The Samwise Portfolio

Hightower Portfolio

The Hightower Portfolio, like all other Samwise Portfolios, is published for illustrative purposes only. The Portfolio will launch in December 2025 in cash with $100,000.00 starting AUM. The Hightower Portfolio serves as a model or example of how to execute the Samwise Strategy generally, and the Hightower Portfolio Strategy more specifically. It is a an OPTION-LEAPS based portfolio which makes it inherently substantially more risky than the typical portfolio given the high concentration in tech stocks. Please read Chapter 4.7 on Diversification to learn why over concentration in one sector is considered a high risk investment. The Hightower Portfolio is well diversified to handle company risk, but is still subject to high sector risk being heavily invested in the QQQ. Unlikely other portfolio launches, Hightower launched alone as a more aggressive long-term options portfolio than Arryn Lannister and Stark. The Hightower Strategy is based on the idea of remaining long and hedged at all times regardless of the situation. It has more turnover than the other long-term options portfolios and is both untested and experimental when compared to Arryn, Lannister and Stark.

Ticker Position Average Price Current Price Qty Cost Basis Market Value P/L
QQQ Jan. 21, 2028 $600 Calls LONG $104.81 $175.55 4 $41,924.00 $70,220.00 $28,296.00 (+67.49%)
QQQ Jan. 21, 2028 $550 Calls LONG $102.25 $215.00 1 $10,225.00 $21,500.00 $11,275.00 (+110.27%)
QQQ June 17, 2027 $650 Calls SHORT $82.27 $108.67 3 -$24,681.00 -$32,601.00 -$7,920.00 (-32.09%)
QQQ Mar. 19, 2027 $650 Puts LONG $26.30 $15.80 5 $13,150.00 $7,900.00 -$5,250.00 (-39.92%)
QQQ Mar. 19, 2027 $700 Puts LONG $24.30 $28.15 3 $7,290.00 $8,445.00 $1,155.00 (+15.84%)
MSFT Jan. 21, 2028 $400 Calls LONG $54.65 $169.49 1 $5,465.00 $16,949.00 $11,484.00 (+210.14%)
MSFT Jan. 15, 2027 $500 Puts LONG $15.90 $14.91 1 $1,590.00 $1,491.00 -$99.00 (-6.23%)
MSFT Jan. 15, 2027 $600 Calls SHORT $10.90 $8.30 1 -$1,090.00 -$830.00 $260.00 (+23.85%)
MU Jan. 15, 2027 $1,100 Calls LONG $95.90 $33.25 1 $9,590.00 $3,325.00 -$6,265.00 (-65.33%)
MU Jan. 15, 2027 $1,200 Calls SHORT $78.90 $19.50 1 -$7,890.00 -$1,950.00 $5,940.00 (+75.29%)
SNDK Mar. 19, 2027 $1900 Calls LONG $121.70 $94.63 3 $36,510.00 $28,389.00 -$8,121.00 (-22.24%)
SNDK Mar. 19, 2027 $2000 Calls SHORT $102.90 $71.00 3 -$30,870.00 -$21,300.00 $9,570.00 (+31.00%)
QQQ Jan. 21, 2028 $700 Calls LONG $101.75 $106.05 2 $20,350.00 $21,210.00 $860.00 (+4.23%)
CASH – – – – $18,437.00 $3,646.00 -$14,791.00 (-80.22%)
Totals: – – – – $100,000.00 $126,394.00 $26,394.00 (+26.39%)

⚠ Disclaimer: The Samwise Portfolios are for educational and informational purposes only and does not constitute financial advice. All investments involve risk, and there is no guarantee of profit or protection against loss. Past performance does not indicate future results. Always conduct your own research and consult with a licensed financial professional before making investment decisions.

