Stock Investing vs Real Estate Investing Mindset

Does everyone else that does both, also have the problem of switching mindset between real estate investing with depreciation, depreciation recovery, etc. mindset vs stock investment where you have its own capital gains, and dividend issues. With me if someone asks me a Stock question while I am deep in real estate thought, I just go blank, and need a few minutes to change my moods of thought before being able to converse on the topic.

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u/Penguin_Life_Now — 1 day ago

I'm doing an experiment with AI assisted investing.

I have some money sitting in my checking account from dividend proceeds, I have never been an active investor, I am more passive sit back and let the dividends show up type. Having said that the other day I decided to try my hand at active investing, I opened an online Fidelity account and put a few thousand into it as starter funds to experiment with, and get to know the platform.

What I am doing is using Claude (Fable or Opus 5), I am having it generate a list of what it thinks are potential undervalued daily picks, then through guided research narrowing it down to a pick of the day, and investing at least $100 in it, and let it ride to be re-evaluated periodically. Spending no more than about an hour refining the list down to a top 3, and then not more than another hour refining it down to a pick of the day, for every additional hour of my time that goes into the pick, the investment goes up by $100 to in theory compensate me for my time (I'm retired by the way). On alternate days I let AI do all the work, deep dive into whats going on with the stocks, any landmines, etc. The goal is two fold, can my guided questions with AI lead to a better outcome than a straight AI pick, and will this outperform an index fund investment.

Let me give you an example of what a typical pick might look like, A stock that had what on the surface appeared to be a disappointing earnings call a week ago, took a 30% reduction the next day followed by a couple of more news cycle induced panic sell offs, for example sell off due to the latest tariff or government regulation scare, even though their particular product in the sector is not covered by the regulation, then an announcement of a class action lawsuit over some regulatory compliance issue, or better yet something in the financial investor record (mis stating profits, etc even if it appears to have been beyond their control) driving the stock down for the 3rd time in 10 days. Leaving it at near its 52 week low, while having years worth of locked in orders with government backing.

Does anyone want to guess how this will work out, will AI by itself win, will I win with AI assistance with stock selection, will the index funds out perform all of it, and will I loose my shirt in the process.

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u/Penguin_Life_Now — 7 days ago

I'm doing an experiment with AI assisted investing.

I have some money sitting in my checking account from dividend proceeds, I have never been an active investor, I am more passive sit back and let the dividends show up type. Having said that the other day I decided to try my hand at active investing, I opened an online Fidelity account and put a few thousand into it as starter funds to experiment with, and get to know the platform.

What I am doing is using Claude (Fable or Opus 5), I am having it generate a list of what it thinks are potential undervalued daily picks, then through guided research narrowing it down to a pick of the day, and investing at least $100 in it, and let it ride to be re-evaluated periodically. Spending no more than about an hour refining the list down to a top 3, and then not more than another hour refining it down to a pick of the day, for every additional hour of my time that goes into the pick, the investment goes up by $100 to in theory compensate me for my time (I'm retired by the way). On alternate days I let AI do all the work, deep dive into whats going on with the stocks, any landmines, etc. The goal is two fold, can my guided questions with AI lead to a better outcome than a straight AI pick, and will this outperform an index fund investment.

Let me give you an example of what a typical pick might look like, A stock that had what on the surface appeared to be a disappointing earnings call a week ago, took a 30% reduction the next day followed by a couple of more news cycle induced panic sell offs, for example sell off due to the latest tariff or government regulation scare, even though their particular product in the sector is not covered by the regulation, then an announcement of a class action lawsuit over some regulatory compliance issue, or better yet something in the financial investor record (mis stating profits, etc even if it appears to have been beyond their control) driving the stock down for the 3rd time in 10 days. Leaving it at near its 52 week low, while having years worth of locked in orders with government backing.

Does anyone want to guess how this will work out, will AI by itself win, will I win with AI assistance with stock selection, will the index funds out perform all of it, and will I loose my shirt in the process.

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u/Penguin_Life_Now — 7 days ago

Why do rental houses sit vacant

I am in the process of dealing with selling land and probably rolling it over into a 1031 DST UPREIT, but in the process I toyed with the idea of investing some of it into a some type residential rental property, I have mostly discounted that idea for now as it does not really fit into our situation.

