Equity Compensation Decisions Don’t Happen in Isolation

We help corporate executives connect their equity
compensation to a coherent financial strategy and
multidecade, comprehensive plan.

Case Study: Stephen, the Executive Vice President

Stephen, an Executive at a large pharmaceutical company, was referred to Rockwood by a long-standing client. Stephen recognized that his complex financial situation required advanced planning beyond the capabilities of his current broker, who was mainly concerned with discussing the merits of buying a handful of tech stocks and chasing hot investment trends. Stephen was looking for an advisor who could coordinate and assimilate the various facets of his financial life, including his investment portfolio.

Critically, a sizable percentage of Stephen’s net worth was tied to his employer as he accumulated large positions in his company’s Non-Qualified Stock Options, Restricted Stock Units, Employee Stock Purchase Plans, and Non-Qualified Deferred Compensation plans. He even maintained shares of company stock inside his 401(k), which further contributed to unnecessarily high levels of single-company-risk.

After reviewing his goals, we laid out a structured and logical diversification strategy for the various employer stock holdings to mitigate his concentrated single-stock exposure. To reduce taxes, we helped Stephen with the decision to elect to defer some of his salary and bonus into the company’s Non-Qualified Deferred Compensation plan, walking him through a multi-decade tax projection to illustrate the impact of this decision.

Moreover, after reviewing the entirety of his financial picture, Rockwood uncovered that Stephen was woefully underinsured from a Life and Disability Insurance perspective and assisted him with placing a low-cost Term Life Insurance policy and supplemental Long-term Disability Income Insurance policy to ensure that his wife and three boys were well supported if he were to pass away or become disabled.

The confidence that he was able to derive in his long-term financial trajectory, through the partnership with Rockwood, led him to spend more time on what was most important to him, spending time with his family at their home in Avalon, NJ.

This example is hypothetical and for illustrative purposes only. It is intended to reflect a typical client relationship and does not describe the experience of any actual client or represent an endorsement or testimonial of our firm.

When Your Career & Net Worth Are Tied to One Company

As an executive, you want your financial decisions to
support your career, family, and retirement goals. But in
practice, those decisions are rarely simple:

  • A large share of your wealth may depend on one employer’s stock.

  • Stock options, RSUs, deferred compensation, and retirement plans need to be disentangled and reconciled to a comprehensive plan.

  • Timing decisions often carry lasting tax consequences.

  • Concentration risk can grow quietly while your career is still in motion.

Most executives have an abundance of equity compensation, yet lack the time to integrate it into a comprehensive plan. At Rockwood Wealth Management, we help you bring your equity compensation and related financial decisions into a coordinated strategy.

Putting Structure Around Your Executive Compensation

Our goal is to help you:

Coordinate Compensation Decisions

Understand stock plans, retirement benefits, and incentives as part of the big picture of your wealth.

Cash Flow
Manage Concentration & Tax Trade-offs

Address overexposure while evaluating diversification timing, deferral choices, and tax impact.

Protect Your Income & Family

Identify coverage gaps and address risks that could affect your income continuity and family’s security.

How It Works

1
Clarify

Clarify what you want your career, time, and wealth to support next.

2
Design

Develop strategies for your compensation, investments, taxes, and long-term goals.

3
Implement

Put decisions into action and revisit them regularly and as circumstances change.

Services

FINANCIAL
PLANNING

Coordinate compensation, investments, taxes, and goals into one strategy.

Cash Flow
EXECUTIVE COMPENSATION

Evaluate stock options, RSUs, and deferred compensation decisions.

INVESTMENT MANAGEMENT

Manage portfolios, considering concentration risk and long-term objectives.

TAX
PLANNING

Create tax-efficient strategies for income, deferrals, and investments.

RISK
MANAGEMENT

Address insurance gaps that could affect income and family security.

RETIREMENT
PLANNING

Understand your retirement goals and create a plan to leave work on your timeline.

ESTATE
PLANNING

Update estate strategies to reflect family, wealth, and legacy priorities.

CHARITABLE & GIFTING STRATEGIES

Structure giving to family or charities within your broader financial picture.

Is Rockwood Right for You?

We may be a good fit if you:

  • Are navigating complex equity
    compensation decisions

  • Have a meaningful portion of your wealth
    tied to your employer

  • Want advice that coordinates compensation,
    investments, taxes, and risk

If you’re weighing complex compensation
decisions, let’s start a conversation.

Memberships & Associations

Frequently Asked Questions

How do you help executives manage concentrated stock and equity compensation?

A: We help executives build a structured diversification plan for Non-Qualified Stock Options (NQSOs), Restricted Stock Units (RSUs), Employee Stock Purchase Plans (ESPPs), and company stock held in 401(k)s. Our goal is to reduce single-company risk while minimizing taxes and aligning each decision with your long-term financial objectives.

Can you help me decide whether to defer salary or bonuses into a Non-Qualified Deferred Compensation plan?

A: Yes. We model the long-term tax implications of deferring compensation and help you determine how much, and when, to defer. Through multi-year projections, we show how deferrals interact with your broader financial plan so that your choices are tax-efficient, intentional, and consistent with your goals.

I hold company stock in multiple accounts—can you coordinate all of them?

A: Yes. We help consolidate your equity positions across 401(k)s, brokerage accounts, and employer plans to create one clear picture of your exposure. Then, we implement a disciplined, evidence-based diversification and rebalancing strategy to help keep your portfolio aligned with your risk tolerance and life goals.