Managed Covered Calls for Tech-Professionals

Designed to pursue income from concentrated stock positions while working toward gradual diversification, with a focus on tax-aware execution.

The Concentration Problem

Income Generation

Designed to generate premium income on existing holdings, with potential yield varying based on market conditions and strategy selection.

Systematic Diversification

When shares are called away, capital is redeployed into a diversified portfolio of holdings designed to reduce concentration risk.

Managed Covered Calls

Premiums collected may partially offset declines in share value, though they do not eliminate downside risk or guarantee positive returns.

Tax-Aware

Coordinate the timing of covered call sales with tax loss harvesting and QSBS strategies to help manage your overall tax exposure.

You’ve built significant wealth in company stock, through options, RSUs, or ESPP, but much of your net worth is now concentrated. Selling outright can trigger substantial capital gains taxes, leaving you stuck between risk and tax inefficiency.

Our managed covered call strategy is designed to help you navigate that tradeoff, generating income while gradually reducing concentration risk. We actively manage strike selection, timing, and roll decisions based on market conditions and your tax situation.

When our Covered Call Service Makes Sense

  • You have concentrated stock exposure

    You hold 20% or more of your net worth in a single position, whether from RSUs, ISOs, or a liquidity event, and are looking for a structured approach to managing that risk.

  • You want to reduce concentration risk

    You know it's time to diversify, but selling your entire position at once would trigger significant capital gains taxes, so you need a more gradual, tax-conscious approach.

  • Your company stock is publicly traded

    Your holdings are in a publicly traded company with liquid options markets, such as a FAANG or major public tech company, making a covered call strategy viable and effective.

  • You're willing to cap upside for income + diversification

    You prioritize reducing risk and generating income over capturing unlimited upside, and you're comfortable with a strategy that may limit gains.

  • Your time horizon is 2-5 years

    You're looking at a multi-year window, long enough to systematically diversify your position, but short enough to stay actively engaged.

  • You want professional management

    Rather than managing strike prices, rolls, and assignment decisions yourself, you'd prefer to work with a professional who handles the complexity.

How We Actively Manage Your Position

1

Strike Selection

We select strikes based on your diversification timeline, tax situation, and upside willingness. Want to keep more upside? Higher strikes. Ready to diversify faster? Lower strikes.

2

Roll Management

When positions move against you, we carefully evaluate roll decisions vs. assignment based on market conditions, volatility levels, and your concentration goals.

3

Tax Coordination

We proactively coordinate call assignments with tax-loss harvesting opportunities, QSBS holding periods, and state tax planning to support tax-efficient outcomes.

Our Covered Calls Strategy

Each strategy has different weighted call probabilities, meaning that they each represent different speeds of diversification. Our strategies are a starting point and can be customized to your needs with the help of your Advisor.

Conservative

Target of 10% chance overall that all your shares will be called, or sold, in a 45 to 90-day cycle.

There is a 5% - 15% chance that any one batch (100 shares) could be called. This strategy optimizes for maximum share price upside.

Slower Exit Lower Premium

Moderate

Target of 20% chance overall that all your shares will be called in a 45 to 90-day cycle.

There is a 10% - 30% chance that any one batch could be called. This strategy balances income and flexibility while steadily diversifying.

Measured Exit Moderate Premiums

Aggressive

Target of 30%  chance overall that all your shares will be called, in a 45 to 90-day cycle.

There is a 20% - 40% chance that any one batch could be called. This strategy is structured to pursue higher income generation and a faster diversification pace, with higher assignment probability.

Quick Exit Higher Premiums

DiversiFi may close options contracts early if the value of the options has dropped considerably (i.e., at a profit) and there is still significant time to maturity. This may allow for new contracts to be sold sooner, with the potential to collect additional premiums. Outcomes will vary based on market conditions.

Pricing & Fees

Our Covered Calls service is a subset of our Wealth Management Offering and utilizes the same pricing model. For Covered Calls, there is an additional brokerage transaction fee of $0.65 per options contract (1 options contract = 100 shares).

Total Assets Under Management Annual Fee Rate
$50,000 – $499,999 1.20%
$500,000 – $999,999 1.00%
$1,000,000 – $4,999,999 0.80%
$5,000,000 – $14,999,999 0.60%
$15,000,000 - $34,999,999 0.45%
$35,000,000 and above 0.35%

These are not costs associated with opening or closing an account at Charles Schwab. Transfer fees may be associated with the delivering firm during the transfer of shares process. 

Eligibility Requirements

‍ ‍Minimum investment amount of $100,000 and at least 300 shares,

The total number of shares must be a multiple of 100 to be eligible for the Covered Calls service (contracts can only written in multiples of 100 shares).

The ability for shares to remain in the strategy for a minimum of 90 days.

Shares must be transferred to Charles Schwab. We do not manage assets outside of Schwab. Similarly, do not transfer over any shares that you do not wish to be part of a covered call strategy.

‍ ‍Maintain 0.5% of the total account balance as cash to cover management fees. This may result in the first set of premiums being withheld from reinvestment.

The company must pass DiversiFi’s viability analysis to ensure:

  • Options market liquidity,

  • The company has a favorable financial condition and trajectory, and

  • The stock is reasonably priced in the market

Part of a Comprehensive Diversification Strategy

Covered calls are one tool in our concentration risk management toolkit. We also work with direct indexing and tax exchange funds, among other strategies, to support a diversified, tax-efficient approach.