Hightower Portfolio Orders
Hightower Trades

1. Buy to Open QQQ Jan 2028 $600 Calls @ $109.50 x 7 Contracts  made at 11:35 AM EST on December 12, 2025
2. Buy to Open QQQ Sep 2026 $600 Puts @ $36.17 x 6 Contracts  made at 11:36 AM EST on December 12, 2025
3. Sell to Close QQQ Sep $600 Puts @ $47.35 x 1 Contract made at 2:16 PM EST on March 26, 2026
4. Sell to Close QQQ Sep $600 Puts @ $52.50 x 1 Contract made at 11:18 AM EST on March 27, 2026
5. Buy to Open QQQ Jan 2028 $550 Calls @ $102.25 x 1 Contracts made at 3:37 PM EST on March 27, 2026
6. Sell to Close QQQ Sep $600 Puts @ $59.02 x 1 contract made at 3:32 PM EST on March 30, 2026
7. Buy to Open QQQ Jan 2028 $600 Calls @ $72.00 x 1 contract made at 3:35 PM EST on March 30, 2026
8. Sell to Close QQQ Jan 2028 $600 Calls @ $87.45 x 1 Contract made at 1:38 PM EST on April 1, 2026
9. Buy to Open QQQ Sep 2026 $600 Puts @ $39.85 x 1 Contract made at 1:39 PM EST on April 1, 2026
10. Buy to Open QQQ Sep 2026 $590 Puts @ $24.00 x 2 Contracts made at 11:11 AM EST on April 10, 2026
11. Sell to Close QQQ Jan 2028 $600 Calls @ $103.70 x 1 Contract made at 2:58 PM EST on April 13, 2026
12. Buy to Open QQQ Sep 2026 $590 Puts @ $22.75 x 2 Contract made at 2:59 PM EST on April 13, 2026
13. Buy to Open QQQ Sep 2026 $590 Puts @ $19.75 x 2 Contracts made at 11:30 AM EST on April 14, 2026
14. Sell to Close QQQ Jan 2028 $600 Calls @ $118.90 x 1 Contract made at 12:33 PM EST on April 15, 2026
15. Buy to Open QQQ Sep 2026 $590 Puts @ $18.70 x 7 Contract made at 12:34 PM EST on April 15, 2026
16. Sell to Open QQQ june 2027 $650 Calls @ $72.85 x 1 Contract made at 12:45 PM EST on April 16, 2026
17. Buy to Open QQQ Sep 2026 $$600 Puts @ $20.05 x 4 Contract made at 12:46 PM EST on April 16, 2026
18. Sell to Open QQQ June 2027 $650 Calls @ $77.95 x 1 contract made at 10:44 AM EST on April 21, 2026
19. Buy to Open QQQ Sep 2026 $600 Puts @ $17.80 x 4 contract made at 10:44 AM EST on April 21, 2026
20. SELL to OPEN (short) QQQ June 2027 $650 Calls @ $96.00 x 1 Contract made at 11:52 AM EST on May 1, 2026
21. Buy to Open QQQ Sep 2026 $600 Puts @ $12.40 x 8 Contracts made at 10:25 AM EST on May 4, 2026
22. Sell to Close QQQ Jan 2028 $600 Calls @ $172.15 x 1 Contract made at 10:45 AM EST on May 7, 2026
23. Buy to Open Sep 2026 $600 Puts @ $10.02 x 14 Contract made at 10:45 AM EST on May 7, 2026
24. Sell to Close QQQ Sep 2026 $590 Puts @ $8.75 x 13 Contracts made at 2:52 PM EST on May 18, 2026
25. Sell to Close QQQ Sep $600 puts @ $10.00 x 12 Contracts made at 10:18 AM EST on May 19, 2026
26. Buy to Open QQQ June 2027 $700 Calls @ $93.90 x 1 Contracts made at 3:05 PM EST on June 5, 2026
27. Sell to Close QQQ Sep $600 Puts @ $11.20 x 7 Contracts made at 12:16 PM EST on June 9, 2026
28. Buy to Open QQQ October 2026 $700 Puts @ $23.25 x 2 Contracts made at 11:35 AM EST on June 15, 2026
29. Buy to Open MSFT Jan 2028 $400 Calls @ $54.65 x 2 Contracts made at 1:18 PM EST on June 25, 2026
30. Sell to Close QQQ Sep 2026 $500 Puts @ $6.00 x 8 Contracts made at 11:09 AM EST on July 23, 2026
31. Buy to Open TSLA Jan 2027 $300 calls @ $48.75 x 1 Contracts made at 11:08 AM EST on July 24, 2026
32. Sell to Close QQQ Sep 2026 $600 Puts @ $7.60 x 7 Contracts made at 11:56 AM EST on July 29, 2026
33. Buy to Open MU Jan 2027 $1100 – $1200 Call-Spread @ $17.00 x 1 Contract made at 11:56 AM EST on July 29, 2026
34. Buy to Open QQQ June 2027 $700 Calls @ $60.00 x 1 Contracts made at 12:13 PM EST on July 29, 2026
35. Sell to Close MSFT Jan 2028 $400 Calls @ $141.22 x 1 Contracts made at 2:31 PM EST on August 3, 2026
36. Buy to Open QQQ Mar 2027 $650 Puts @ $29.20 x 3 Contracts made at 3:00 PM EST on August 3, 2026
37. Sell to Close TSLA Jan 2027 $300 Calls @ $57.40 x 1 Contracts made at 12:07 PM EST on August 4, 2026
38. Sell to Close QQQ Oct 16, 2026 $700 Puts @ $14.55 x 2 Contracts made at 12:31 PM EST on August 12, 2026
39. Buy to Open QQQ Mar 19, 2027 $650 Puts @ $21.95 x 2 Contracts made at 12:31 PM EST on August 12, 2026
40. Buy to Open Google Jan 2027 $350 Calls @ $28.70 x 2 Contracts made at 12:50 PM EST on August 12, 2026
41. Buy to Open AVGO June 2027 $400 Calls @ $52.35 x 1 Contracts made at 1:33 PM EST on August 20, 2026
42. Sell to Close AVGO June 2027 $400 Calls @ $55.00 x 1 Contracts made at 2:34 PM EST on August 31, 2026
43. Buy to Open NVDA Mar 2027 $210 Calls @ $26.00 x 2 Contracts made at 11:26 AM EST on September 14, 2026
44. Sell to Close Google Jan 2027 $350 Calls @ $27.25 x 2 Contracts made at 1:20 PM EST on September 14, 2026
45. Sell to Close NVDA Mar 19, 2027 $210 Calls @ $30.45 x 2 Contracts made at 12:01 PM EST on September 18, 2026
46. Buy to Open QQQ March 19, 2027 $700 Puts @ $24.30 x 3 Contracts made at 12:16 PM EST on September 21, 2026
47. Sell to Close June 17, 2027 $700 Calls @ $98.00 x 2 Contracts made at 12:26 PM EST on September 22, 2026
48. Sell to Open MSFT Jan 2027 $600 Calls @ $10.90 x 1 Contracts made at 12:47 PM EST on October 6, 2026
49. Buy to Open MSFT Jan 2027 $500 Puts @ $15.90 x 1 Contracts made at 1:05 PM EST on October 6, 2026
50. Buy to Open SNDK March 19, 2027 $1900 Calls @ $121.70 x 3 Contracts made at 11:07 AM EDT on October 12, 2026
51. Sell to Open SNDK March 19, 2027 $2000 Calls @ $102.90 x 3 Contracts made at 11:07 AM EDT on October 12, 2026
52. Buy to Open QQQ January 21, 2028 $700 Calls @ $103.50 x 1 Contracts made at 9:56 AM EDT on October 15, 2026
53. Buy to Open QQQ January 21, 2028 $700 Calls @ $100.00 x 1 Contracts made at 2:37 PM EDT on October 16, 2026

