Tuesday, October 20, 2026

Why My June Dividend Income Fell 35%—And Why I’m Okay With It

Dividend investors are conditioned to expect one thing from their income reports: a higher number every year.

For five consecutive years, my June dividend income followed that pattern. It increased from $1,202.73 in June 2020 to $3,703.83 in June 2025—growth of approximately 208%.

Then came June 2026.

My dividend income declined to $2,389.08, down $1,314.75, or approximately 35.5%, from June 2025.

On the surface, that looks like a major setback. But the number does not tell the full story.

This was not primarily caused by companies cutting their dividends. Most of the decline resulted from deliberate decisions to rebalance several funds, sell margin-funded positions and remove investments that no longer justified their place in my portfolio.

There were also two larger strategic changes.

After nearly 10 years of tracking investments, I had accumulated more than 60 individual stocks across my accounts. The research, monitoring and constant decision-making were beginning to consume more time than I wanted to give them.

At the same time, I shifted part of my income strategy toward options. Covered calls and cash-secured puts produced a decent result during my first serious year, but that income does not appear in a traditional dividend report.

The June 2026 decline therefore represents more than a lower number. It marks a transition toward a simpler portfolio, less margin, fewer unnecessary holdings and more diversified sources of income.

June Dividend Income From 2020 Through 2026

My June dividend income developed as follows:

YearJune dividend incomeAnnual change
2020$1,202.73—
2021$1,407.44+17.0%
2022$2,063.31+46.6%
2023$2,596.39+25.8%
2024$3,058.20+17.8%
2025$3,703.83+21.1%
2026$2,389.08−35.5%

The long-term picture remains positive.

Even after the 2026 decline, June dividend income was still approximately 99% higher than in June 2020. Five years of compounding were not erased by one year of portfolio changes.

The better question is not simply, “Why did the income decline?”

The more useful question is, “What happened to the capital that previously generated that income?”

The Decline Was Mostly Intentional

The nine largest reductions explain most of the year-over-year change:

  • VMCPX: −$380.53 — rebalanced.

  • VSCPX: −$291.34 — rebalanced.

  • VMCIX: −$281.62 — rebalanced.

  • UNH: −$221.00 — sold because it was funded with margin.

  • VIIIX: −$171.03 — rebalanced.

  • HD: −$92.50 — sold as part of the portfolio cleanup.

  • GOOG: −$20.97 — sold because it was funded with margin.

  • FLO: −$16.40 — sold after showing limited movement.

  • AGNC: −$11.22 — sold.

Together, these changes reduced June dividend income by approximately $1,486.61.

That is greater than the portfolio’s total year-over-year decline of $1,314.75. Growth and new income from other holdings offset approximately $171.86 of those reductions.

That calculation changes the meaning of the report.

The portfolio did not simply lose 35.5% of its dividend-producing ability. Capital was deliberately removed from selected holdings, while income from the remaining positions continued to grow.

Rebalancing the Fund Positions

The largest reductions came from VMCPX, VSCPX, VMCIX and VIIIX.

Together, these four positions accounted for approximately $1,124.52 of the decline.

Those reductions were the result of rebalancing—not sudden dividend cuts.

Over time, it is easy to accumulate multiple funds that appear different but hold many of the same underlying companies. The portfolio contains more ticker symbols, but the actual diversification may be less meaningful than it appears.

Rebalancing allowed me to reduce overlap and simplify the portfolio’s structure.

The purpose was not to preserve every dollar of immediate dividend income. It was to make sure each holding continued serving a clear role.

That may require accepting less income today in exchange for:

  • Less duplication

  • More available capital

  • Better portfolio visibility

  • Greater flexibility

  • Lower complexity

  • Improved risk management

  • More deliberate future investments

Dividend income is important, but it should not prevent the portfolio from evolving.

Reducing Margin-Funded Positions

I sold UNH and GOOG because those positions were funded with margin.

