters. We build strategies that account for the shape of your income — not just the amount.
04
Portfolio Tax Integration
Your investment portfolio should work in coordination with your tax situation. We address asset location, harvesting discipline, and rebalancing strategy as part of a single integrated plan.
05
Wealth Transfer Planning
Pilots who have accumulated significant wealth often haven't addressed what happens to it. We build estate and transfer strategies that reflect your goals and are structured with tax efficiency in mind.
06
Financial Independence Planning
The question of when you can stop working — and what that looks like — requires a clear model of your assets, your obligations, and your spending. We build that model and keep it current.
Fit Assessment

This may be the right fit
if any of these apply.

This is likely a fit
Your financial situation has grown more complex and your current advisor doesn't fully understand the profession
You have a tax situation that hasn't been addressed with the same discipline as your career
You're accumulating assets but don't have a coordinated strategy connecting your portfolio, your taxes, and your retirement
You're approaching a transition — whether that's a career milestone, a change in working arrangement, or retirement — and want a plan built around it
You want an advisor who is familiar with the profession and can ask informed questions from the start
Probably not a fit
You're early in your career and your financial situation is still straightforward
You already work with an advisor who understands your specific situation and is actively managing it

"The pilots we work with have built serious careers. The planning around those careers should be equally serious — and specific to how they actually work."

Marcus Dickerson
Wealth Advisor · The Dickerson Group
Next Step

If this describes your situation,
let's have a conversation.

The first conversation is straightforward. We'll ask about your situation, what you're currently working with, and what you're trying to accomplish. If there's a clear opportunity to improve your position, we'll tell you what it looks like. If we're not the right fit, we'll tell you that too.

Start a Conversation →See If We're a Fit

No obligation. No sales process.
A direct conversation about your situation.