Hightower Portfolio Completed Trades
Trade 1: QQQ September 2026 $590 Puts (April 10 – May 18, 2026)
Buy to Open QQQ Sep 2026 $590 Puts @ $20.30 x 13 Contracts (Weighted Average)
Sell to Close QQQ Sep 2026 $590 Puts @ $8.75 x 13 Contracts
Profit/Loss: -$15,015.00 (-56.90%)

Trade 2: QQQ September 2026 $600 Puts (December 12, 2025 – July 29, 2026)
Buy to Open QQQ Sep 2026 $600 Puts @ $17.51 x 37 Contracts (Weighted Average)
Sell to Close QQQ Sep 2026 $600 Puts @ $12.39 x 37 Contracts (Weighted Average)
Profit/Loss: -$18,928.00 (-29.22%)

Trade 3: QQQ June 2027 $700 Calls (June 5 – September 22, 2026)
Buy to Open QQQ June 2027 $700 Calls @ $77.00 x 2 Contracts (Weighted Average)
Sell to Close QQQ June 2027 $700 Calls @ $98.00 x 2 Contracts
Profit/Loss: +$4,210.00 (+27.34%)

Trade 4: QQQ October 2026 $700 Puts (June 15 – August 12, 2026)
Buy to Open QQQ Oct 2026 $700 Puts @ $23.25 x 2 Contracts
Sell to Close QQQ Oct 2026 $700 Puts @ $14.55 x 2 Contracts
Profit/Loss: -$1,740.00 (-37.42%)

Trade 5: TSLA January 2027 $300 Calls (July 24 – August 4, 2026)
Buy to Open TSLA Jan 2027 $300 Calls @ $48.75 x 1 Contract
Sell to Close TSLA Jan 2027 $300 Calls @ $57.40 x 1 Contract
Profit/Loss: +$865.00 (+17.74%)