That decision reduced June dividend income by approximately $241.97, but it also lowered borrowed capital and the associated interest expense.

A dividend cannot be evaluated in isolation when margin is involved.

If a stock produces a modest dividend while I pay interest to finance the position, the real income is lower than the brokerage statement suggests. The company may still be attractive, but the financing structure can make the investment inefficient.

Reducing margin improved the portfolio in several ways:

  1. It lowered ongoing interest costs.

  2. It reduced risk during market corrections.

  3. It protected buying power.

  4. It created room for future opportunities.

  5. It reduced the pressure to make decisions during volatility.

UNH and GOOG may remain strong companies. Selling them was not necessarily a negative judgment on their businesses.

It was a decision to improve my portfolio’s balance sheet.

Cleaning Up Holdings That No Longer Fit

I also sold HD, FLO and AGNC.

Home Depot was removed as part of a broader cleanup. Flowers Foods had shown limited movement and no longer justified its place. AGNC was sold rather than retained solely for its yield.

Dividend investors can become emotionally attached to payments. Once a company starts depositing cash every quarter, selling the stock can feel like giving up part of a paycheck.

But a dividend should never become the only reason to own an investment.

A company can distribute cash and still produce a disappointing total return. Capital can remain stuck in a slow-moving position while better opportunities pass by. A high yield can sometimes compensate investors for risks that are not obvious from the payment alone.

Every holding should be evaluated using more than its current dividend.

The relevant questions include:

  • Is the dividend sustainable?

  • Is the underlying business growing?

  • Is the balance sheet healthy?

  • Is the position generating an acceptable total return?

  • Would I buy the stock today?

  • Does it still fit my strategy?

  • Is it worth the time required to monitor it?

If the answers are no longer convincing, selling can be more disciplined than holding forever.

The Remaining Holdings Continued to Grow

The June 2026 report was not negative across the board.

Several continuing positions produced higher dividend income:

  • DFS: +$47.08

  • AVGO: +$17.36 on one tracked line and +$5.90 on another

  • HOOY: +$11.74

  • LMT: +$9.66

  • WFC: +$7.88

  • TROW: +$7.03

  • SHEL: +$6.61

  • AMGN: +$6.31

  • VOO: +$5.78

  • CVX: +$4.77

  • MMM: +$4.73

  • JNJ: higher across both tracked positions

These increases helped offset the income removed through rebalancing and sales.

That confirms the dividend engine inside the continuing portfolio is still functioning. Total income declined because less capital remained allocated to dividend-paying positions—not because every company stopped growing its distribution.

That is an important difference.

More Than 60 Individual Stocks Became Too Much

One of the biggest reasons for simplifying is the number of holdings I accumulated.

Across my accounts, I had more than 60 individual stocks.

At first, that felt like diversification. Every new position represented another business to follow, another potential dividend and another opportunity to build wealth.

Over time, however, the disadvantages became harder to ignore.

Every individual stock requires some level of attention:

  • Earnings reports

  • Dividend announcements

  • Business developments

  • Industry risks

  • Management decisions

  • Valuation changes

  • Position sizing

  • Tax consequences

  • Buy, sell or hold decisions

Monitoring 10 or 15 companies can be manageable. Monitoring more than 60 can become a second job.

The issue is not only the hours involved. It is also the mental load created by dozens of small decisions. Even when I am not actively researching every company, the positions remain in the background.

Excessive complexity can eventually reduce decision quality.

When a portfolio contains too many stocks, it becomes difficult to understand every business deeply. Small positions may contribute little to the overall result but still require attention. Important developments can become lost among too many reports, alerts and account updates.

Diversification should reduce risk. Beyond a certain point, owning more than I can reasonably follow creates a different kind of risk.

Nearly 10 Years of Tracking Changed My Priorities

I am approaching a full decade of tracking investments and dividends.

The process taught me a great deal. It helped me understand compounding, valuation, dividend growth, market cycles and investor psychology. It also gave me the discipline to build wealth gradually rather than chase quick results.