Having said that we live in an older well established neighborhood, and the house next to ours is a rental house, which had the same renters in it since before we bought our current house in 2021. They moved out in March, the property owner who I had met a time or two before then spent 3 months doing renovation on the house, completely redid the landscaping, new decorative columns on the porch, I assume all new appliances inside as I saw old ones being hauled off and new ones arriving, etc. It is now August and it has been sitting vacant since late June, with only the lawn service showing up to mow the grass. These same people own the smaller house across the street and when it was vacant a few years ago they did much the same thing, major renovation, then it sat vacant for almost a year.

The landlord owns over a dozen rental houses, the one next door used to be their primary residence a decade ago or so. I just don't get it, why renovate and let it sit afterward, no for rent sign in the yard, no one coming to look at it, etc. Is there some tax benefit that I don't know about, .... Any idea why they would do this.

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u/Penguin_Life_Now — 12 days ago

DST UPREIT Ongoing need for RIA or Brokers?

For those that have been through the process, When doing a 1031 DST 721 UPREIT transaction with whichever Broker or RIA one picks, is there typically an ongoing relationship there after the DST identification and placement phase?

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u/Penguin_Life_Now — 14 days ago

Investing During Retirement not For Retirement

This is something I am tying to deal with at the moment, I am 57, basically retired at 49, my wife is a few years younger and still works full time until she can retire at the minimum age of 55 in order to get her government pension. Most of my income currently comes from dividend paying non public stock in a growing local community bank. I am also helping my elderly mother with her need to reinvest similar dividend payments, she also have income from family cattle ranch and a government pension that exceed living expenses, which are just going to increase with the sale of some long held inherited farm land that is being rolled into an UPREIT through a 1031 exchange and is expected to bring in an additional $60K-$95K in dividend like passive income.

This leads to the big question what to do with dividend like passive proceeds that get paid out a bit at a time quarterly. I know the lazy simple answer is put them in CD's but what is the better answer that still remains passive or mostly passive, while keeping an eye towards estate planning, and eventual inheritance concerns.

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u/Penguin_Life_Now — 15 days ago

Planning for the DROP part of swap till you drop

Let me try to make this concise, sorry if it drags on. My elderly mother is selling some land she inherited back in the 1980's that has appreciated significantly, she received an offer a few weeks ago at far above market rate on it, otherwise we would have held it until inheritance step up, proceeds after commissions, etc will be about $1.65 million, she does not need the income, she has about another $3.5-4 million in total assets plus pension income. Our plan at this time is to either do a 1031 into a portfolio of DST 721 UPREITs, or possibly into a single NNN property with a long term lease if we can find the right one. My 36 year old son lives with her and is her low level caretaker, she is in good health and independent, has other income from pension, and farmland but it is good to have someone there. I am 57 and doing my best to stay retired early, and have my own dividend income, so our goal is more wealth preservation, but it never hurts to have more.

Right now we are exploring all options, including paying the roughly $375K in capital gains, etc taxes and investing in safe stocks. Given her age, and good health actuarial data suggests another 5.5 years of life on average with a 30% chance of her lasting another 10 years, but things fall off rapidly after that with less than a 3% chance for her to last 15 years. Having said that long life runs in her side of the family and she had aunts and uncles live past 90, and a grandmother and grandfather that died in 1940 and lived to 96 and 90 respectively.

Anyway if we go that way either a NNN or DST UPREIT we will have $75-$100K per year that will need re-investment options as she already has a surplus of cash on hand in CD's etc sitting in the bank. We don't really want to do traditional DST for fear she will still be alive when the first cycle completes, hence the leaning towards a DST forced 721 UPREIT. To complicate matters due to her low basis it looks like a higher LTV UPREIT would have tax advantages even though all cash is an option since the land being sold has no mortgage against it.

Where we are at right now is 40 days out from closing, needing to pick a direction, AI projections say paying the capital gains then investing in safe stock will take a safe stock about 8-9.5 years to break even with the projected performance of an UPREIT due to having to catch up from the tax hit. So certainly possibly the winning move the actuarial math says step up is more likely to happen before then rather than after.

Now that you have the rough picture, what are your thoughts, are there other options we are not considering.

Note all the NNN I have found in our rough price range have major concerns, either not much time left on lease, being an older building being spun off from corporate ownership (35 year old fast food chicken restaurant selling off property to raise money at inflated prices with 20-25 year NNN leases plus 5 year renewals) etc.

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u/Penguin_Life_Now — 18 days ago

Proceeds from family land sale?

My 87 year old mother is selling some farm land on the other side of the state that she inherited 40+ years ago, the intention had been to pass the land down when she passed away, but she has received an offer that is too good to pass up. The question now is how to re-invest to proceeds, she is in very good health and may live another 10 years or more (long life runs in the family she has a 94 year old brother who is the caregiver for his wife, and had 5 aunts and uncles that made it past 90), though that is never a given and actuarial tables puts it at more like 5.5 years on average.