Trade 6: AVGO June 2027 $400 Calls (August 20 – August 31, 2026)
Buy to Open AVGO June 2027 $400 Calls @ $52.35 x 1 Contract
Sell to Close AVGO June 2027 $400 Calls @ $55.00 x 1 Contract
Profit/Loss: +$265.00 (+5.06%)

Trade 7: Google January 2027 $350 Calls (August 12 – September 14, 2026)
Buy to Open Google Jan 2027 $350 Calls @ $28.70 x 2 Contracts
Sell to Close Google Jan 2027 $350 Calls @ $27.25 x 2 Contracts
Profit/Loss: -$290.00 (-5.05%)

Trade 8: NVDA March 2027 $210 Calls (September 14 – September 18, 2026)
Buy to Open NVDA Mar 2027 $210 Calls @ $26.00 x 2 Contracts
Sell to Close NVDA Mar 2027 $210 Calls @ $30.45 x 2 Contracts
Profit/Loss: +$890.00 (+17.12%)

Trade 9: QQQ January 2028 $600 Calls — Partial Close (December 12, 2025 – May 7, 2026)
Buy to Open QQQ Jan 2028 $600 Calls @ $104.82 x 4 Contracts (Allocated Basis)
Sell to Close QQQ Jan 2028 $600 Calls @ $120.55 x 4 Contracts (Weighted Average)
Profit/Loss: +$6,294.00 (+15.01%)

Trade 10: MSFT January 2028 $400 Calls — Partial Close (June 25 – August 3, 2026)
Buy to Open MSFT Jan 2028 $400 Calls @ $54.65 x 1 Contract
Sell to Close MSFT Jan 2028 $400 Calls @ $141.22 x 1 Contract
Profit/Loss: +$8,657.00 (+158.41%)

Total Realized Profit/Loss: -$14,792.00 (-14.79%)
Core Strategy (100% Annual Returns)

Hightower Portfolio Strategy (100% annual returns)

The Hightower Portfolio is an ultra-long-term options strategy that invests in 2-year+ expiring leap options with the goal of using high internal leverage to minimize risk and maximize returns. The foundation of the Hightower Portfolio is rooted in the Samwise Strategy and incorporates key concepts from Chapters 1-6 of our Core Investment Principles. However, unlike Arryn, Lannister and Stark long-term potions portfolio, Hightower DOES NOT closely adheres to the Four (4) Part Framework, but share the same ultimate objective of returning 100% annually on average.

Getting Long & Remaining Long at ALL-TIMES

Here is precisely how the Hightower Portfolio strives to produce its 100% annual returns. First, unlike the other Samwise Portfolios, Hightower DOES NOT wait to make its purchases during major stock market corrections as outlined in the Samwise Four (4) Part Framework, Rule #2 of Samwise Rules of Investing and Chapter 5 of our Core Investment Principles. In fact, the Hightower Portfolio will deploy all of its capital on the day it launches regardless of where the market is currently trading. The strategy is not dependent on making entries during market corrections. By deploying capital immediately, the strategy begins operating from day one.

Get a more in-depth look at the Hightower Strategy by reading our detailed post on the launch of the portfolio. Feel free to post comments and ask questions:

The Hightower Strategy: An In-Depth Look at the New Portfolio (coming soon!)

high quality names means high Predictability & consistency

By purchasing long-duration in-the-money leap options in high-quality names, the Hightower Portfolio is able to use significant inherent leverage to enhance returns at a reduced risk premium. The portfolio invests almost exclusively in high to moderate growth large-cap names, such as Apple and Nvidia, which trade in highly predictable patterns. These stocks are particularly attractive because they are easier to forecast—analyst targets are generally met, and we can accurately predict where these stocks will be 1 to 2 years out into the future. 

Additionally, the core capital of the Hightower Portfolio is always invested in the NASDAQ-100, ensuring strong diversification across the tech sector and providing exposure to a broad array of top-performing companies.

Embrace the Bull, Hedge the Bear (Rule 8)

Third, and most importantly, the key to producing generational wealth is deploying a strategy that remains long at all times while continuously hedging out the risk of a potential bear market that can strike at anytime. The Hightower Portfolio is a long only strategy and remains long at all times. Once the portfolio gets long, it stays long. It faces down bear markets with hedging. That is the key to long-term success in the stock market. Hedge the down years, ride the positive years higher.

One key difference between Hightower and the other leaps portfolios (Arryn, Lannister & Stark) is that Hightower truly remains long at all times. If it gets pushed to the sidelines on a covered call sale, it immediately gets right back into the market.