For many years, I genuinely enjoyed maintaining spreadsheets and watching each position develop.

But priorities change.

My enthusiasm for tracking a large collection of individual stocks is no longer what it once was. Meanwhile, family, health, work and personal time have become increasingly valuable.

Life is beginning to take its rightful place.

This does not mean I have lost interest in investing. It means I want investing to occupy the right amount of space in my life.

The next phase should require fewer decisions, less constant monitoring and less unnecessary complexity.

That may mean:

  • Owning fewer individual companies

  • Concentrating on businesses I understand best

  • Using broad funds where appropriate

  • Keeping more cash available

  • Reducing unnecessary margin

  • Eliminating tiny positions that do not affect results

  • Requiring every holding to have a clear purpose

  • Building a portfolio that does not demand daily attention

The goal is no longer to prove that I can track everything.

The goal is to build something that continues working while I focus on living.

Part of My Income Strategy Shifted to Options

There is one final reason the lower dividend number does not tell the complete story.

In 2026, I moved more seriously into options.

I began using covered calls on shares I already owned and cash-secured puts on companies I was willing to own at lower prices. For my first serious year using the strategy, the results turned out reasonably well.

That income does not appear in the June dividend report.

Part of the capital that previously sat in traditional dividend holdings was redirected toward an options-based income strategy. As a result, dividend income declined while option premium became a larger part of the portfolio’s overall cash generation.

Options are not a direct replacement for dividends.

Dividends are generally passive. Once I own the shares, qualified companies can continue paying and increasing their distributions without requiring frequent decisions.

Options require more active management and introduce different risks.

Covered calls can limit upside when a stock rallies. Cash-secured puts can lead to assignment during a market decline. Rolling contracts can hide losses if the full trade history is not tracked carefully. Margin can magnify both gains and mistakes.

The first year nevertheless demonstrated that portfolio income can come from more than one source.

My evolving strategy now includes:

  • Fewer, higher-conviction holdings

  • Broad funds where appropriate

  • Traditional dividend income

  • Covered-call premium

  • Cash-secured-put premium

  • Lower margin exposure

  • More available cash

The goal is not to abandon dividends.

It is to stop evaluating the entire portfolio through dividends alone.

Dividend Income Is Only One Part of the Scorecard

Dividend income is easy to measure, but it is only one component of investment performance.

A complete evaluation should include:

  • Dividends received

  • Option premium

  • Capital appreciation

  • Realized gains and losses

  • Margin interest

  • Taxes

  • Risk exposure

  • Time required to manage the portfolio

  • Peace of mind

The last two items do not appear on a brokerage statement, but they are real.

A strategy producing slightly more income may not be better if it requires constant monitoring, excessive leverage and dozens of decisions every month.

Likewise, a simpler portfolio producing less dividend income may be more successful if it offers competitive total returns with less stress and more personal freedom.

The purpose of wealth is not to create an endless administrative burden.

It is to create choices.

Why a Lower Dividend Number Can Still Represent Progress

The portfolio that generated $3,703.83 in June 2025 was not the same portfolio that generated $2,389.08 in June 2026.

The newer version contains less dividend-producing capital, but it is also moving toward becoming:

  • Simpler

  • Less leveraged

  • Easier to understand

  • Easier to manage

  • More intentional

  • Supported by multiple income sources

  • Better aligned with my current life

The decline came mainly from four deliberate changes:

  1. Rebalancing overlapping fund positions

  2. Selling margin-funded holdings

  3. Removing stocks that no longer justified their capital or attention

  4. Redirecting part of the income strategy toward options

A fifth factor may be the most important:

  1. Reclaiming time after nearly 10 years of tracking more than 60 individual stocks

None of that can be captured by one monthly dividend number.

Final Takeaway

My June dividend income fell 35.5%, declining from $3,703.83 in 2025 to $2,389.08 in 2026.

I am not hiding the decline or pretending dividend income no longer matters.

