Considering Alternatives Beyond Traditional Portfolios
Executives and business owners often build wealth through equity compensation, closely held business interests, or family-owned stock. Over time, portfolios can grow significantly while remaining tied to a narrow set of drivers.
As balances increase, the risk associated with concentration does not disappear. It simply becomes easier to overlook.
The Case: Concentration Without Context
An executive held a concentrated public equity position alongside substantial cash reserves. In parallel, closely held business interests represented a meaningful portion of long-term net worth.
The portfolio had grown. Exposure, however, remained narrow.
The challenge was not access to alternative investments or diversification strategies. It was context. Without an integrated framework, evaluating alternatives raised questions around liquidity, tax impact, and how these strategies would complement existing public and private holdings.
The decision point was familiar. Continue relying primarily on concentrated positions or begin evaluating diversification options without a clear understanding of tradeoffs and sequencing.
Why Executives and Business Owners Face This Decision
Executives and owners with concentrated public or closely held stock positions often delay diversification. Familiar assets feel easier to hold, while alternatives introduce questions around structure, timing, and tax consequences.
Without integrated wealth and tax planning, diversification decisions can feel disconnected from the broader picture, particularly when capital gains, exit timing, or business transitions are involved.
How Compound Supports Alternative Investment and Diversification Planning
Compound helps executives and business owners evaluate alternative investments and diversification strategies through education, modeling, and integrated planning.
This includes reviewing alternative investment structures, liquidity profiles, and portfolio roles, as well as implementing alternatives through vehicles such as fund-of-funds strategies and selective sidecar opportunities when appropriate.
Planning also extends to evaluating ways to reduce concentrated stock risk while remaining mindful of taxable gains. This may include approaches such as tax-aware diversification, long-short strategies, or direct indexing, alongside planning for potential business exits or liquidity events.
The focus is not simply on adding alternatives, but on understanding how diversification, tax strategy, and timing work together within a broader wealth plan.
Who This Planning Is Designed For
Compound works with individuals whose portfolios have grown more complex, including:
Executives with concentrated public equity positions
Business owners and families holding closely held or family business stock
High-net-worth individuals with significant cash reserves
Investors evaluating private market exposure alongside traditional assets
Owners seeking diversification strategies that consider capital gains and exit planning
These individuals benefit from planning that prioritizes integration, tax awareness, and long-term alignment.
Wealth Planning, Compounded
As portfolios grow, concentration risk can quietly increase. Integrated wealth and tax planning helps place diversification and alternative investments within a clear, informed framework.
That is wealth planning, compounded.
Trump Accounts are newly introduced tax advantaged savings accounts designed for children. While preliminary guidance has been issued, many details are still being interpreted, leaving families, professionals, and business owners with important planning questions.
Executives and business owners often build wealth through equity compensation, closely held business interests, or family-owned stock. Over time, portfolios can grow significantly while remaining tied to a narrow set of drivers.
Real estate families are exceptionally good at acquiring assets. They understand deals, financing, and market dynamics. As portfolios grow across entities and family members, however, the challenge rarely sits with acquisition skill.
For many business owners, retirement is not a single event. It is a gradual shift from active involvement to a more passive role, often while business ownership, real estate holdings, and retirement accounts remain firmly in place. This transition introduces layers of complexity that traditional retirement planning models rarely address.
High-income individuals often assume retirement planning is primarily about investment performance. In practice, complexity tends to surface through coordination, especially when retirement accounts, real estate income, and taxes converge at the same time.
Selling a business in Wisconsin involves careful exit planning. Learn how Compound Wealth, Advisory, and Tax approaches business exit planning with a coordinated perspective.
How transaction-experienced advisors approach equity value creation, as Compound Wealth, Advisory, and Tax outlines planning for transactions and ownership decisions.
How lower middle market companies approach scaling, with Compound Wealth, Advisory, and Tax discussing planning considerations for private firms managing growth.
Learn how real estate tax strategies and cost segregation are evaluated. Compound Wealth, Advisory, and Tax explains planning considerations for property owners and investors.
Learn how physicians and high-income professionals approach financial planning. Compound Wealth, Advisory, and Tax discusses coordinated planning considerations for careers.
Integrated tax and wealth management explained. Compound Wealth, Advisory, and Tax discusses coordination across tax strategy and financial planning decisions.
Overview of how real estate owners and families address planning considerations, with discussion of coordination across real estate, family, and financial decisions.
Learn how founders, families, and next generations approach transitions. Compound Wealth, Advisory, and Tax discusses leadership, ownership, and continuity planning conversations.
Explore how local context shapes planning in Madison, Dane County, and Brookfield. Learn how Compound Wealth, Advisory, and Tax approaches regionally informed financial conversations.
Compound in Madison, WI offers process-focused financial guidance including planning discussions, document review, and collaboration with professionals for informed decision-making.
Compound offers process-focused financial guidance in Madison, WI, including planning discussions, document review, and collaboration with professionals for informed financial decisions.
Compound provides process-focused financial guidance in WI, including planning discussions, documentation reviews, and collaboration with professionals for informed decisions.
Compound provides process-focused wealth management guidance in Wisconsin, including financial reviews, planning discussions, and collaboration with professional advisors.
Compound provides process-focused wealth management guidance in Madison, WI, including financial reviews, planning discussions, and coordination with advisors.
Compound provides Wisconsin residents process-focused wealth management guidance, including financial reviews, planning discussions, and coordination with professional advisors.
Compound provides Wisconsin residents with process-focused wealth management guidance, including financial reviews, planning discussions, and advisor collaboration.
Compound provides process-focused wealth management guidance for Wisconsin clients, including financial reviews, planning discussions, and coordination with advisors.
Compound offers business-focused tax guidance and preparation in Wisconsin, supporting owners with process reviews, documentation, and compliance discussions services.
Compound provides professional money management guidance in Wisconsin, assisting with financial review, planning discussions, and collaboration with other advisors in a fully compliant manner.
Compound offers financial planning support in Wisconsin, providing guidance, documentation reviews, and structured planning discussions for individuals and businesses.
Compound provides financial advisory and tax services in Wisconsin, supporting structured planning, documentation reviews, and guidance for individuals and businesses compliantly.
Compound provides CPA services in Wisconsin. Our team focuses on accounting review, tax preparation support, and business consultation, offering structured guidance without financial outcome claims.
Compound provides tax-wealth advisory services in Madison, offering account reviews, planning, and documentation support for individuals and businesses in compliance.
Compound is a tax and accounting firm in Madison, WI, providing account reviews, planning discussions, and documentation support for individuals and businesses professionally.
Compound is a registered investment advisor in Madison, WI, focused on account reviews, planning, and documentation to help clients organize financial goals responsibly.