Risk Management Strategy

risk Management strategy

The Hightower Portfolio aims to reduce risk in three significant ways. First, by adhering to the 2-year rule outlined in Chapter 1 of our Core Investment Principles, the Hightower Portfolio ensures that it holds positions with long enough durations to weather almost any storm. Second, by selling covered calls and other option premium against our positions, the Hightower Portfolio reduces risk through cost-basis reduction. Third, by purchasing 1-year expiring put options during major market rallies, the portfolio directly hedges out the ongoing annual risk of bear markets, crashes and other exogenous events.

Reducing Risk by Selling Covered Calls

By strategically following Part 3 of the Samwise Framework, the Hightower Portfolio reduces the cost-basis of each position by selling “premium” and/or “covered calls” against its long positions during market rallies. Doing so also reduces risk by indirectly reducing the capital allocation of various positions.

One key difference between Hightower and the other leaps portfolio (Arryn, Stark & Lannister) is that Hightower does not wait to strategically re-enter the market if ever called away. Capital is immediately redeployed anytime profits are taken.

Using 1-year Puts to Hedge During rallies

As with other Samwise Portfolios, the Hightower Portfolio follows Part 2 of the 4-Part Framework and uses intermediate-term rallies as an opportunity to purchase 1-year expiring put hedges to protect the portfolio against crashes, bear markets another exogenous events. The puts are rolled forward during the final quarter of the fiscal year or during periods where the stock markets has sustained major rallies thereby resulting in large build-in profits for the portfolio.

The put hedge is critically important to remaining long the market as indicated by Rule 8’s “Embrace the Bull, Hedge the Bear” investment maxim. Puts ensure the portfolio is protected during periods of market volatility while still benefiting from long-term growth. By rolling our hedges forward, the Hightower Portfolio effectively locks in profits while maintaining the ability to participate in future market gains, reinforcing its strategy of always staying long with minimal risk exposure.

Historical Performance

Work in progress.