But context matters more than the headline.

The nine largest reductions totaled $1,486.61, while growth elsewhere offset approximately $171.86. Most of the decline resulted from rebalancing, reducing margin and cleaning up positions—not widespread dividend cuts.

The remaining holdings continued producing income. At the same time, options became another meaningful source of cash flow during 2026.

More importantly, the portfolio is beginning to reflect where I am in life today.

After nearly 10 years and more than 60 individual stocks, I no longer want every investment decision to require another spreadsheet, alert or hour of research.

I still believe in investing. I still believe in dividends. And I still want my capital to compound.

I simply want the portfolio to work harder while asking less from me.

June 2026 produced less dividend income, but it also moved me closer to a portfolio that is simpler, less dependent on margin, supported by multiple income sources and better aligned with the life I want outside the market.

That is not failure.

That is growth of a different kind.

Friday, October 16, 2026

Why I Sold the HOOD $75 Cash-Secured Put (Jan 2027) | 15% Annualized Return

 

Why I Opened a HOOD Cash-Secured Put Position

One of my favorite income-generating strategies is selling cash-secured puts on stocks I'd be happy to own at a lower price. Instead of waiting for a stock to drop and hoping my limit order fills, I collect premium upfront while committing to buy shares only if they reach my target price.

On September 24, I sold the Robinhood (NASDAQ: HOOD) $75 Cash-Secured Put expiring January 15, 2027.

After reviewing the option chain, this strike stood out as the best combination of premium income, downside protection, and probability of success.

Most importantly, it aligned perfectly with my personal options-selling framework.


Trade Details

HOOD $75 Cash-Secured Put

ItemValue
StockHOOD (Robinhood Markets)
Current Price$97.54
Strike Price$75
ExpirationJanuary 15, 2027
Premium Collected$286
Capital Required$7,500
Effective Cost Basis$72.14
Downside Cushion24.6%
Delta~0.20
Chance of Profit79.58%
Return on Capital3.81%
Annualized Return15.1%

Why I Sold the HOOD $75 Put

1. Strong Downside Protection

The most important number in any cash-secured put trade is not the premium.

It is the breakeven price.

Breakeven Calculation

$75.00 Strike Price

Minus

$2.86 Premium Collected

Equals

$72.14 Effective Cost Basis

With HOOD trading around $97.54, the stock could fall nearly 25% before I reach breakeven.

That level of protection gives me confidence to enter the trade even in a volatile market.

Margin of Safety

Current Price: $97.54

Breakeven: $72.14

Difference: $25.40

Downside Cushion:

24.6%

That is a substantial buffer for a growth-oriented stock.


2. Attractive Risk-Adjusted Return

The trade generated:

$286 Premium

Against:

$7,500 Cash Secured

Return on Capital:

3.81%

For approximately 92 days of risk.

Annualized:

15.1%

Many dividend stocks do not yield anywhere near 15% annually.

While options involve risk, this trade offers a compelling income opportunity relative to the capital committed.


3. Delta Fits My Framework

One of my core rules is selling puts within a delta range of:

0.15 to 0.25

This trade carried an approximate delta of:

0.20

A delta around 0.20 generally provides:

  • Higher probability of profit
  • Lower assignment risk
  • Reasonable premiums
  • Better downside protection

I rarely chase higher premiums by selling puts with very high deltas.

The goal is consistency, not excitement.


Why I Chose the $75 Put Instead of the $80 Put

Looking at the option chain, many traders would immediately choose the $80 strike because of the larger premium.

HOOD $80 Put

Premium:

$4.05

HOOD $75 Put

Premium:

$2.86

Difference:

$119

At first glance, collecting an extra $119 sounds appealing.

However, the tradeoff is significant.

By moving from the $80 strike down to the $75 strike, I gained:

An Additional $5 Per Share of Protection

For one contract, that equals:

$500 More Downside Protection

In exchange for giving up only:

$119 In Premium

For me, that's an easy decision.