We are mostly considering doing a 1031 land exchange in order to shelter from capital gains which are estimated to be substantial (sale price $1.75 million, estimated taxes $375,000, $1.65 million in expected proceeds after sales cost), though we are also considering paying the tax and investing the money.

Which leads us to our options:

A: Use a 1031 to invest in other place holder land until step up, nearby bare land, timber land, etc. Our CPA is pushing timber land as that is where his personal money goes.

B: Do a 1031 DST 721 UPREIT until time of inheritance and step up, likely earn around 5% or so for the next circa hopefully 10 years until step up at which point sell it for an estimated $1.95 million all the while it is paying out roughly $100K per year that is mostly tax free (estimated 5% tax rate) thanks to ROC repayment and having depreciation recapture along with capital gains wiped out at step up. Estimated Total payback to family around around $3 million, or around $3.2 million if annual payouts are reinvested through DRIP after 10 years.

C: Use a 1031 to invest in a NNN property, issues are finding a good NNN in our price range, there is a lot of junk out there, and the all your eggs in one basket concern as well as what to do with the NNN at time of inheritance.

D: Pay the taxes and invest in safe stocks

E: Other, do you have any ideas?

I have spent over $100 on AI tokens, and all the Claude AI simulations I have ran come back to the same thing, paying the taxes and investing in safe stock vs a 1031 UPREIT investment is basically a wash with a 10 year time horizon until step up (circa $2.98 vs $2.99 million so well within the noise projection margin for error), as $375K is a lot of tax to make up for, with less than 10 years until step up favoring the UPREIT.

I am open to ideas and thoughts here, any suggestions

p.s. note she is not dependent on this for income, lives on circa $3 million family cattle ranch ( she had a recent offer for $2.8 on it), and gets $100K per year from pension and social security

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u/Penguin_Life_Now — 26 days ago
▲ 6 r/1031exchange+1 crossposts

Concerning phrase in Ares PPM

While doing my due diligence having AI scan PPM's for a potential investment it found a "Death Clause" in the Ares PPM where if the DST owner dies their heirs may be forced out of the DST and is AI reads it right Ares is allowed to set the value and charge a 7.5% fee in the process. I ran PPM's from 4 other companies through AI, none had similar clauses, and most explicitly said the opposite, that heirs are allowed to stay in the DST if they qualified as accredited investors.

Here is the AI summary of the issue:

Subject: Question re: ADREX Diversified 9 DST — Call Right triggered by death of Beneficial Owner

In reviewing the ADREX Diversified 9 DST Private Placement Memorandum (dated June 1, 2025), we found that the Call Agreement gives a wholly-owned Ares subsidiary (the "Call Right Holder") the right, at its sole and absolute discretion and with no expiration, to force a purchase of a Beneficial Owner's Interest upon the owner's death.

Specifically, the PPM defines a "Disqualifying Act" to include: "a Beneficial Owner or a Beneficial Owner's direct or indirect owner dies or becomes disabled" — placing death in the same trigger list as fraud, felony conviction, and bankruptcy. Upon this trigger, the Call Right Holder may purchase the Interest at a price equal to the pro-rata fair market value of the Properties "determined in good faith by the Call Right Holder" (no independent appraisal required), reduced by a 7.5% "Disqualifying Act Fee." The PPM states the fee may be waived in death/disability cases — at the Call Right Holder's discretion, not automatically — plus a further 1% fee where a Redemption Fee applies under the investor's pricing supplement.

Where this appears in the PPM:

  • Page iv (cover summary) — Call Agreement description and full Disqualifying Act trigger list, including death
  • Page 12 (Summary of the Offering — "Call Agreement" entry) — pricing mechanics, 7.5% fee, discretionary waiver
  • Pages 214–215 ("Summary of Certain Agreements – The Call Agreement") — full terms: exercisable "at any time" after trigger, revocable and re-exercisable "for any reason whatsoever," assignable to any party
  • Page 218 ("Disposition of Interests for cash in certain limited circumstances") — cash-out mechanics on exercise
  • Page 225 ("Transfer Limitations") — investor must acknowledge Call Rights in the Purchase Agreement; rights survive a Transfer Distribution
  • Page 262 (Definitions) — formal "Disqualifying Act" definition

Given the investor's age this clause is materially likely to become operative during the hold period. Before proceeding, we would want written answers to:

  1. What is Ares' policy and track record on exercising the Call Right following a Beneficial Owner's death?
  2. Under what circumstances has the 7.5% Disqualifying Act Fee been waived, and will Ares commit in writing to waiving it for death?
  3. Would heirs be permitted to retain the Interest (or resulting OP Units) through the 721 exchange path rather than being cashed out?