Hightower Portfolio Transactions
Hightower Trades

1. Buy to Open QQQ Jan 2028 $600 Calls @ $109.50 x 7 Contracts  made at 11:35 AM EST on December 12, 2025
2. Buy to Open QQQ Sep 2026 $600 Puts @ $36.17 x 6 Contracts  made at 11:36 AM EST on December 12, 2025
3. Sell to Close QQQ Sep $600 Puts @ $47.35 x 1 Contract made at 2:16 PM EST on March 26, 2026
4. Sell to Close QQQ Sep $600 Puts @ $52.50 x 1 Contract made at 11:18 AM EST on March 27, 2026
5. Buy to Open QQQ Jan 2028 $550 Calls @ $102.25 x 1 Contracts made at 3:37 PM EST on March 27, 2026
6. Sell to Close QQQ Sep $600 Puts @ $59.02 x 1 contract made at 3:32 PM EST on March 30, 2026
7. Buy to Open QQQ Jan 2028 $600 Calls @ $72.00 x 1 contract made at 3:35 PM EST on March 30, 2026
8. Sell to Close QQQ Jan 2028 $600 Calls @ $87.45 x 1 Contract made at 1:38 PM EST on April 1, 2026
9. Buy to Open QQQ Sep 2026 $600 Puts @ $39.85 x 1 Contract made at 1:39 PM EST on April 1, 2026
10. Buy to Open QQQ Sep 2026 $590 Puts @ $24.00 x 2 Contracts made at 11:11 AM EST on April 10, 2026
11. Sell to Close QQQ Jan 2028 $600 Calls @ $103.70 x 1 Contract made at 2:58 PM EST on April 13, 2026
12. Buy to Open QQQ Sep 2026 $590 Puts @ $22.75 x 2 Contract made at 2:59 PM EST on April 13, 2026
13. Buy to Open QQQ Sep 2026 $590 Puts @ $19.75 x 2 Contracts made at 11:30 AM EST on April 14, 2026
14. Sell to Close QQQ Jan 2028 $600 Calls @ $118.90 x 1 Contract made at 12:33 PM EST on April 15, 2026
15. Buy to Open QQQ Sep 2026 $590 Puts @ $18.70 x 7 Contract made at 12:34 PM EST on April 15, 2026
16. Sell to Open QQQ june 2027 $650 Calls @ $72.85 x 1 Contract made at 12:45 PM EST on April 16, 2026
17. Buy to Open QQQ Sep 2026 $$600 Puts @ $20.05 x 4 Contract made at 12:46 PM EST on April 16, 2026
18. Sell to Open QQQ June 2027 $650 Calls @ $77.95 x 1 contract made at 10:44 AM EST on April 21, 2026
19. Buy to Open QQQ Sep 2026 $600 Puts @ $17.80 x 4 contract made at 10:44 AM EST on April 21, 2026
20. SELL to OPEN (short) QQQ June 2027 $650 Calls @ $96.00 x 1 Contract made at 11:52 AM EST on May 1, 2026
21. Buy to Open QQQ Sep 2026 $600 Puts @ $12.40 x 8 Contracts made at 10:25 AM EST on May 4, 2026
22. Sell to Close QQQ Jan 2028 $600 Calls @ $172.15 x 1 Contract made at 10:45 AM EST on May 7, 2026
23. Buy to Open Sep 2026 $600 Puts @ $10.02 x 14 Contract made at 10:45 AM EST on May 7, 2026
24. Sell to Close QQQ Sep 2026 $590 Puts @ $8.75 x 13 Contracts made at 2:52 PM EST on May 18, 2026
25. Sell to Close QQQ Sep $600 puts @ $10.00 x 12 Contracts made at 10:18 AM EST on May 19, 2026
26. Buy to Open QQQ June 2027 $700 Calls @ $93.90 x 1 Contracts made at 3:05 PM EST on June 5, 2026
27. Sell to Close QQQ Sep $600 Puts @ $11.20 x 7 Contracts made at 12:16 PM EST on June 9, 2026
28. Buy to Open QQQ October 2026 $700 Puts @ $23.25 x 2 Contracts made at 11:35 AM EST on June 15, 2026
29. Buy to Open MSFT Jan 2028 $400 Calls @ $54.65 x 2 Contracts made at 1:18 PM EST on June 25, 2026
30. Sell to Close QQQ Sep 2026 $500 Puts @ $6.00 x 8 Contracts made at 11:09 AM EST on July 23, 2026
31. Buy to Open TSLA Jan 2027 $300 calls @ $48.75 x 1 Contracts made at 11:08 AM EST on July 24, 2026
32. Sell to Close QQQ Sep 2026 $600 Puts @ $7.60 x 7 Contracts made at 11:56 AM EST on July 29, 2026
33. Buy to Open MU Jan 2027 $1100 – $1200 Call-Spread @ $17.00 x 1 Contract made at 11:56 AM EST on July 29, 2026
34. Buy to Open QQQ June 2027 $700 Calls @ $60.00 x 1 Contracts made at 12:13 PM EST on July 29, 2026
35. Sell to Close MSFT Jan 2028 $400 Calls @ $141.22 x 1 Contracts made at 2:31 PM EST on August 3, 2026
36. Buy to Open QQQ Mar 2027 $650 Puts @ $29.20 x 3 Contracts made at 3:00 PM EST on August 3, 2026
37. Sell to Close TSLA Jan 2027 $300 Calls @ $57.40 x 1 Contracts made at 12:07 PM EST on August 4, 2026
38. Sell to Close QQQ Oct 16, 2026 $700 Puts @ $14.55 x 2 Contracts made at 12:31 PM EST on August 12, 2026
39. Buy to Open QQQ Mar 19, 2027 $650 Puts @ $21.95 x 2 Contracts made at 12:31 PM EST on August 12, 2026
40. Buy to Open Google Jan 2027 $350 Calls @ $28.70 x 2 Contracts made at 12:50 PM EST on August 12, 2026
41. Buy to Open AVGO June 2027 $400 Calls @ $52.35 x 1 Contracts made at 1:33 PM EST on August 20, 2026
42. Sell to Close AVGO June 2027 $400 Calls @ $55.00 x 1 Contracts made at 2:34 PM EST on August 31, 2026
43. Buy to Open NVDA Mar 2027 $210 Calls @ $26.00 x 2 Contracts made at 11:26 AM EST on September 14, 2026
44. Sell to Close Google Jan 2027 $350 Calls @ $27.25 x 2 Contracts made at 1:20 PM EST on September 14, 2026
45. Sell to Close NVDA Mar 19, 2027 $210 Calls @ $30.45 x 2 Contracts made at 12:01 PM EST on September 18, 2026
46. Buy to Open QQQ March 19, 2027 $700 Puts @ $24.30 x 3 Contracts made at 12:16 PM EST on September 21, 2026
47. Sell to Close June 17, 2027 $700 Calls @ $98.00 x 2 Contracts made at 12:26 PM EST on September 22, 2026
48. Sell to Open MSFT Jan 2027 $600 Calls @ $10.90 x 1 Contracts made at 12:47 PM EST on October 6, 2026
49. Buy to Open MSFT Jan 2027 $500 Puts @ $15.90 x 1 Contracts made at 1:05 PM EST on October 6, 2026
50. Buy to Open SNDK March 19, 2027 $1900 Calls @ $121.70 x 3 Contracts made at 11:07 AM EDT on October 12, 2026
51. Sell to Open SNDK March 19, 2027 $2000 Calls @ $102.90 x 3 Contracts made at 11:07 AM EDT on October 12, 2026
52. Buy to Open QQQ January 21, 2028 $700 Calls @ $103.50 x 1 Contracts made at 9:56 AM EDT on October 15, 2026
53. Buy to Open QQQ January 21, 2028 $700 Calls @ $100.00 x 1 Contracts made at 2:37 PM EDT on October 16, 2026


