Large Capital Gain Events | Solutions

Large gains demand more proactive tax management

The challenge often extends beyond selecting the right investment strategy. Choosing an appropriate structure significantly influences both current tax obligations and future portfolio flexibility.
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Calculator Disclosure
The framework

How the DGS approach works

A significant capital gain can complicate otherwise straightforward portfolio decisions, as tax considerations increasingly influence the process.

Built on the DGS systematic equity framework, the Apex Long-Short Strategy offers clients greater flexibility to enhance pre-tax alpha, manage equity market exposure, and optimize tax savings.
Liquidity event
  • Business Sale
  • Concentrated Stock
  • Real Estate Sale
  • PE / VC / Fund Exit
Capital Gain

$10M

Realized event
Typical Approach
Pay Taxes Now

$2.0M - $5.0M

The full tax cost results in a much lower starting investment amount, reducing long-term growth of wealth.
DGS Approach
APEX Long-Short

$2.0M - $5.0M saved

Aggressive loss harvesting offsets the tax liability allowing a larger lump-sum to compound over time.

Get an advisory call directly from our CIO.

Bring a real client situation you’re working on - concentrated stock, a legacy portfolio, a complex tax picture, or a cash implementation. We'll workshop it on a 30-minute call and follow up with a detailed implementation plan.
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