I would rather sacrifice a little premium today and dramatically reduce risk.

This is why successful options selling is often more about risk management than maximizing income.


What Makes HOOD Attractive Right Now?

Robinhood has evolved far beyond a simple commission-free trading app.

The company has expanded into:

  • Retirement accounts
  • Options trading
  • Cryptocurrency trading
  • Cash management products
  • Subscription services

The market has rewarded that growth, pushing the stock significantly higher over the past year.

While I am not necessarily looking to buy shares today near current prices, I would be much more comfortable owning HOOD closer to the low-$70s.

That makes the $75 strike an ideal entry point for me.


The Biggest Risk: Earnings

Every options trade has risks.

The largest near-term risk for this position is HOOD's upcoming earnings announcement.

Earnings reports can create substantial price swings in either direction.

Potential risks include:

  • Lower-than-expected revenue
  • Reduced growth guidance
  • Weak user metrics
  • Broader market volatility

If the stock experiences a sharp decline after earnings, assignment risk increases.

That's precisely why I wanted the wider cushion provided by the $75 strike.


What Happens Next?

Scenario 1: HOOD Stays Above $75

This is the outcome I expect.

The option expires worthless.

I keep:

100% of the $286 Premium

No shares are purchased.

Capital becomes available for the next put sale.


Scenario 2: HOOD Falls Below $75

Shares may be assigned.

If assigned:

  • Purchase 100 shares
  • Cost Basis = $72.14
  • Begin selling covered calls

This simply transitions into the next phase of the Wheel Strategy.


Scenario 3: Option Premium Collapses Early

This is often my favorite outcome.

If the option loses most of its value before expiration:

  • Buy it back cheaply
  • Lock in most profits
  • Recycle capital into another trade

I frequently close positions after capturing 70-90% of maximum profit rather than waiting for expiration.


Why This Fits My Wheel Strategy

The Wheel Strategy remains one of my favorite methods for generating portfolio income.

The process is straightforward:

Step 1

Sell cash-secured puts

Step 2

Collect premium income

Step 3

Accept assignment if attractive

Step 4

Sell covered calls

Step 5

Generate additional income

Step 6

Repeat

HOOD fits well into this approach because options liquidity remains strong and premium levels remain attractive.


Key Lessons From This Trade

Don't Chase Premium

Higher premium almost always means higher risk.

Focus on Breakeven

Your true purchase price matters more than the strike.

Sell Puts on Stocks You Want to Own

Assignment should never feel like a punishment.

Prioritize Risk Management

Protecting capital is more important than maximizing income.

Consistency Wins

Repeatable 15% annualized opportunities can compound into meaningful long-term wealth.


Final Thoughts

The HOOD $75 cash-secured put checked every box in my trading framework.

✅ Delta around 0.20
✅ Nearly 25% downside cushion
✅ Attractive annualized return
✅ Wheel Strategy candidate
✅ Comfortable ownership price

I collected $286 immediately, reduced my effective purchase price to $72.14, and created a position that benefits from time decay working in my favor.

Will HOOD stay above $75? Nobody knows.

But if I'm going to take risk, I'd rather get paid upfront and have a clear plan for every possible outcome.

That's exactly what this trade accomplishes.


FAQ Schema

Is selling a cash-secured put bullish?

Yes. Selling a cash-secured put is generally a moderately bullish strategy because the trader benefits when the stock remains above the strike price.

What happens if HOOD falls below $75?

The seller may be assigned 100 shares at $75 per share. In this trade, the effective cost basis would be approximately $72.14 after accounting for the premium collected.

Why choose the $75 put instead of the $80 put?

The $75 strike provides an additional $5 per share of downside protection while sacrificing only $119 in premium income.

What is the maximum profit on this trade?

The maximum profit is the premium collected, which is $286 per contract.

What is the Wheel Strategy?

The Wheel Strategy involves selling cash-secured puts until assigned, then selling covered calls on the acquired shares to generate additional income.

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