Hightower Portfolio Completed Trades
Trade 1: QQQ September 2026 $590 Puts (April 10 – May 18, 2026)
Buy to Open QQQ Sep 2026 $590 Puts @ $20.30 x 13 Contracts (Weighted Average)
Sell to Close QQQ Sep 2026 $590 Puts @ $8.75 x 13 Contracts
Profit/Loss: -$15,015.00 (-56.90%)

Trade 2: QQQ September 2026 $600 Puts (December 12, 2025 – July 29, 2026)
Buy to Open QQQ Sep 2026 $600 Puts @ $17.51 x 37 Contracts (Weighted Average)
Sell to Close QQQ Sep 2026 $600 Puts @ $12.39 x 37 Contracts (Weighted Average)
Profit/Loss: -$18,928.00 (-29.22%)

Trade 3: QQQ June 2027 $700 Calls (June 5 – September 22, 2026)
Buy to Open QQQ June 2027 $700 Calls @ $77.00 x 2 Contracts (Weighted Average)
Sell to Close QQQ June 2027 $700 Calls @ $98.00 x 2 Contracts
Profit/Loss: +$4,210.00 (+27.34%)

Trade 4: QQQ October 2026 $700 Puts (June 15 – August 12, 2026)
Buy to Open QQQ Oct 2026 $700 Puts @ $23.25 x 2 Contracts
Sell to Close QQQ Oct 2026 $700 Puts @ $14.55 x 2 Contracts
Profit/Loss: -$1,740.00 (-37.42%)

Trade 5: TSLA January 2027 $300 Calls (July 24 – August 4, 2026)
Buy to Open TSLA Jan 2027 $300 Calls @ $48.75 x 1 Contract
Sell to Close TSLA Jan 2027 $300 Calls @ $57.40 x 1 Contract
Profit/Loss: +$865.00 (+17.74%)

Trade 6: AVGO June 2027 $400 Calls (August 20 – August 31, 2026)
Buy to Open AVGO June 2027 $400 Calls @ $52.35 x 1 Contract
Sell to Close AVGO June 2027 $400 Calls @ $55.00 x 1 Contract
Profit/Loss: +$265.00 (+5.06%)

Trade 7: Google January 2027 $350 Calls (August 12 – September 14, 2026)
Buy to Open Google Jan 2027 $350 Calls @ $28.70 x 2 Contracts
Sell to Close Google Jan 2027 $350 Calls @ $27.25 x 2 Contracts
Profit/Loss: -$290.00 (-5.05%)

Trade 8: NVDA March 2027 $210 Calls (September 14 – September 18, 2026)
Buy to Open NVDA Mar 2027 $210 Calls @ $26.00 x 2 Contracts
Sell to Close NVDA Mar 2027 $210 Calls @ $30.45 x 2 Contracts
Profit/Loss: +$890.00 (+17.12%)

Trade 9: QQQ January 2028 $600 Calls — Partial Close (December 12, 2025 – May 7, 2026)
Buy to Open QQQ Jan 2028 $600 Calls @ $104.82 x 4 Contracts (Allocated Basis)
Sell to Close QQQ Jan 2028 $600 Calls @ $120.55 x 4 Contracts (Weighted Average)
Profit/Loss: +$6,294.00 (+15.01%)

Trade 10: MSFT January 2028 $400 Calls — Partial Close (June 25 – August 3, 2026)
Buy to Open MSFT Jan 2028 $400 Calls @ $54.65 x 1 Contract
Sell to Close MSFT Jan 2028 $400 Calls @ $141.22 x 1 Contract
Profit/Loss: +$8,657.00 (+158.41%)

Total Realized Profit/Loss: -$14,792.00 (-14.79%)

Hightower Portfolio Core Strategy

Hightower Portfolio Strategy (100% annual returns)

The Hightower Portfolio is an ultra-long-term options strategy that invests in 2-year+ expiring leap options with the goal of using high internal leverage to minimize risk and maximize returns. The foundation of the Hightower Portfolio is rooted in the Samwise Strategy and incorporates key concepts from Chapters 1-6 of our Core Investment Principles. However, unlike Arryn, Lannister and Stark long-term potions portfolio, Hightower DOES NOT closely adheres to the Four (4) Part Framework, but share the same ultimate objective of returning 100% annually on average.

