My message remains the same.

I plan on ramping up the positions in our actively managed portfolios (Buffett and Growth/Value) over the next expiration cycle. My goal is to have a minimum of 5 positions per portfolio, but I’m not going to race to get there. I’ll continue to pounce when the opportunity presents itself. We’ve taken our time adding positions since initiating our portfolio and, so far, our patience has served us well.

I plan on ramping up the positions in our actively managed portfolios (Buffett and Growth/Value) over the next expiration cycle. My goal is to have a minimum of 5 positions per portfolio, but I’m not going to race to get there. I’ll continue to pounce when the opportunity presents itself. We’ve taken our time adding positions since initiating our portfolio and, so far, our patience has served us well.

With expiration upon us, we have several trades to place during the holiday-shortened week. All but one position in our two “passive” portfolios (All-Weather, Yale Endowment) have short calls that need to be rolled. Additionally, there is a good chance that I will sell my 2025 LEAPS and extend my duration through buying new 2026 LEAPS. I like to do this when my LEAPS have 10-12 months’ worth of life. It is possible that I will wait one more expiration cycle before making the transition, but as always, I’ll let everyone know in my numerous trade alerts this week. It’s going to be a busy expiration cycle and a great opportunity to add some new positions.

We have some exciting times ahead! All of our Dogs and Small Dogs positions will be closed out prior to the December 29, 2023, expiration cycle and we will once again start anew by adding all the qualifying Dogs for 2024 during the first week of the new year. Stay tuned as I will have more information as we near the end of the December 29 expiration cycle.

Shortly after we add our Dogs and Small Dogs during the first week of 2024, we will begin the process of phasing out of our 2025 LEAPS and into 2026 LEAPS in the passive portfolios (All-Weather and Yale Endowment).

The latest market surge has left the All-Weather portfolio up a respectable 6.5%, with our poor man’s covered call in the Vanguard Total Stock Market ETF (VTI) continuing to do the heavy lifting, up 25.2%. The S&P 500 is up 5% over the same time frame.

Our SPDR Gold Shares ETF (GLD) position has been resurgent of late. After being down roughly 20%, our poor man’s covered call position in GLD now sits 8% higher.

The market rally in 2023 and recent pullback have left the All-Weather portfolio up a respectable 4.5%, with our poor man’s covered call in the Vanguard Total Stock Market ETF (VTI) continuing to do the heavy lifting, up 21.4%. The S&P 500 is flat over the same time frame.

Our SPDR Gold Shares ETF (GLD) position has been resurgent of late. After being down roughly 20%, our poor man’s covered call position in GLD now sits 7% higher.

The market rally in 2023 and recent pullback have left the All-Weather portfolio up a respectable 6.5%, with the Vanguard Total Stock Market ETF (VTI) continuing to do the heavy lifting, up 25.2%.

Nothing has changed from last expiration cycle, both bond funds (TLT and IEF) and the commodity fund (DBC) continue to lag behind, but that is the yin-yang protective nature of the All-Weather portfolio just doing its job. That being said, all of our positions are outperforming their respective ETF benchmarks, once again showing the power of using a poor man’s covered call approach.

The market rally in 2023 and recent pullback have left the All-Weather portfolio up a respectable 8.5%, with the Vanguard Total Stock Market ETF (VTI) continuing to do the heavy lifting, up 27.5%.

Nothing has changed from last expiration cycle, both bond funds (TLT and IEF) and the commodity fund (DBC) continue to lag behind, but that is the yin-yang protective nature of the All-Weather portfolio just doing its job. That being said, all of our positions are outperforming their respective ETF benchmarks, once again showing the power of using a poor man’s covered call approach.

The market continues to rally and the All-Weather portfolio is now up 10.2%, with the Vanguard Total Stock Market ETF (VTI) and SPDR GLD Shares ETF (GLD) doing the heavy lifting, up 26.0% and 8.6%, respectively.