Getting Long & Remaining Long at ALL-TIMES

Here is precisely how the Hightower Portfolio strives to produce its 100% annual returns. First, unlike the other Samwise Portfolios, Hightower DOES NOT wait to make its purchases during major stock market corrections as outlined in the Samwise Four (4) Part Framework, Rule #2 of Samwise Rules of Investing and Chapter 5 of our Core Investment Principles. In fact, the Hightower Portfolio will deploy all of its capital on the day it launches regardless of where the market is currently trading. The strategy is not dependent on making entries during market corrections. By deploying capital immediately, the strategy begins operating from day one.

Get a more in-depth look at the Hightower Strategy by reading our detailed post on the launch of the portfolio. Feel free to post comments and ask questions:

The Hightower Strategy: An In-Depth Look at the New Portfolio (coming soon!)

high quality names means high Predictability & consistency

By purchasing long-duration in-the-money leap options in high-quality names, the Hightower Portfolio is able to use significant inherent leverage to enhance returns at a reduced risk premium. The portfolio invests almost exclusively in high to moderate growth large-cap names, such as Apple and Nvidia, which trade in highly predictable patterns. These stocks are particularly attractive because they are easier to forecast—analyst targets are generally met, and we can accurately predict where these stocks will be 1 to 2 years out into the future. 

Additionally, the core capital of the Hightower Portfolio is always invested in the NASDAQ-100, ensuring strong diversification across the tech sector and providing exposure to a broad array of top-performing companies.

Embrace the Bull, Hedge the Bear (Rule 8)

Third, and most importantly, the key to producing generational wealth is deploying a strategy that remains long at all times while continuously hedging out the risk of a potential bear market that can strike at anytime. The Hightower Portfolio is a long only strategy and remains long at all times. Once the portfolio gets long, it stays long. It faces down bear markets with hedging. That is the key to long-term success in the stock market. Hedge the down years, ride the positive years higher.

One key difference between Hightower and the other leaps portfolios (Arryn, Lannister & Stark) is that Hightower truly remains long at all times. If it gets pushed to the sidelines on a covered call sale, it immediately gets right back into the market.


Risk Management

Risk Management Strategy

The Hightower Portfolio aims to reduce risk in three significant ways. First, by adhering to the 2-year rule outlined in Chapter 1 of our Core Investment Principles, the Hightower Portfolio ensures that it holds positions with long enough durations to weather almost any storm. Second, by selling covered calls and other option premium against our positions, the Hightower Portfolio reduces risk through cost-basis reduction. Third, by purchasing 1-year expiring put options during major market rallies, the portfolio directly hedges out the ongoing annual risk of bear markets, crashes and other exogenous events.

Reducing Risk by Selling Covered Calls

By strategically following Part 3 of the Samwise Framework, the Hightower Portfolio reduces the cost-basis of each position by selling “premium” and/or “covered calls” against its long positions during market rallies. Doing so also reduces risk by indirectly reducing the capital allocation of various positions.

One key difference between Hightower and the other leaps portfolio (Arryn, Stark & Lannister) is that Hightower does not wait to strategically re-enter the market if ever called away. Capital is immediately redeployed anytime profits are taken.

Using 1-year Puts to Hedge During rallies

As with other Samwise Portfolios, the Hightower Portfolio follows Part 2 of the 4-Part Framework and uses intermediate-term rallies as an opportunity to purchase 1-year expiring put hedges to protect the portfolio against crashes, bear markets another exogenous events. The puts are rolled forward during the final quarter of the fiscal year or during periods where the stock markets has sustained major rallies thereby resulting in large build-in profits for the portfolio.

The put hedge is critically important to remaining long the market as indicated by Rule 8’s “Embrace the Bull, Hedge the Bear” investment maxim. Puts ensure the portfolio is protected during periods of market volatility while still benefiting from long-term growth. By rolling our hedges forward, the Hightower Portfolio effectively locks in profits while maintaining the ability to participate in future market gains, reinforcing its strategy of always staying long with minimal risk exposure.


Hightower Portfolio Performance

Coming Soon!


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