Nothing has changed from last month, both bond funds (TLT and IEF) and the commodity fund (DBC) continue to lag behind, but that is the yin-yang protective nature of the All-Weather portfolio just doing its job.

With the market rallying as of late, the All-Weather portfolio is now up 6.0%, with the Vanguard Total Stock Market ETF (VTI) and SPDR GLD Shares ETF (GLD) doing the heavy lifting, up 19.3% and 6.5%, respectively.


Both bond funds (TLT and IEF) and the commodity fund (DBC) continue to lag behind, but that is the yin-yang protective nature of the All-Weather portfolio just doing its job.



Only one of our positions has been rolled so far. We still have four June 16, 2023 calls due to expire this week, As a result, expect to see quite a few alerts come through early in the week as we roll our positions and sell more premium going out 30 to 60 days.

After the recent pullback, the All-Weather portfolio is now up 9.88%, with the Vanguard Total Stock Market ETF (VTI) doing the heavy lifting, up 25.36% since it was introduced to the portfolio back on 6/15/22.

I will be rolling all of our LEAPS positions to the 2025 expiration cycle this week. So, be prepared to make a few trades this week as we increase the duration of our LEAPS while simultaneously continuing to sell more call premium.

After the recent pullback, the All-Weather portfolio is now up 9.88%, with the Vanguard Total Stock Market ETF (VTI) doing the heavy lifting, up 25.36% since it was introduced to the portfolio back on 6/15/22.

I will be rolling all of our LEAPS positions to the 2025 expiration cycle this week. So, be prepared to make a few trades this week as we increase the duration of our LEAPS while simultaneously continuing to sell more call premium.

We started the process of closing out a few of our Dogs and Small Dogs of the Dow positions last week and will close the remaining over the next day or so. Once that is complete, we simply wait until the first week of 2024 to initiate our new Dogs and Small Dogs positions (and several others across various portfolios).

Okay, it’s that time of year. We are going to close out a few of our Dogs and Small Dogs of the Dow positions today and early next week. Once that is complete, we simply wait until the first week of 2024 to initiate our new Dogs and Small Dogs positions (and several others across various portfolios).

I wanted to repeat, one last time, what was stated in the alert yesterday.

We have several positions that need to be rolled to higher strikes. The deltas of our LEAPS contract and short calls are at parity, so I want to buy back my short calls and sell more further out in duration and at a higher strike price.

We have several positions that need to be rolled to higher strikes. The deltas of our LEAPS contract and short calls are at parity, so I want to buy back my short calls and sell more further out in duration and at a higher strike price.

Before I get to our trade in TTE, I just wanted to remind everyone that, per our strategy guidelines, we will be exiting our Dogs and Small Dogs positions over the next two weeks, prior to the December 29, 2023 expiration cycle. I’ll be reentering the new Dogs and Small positions at the onset of 2024. Moreover, I plan to discuss a new variation on how to approach the Dogs.

We have a few more December 15, 2023 positions to roll into the January/February expiration cycle. I will most likely get out of those (DBC, VNQ, TTE, etc.) later this afternoon. Stay tuned!

Let’s try to lengthen out our deltas a little so we can take advantage of any additional upside prior to the December 29, 2023, expiration cycle. If JPM rallies through the 160 strike, we will gladly close out the position for the year, take our profits, and wait for the new year to reestablish our position.

VTI is currently trading for 227.81.

In the Yale Endowment portfolio, we currently own the SPY January 17, 2025, 345 call LEAPS contract at $98.00. You must own LEAPS in order to use this strategy.

We have the opportunity to sell premium one more time before we close out our position for 2023.

In the Buffett’s Patient Investor portfolio, we currently own the TXN January 17, 2025, 135 call LEAPS contract at $53.05. You must own LEAPS in order to use this strategy.

In the Yale Endowment portfolio, we currently own the EEM January 17, 2025, 29 call LEAPS contract at $12.15. You must own LEAPS in order to use this strategy.