For reference, we reviewed comparable PPMs from Origin (Nona DST), Hines (HREX 9), Blue Owl (OREX VI), and Blackstone (BXREX Portfolio I) — none contain an equivalent death-triggered call right; all treat death transfers to heirs/executors as permitted transfers.

Note: page numbers are the PPM's printed page numbers (the ones at the bottom of each page), not PDF page positions.

The email text above is ready to copy. A few notes on how I sourced the citations: the page references are the PPM's own printed page numbers pulled from the document footers, so whoever receives this (advisor, Ares wholesaler, or estate attorney) can go straight to them. The three questions at the end are ordered by importance — the written fee-waiver commitment in question 2 is the one most worth pressing on, since that's the difference between a ~$140K haircut and near-zero cost if the right ever gets exercised. And the last paragraph naming the four other sponsors is there deliberately: it signals you've done comparative diligence, which tends to get sharper answers from sponsors than an open-ended question would.

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u/Penguin_Life_Now — 29 days ago

Looking for 1031 options for my elderly mother.

My elderly mother inherited some farm land on the other side of the state in the 1980's and is considering selling it due to a number of factors including a couple of attractive offers by neighboring land owners in the last couple of years, and the fact that the cousin that has been farming it for decades is having health issues. Her big concern is being hit by massive capital gains tax, and is looking at the potential of a 1031 exchange that could provide some form of income without excessive landlord responsibility. The question is what is the best option, DST, NNN lease, a local multi-tenant commercial property, probably not residential rental properties, as we have known too many people that have been burned on those.

The expected proceeds if the sale goes through is in the $1.4-$1.5 million ballpark, which limits potential reinvestment single properties both on the low and high end, we live in a fairly low COL area (median home price is $200K) just to give you an idea of the local market. Any thoughts, suggestions, comment, etc. are welcome, the more we look into 1031 options, the more they all look concerning.

Right now we are just exploring options in case a deal to sell the farmland goes through.

thanks

p.s. this has sped up as we have received an offer TODAY.

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u/Penguin_Life_Now — 1 month ago

What is something that quietly vanished from the world?

The title sums it up, what is something that quietly vanished from the world, you know those things that you look back on that were once normal and now you go I can't remember the last time I saw.

Let me give an example, garnishing meals with parsley at restaurants was once the norm, now its rare.

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u/Penguin_Life_Now — 3 months ago

Have color laser printers significantly improved in the last decade

The title pretty much covers it, have color laser printers significantly improved in the last decade, I have a small number of Xerox 6510 color laser printers ( the model was introduced in 2016), and while they are still working fine, I am wondering if I should start considering replacing them.

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u/Penguin_Life_Now — 3 months ago

What to do with Orphaned Ammo

What do you do when you find yourself in possession of ammo that does not fit any of your current guns?

I ask because I was going through my ammo inventory and have found a few boxes of ammo in calibers I don't currently own, and one that I have never owned, and am trying to decide what to do with them.

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u/Penguin_Life_Now — 3 months ago

I sent my Luba2 in for warranty repair in March, after a couple of weeks I was notified that it could not be repaired, and was offered a refurbished unit as a replacement, which I accepted. It finally arrived a couple of days ago, and once it had stopped raining here, I went out this afternoon to attempt to get it setup.

Mammotion sent me a complete Luba2 kit including Mower, RTK, Accessories and Charging base. The mower I received was in overall very good physical condition with only a couple of scuffs on the skid plates, and a couple of small dings on the cover. Setup started fairly smooth, I was prompted in the app to associate it with wifi, and do firmware updates. Afterward I set it out in the yard and it kept having positioning error, showed RTK position as single, but also not connected. After a bit of searching through the settings I found the RTK LoRa number in the Luba2 device settings did not match the LoRa number of either my old RTK, or the refurb RTK that was shipped with the new to me unit. Entering the correct LoRa number (off my old RTK) seems to have fixed the issue.

In addition to this I found the refurbished was still associated with its original owners wifi network, and the map was still the old owners map (which may have been a baseball diamond).

ps One thing I am happy about with the refurb 2024 Luba 2 3000H unit is the relatively low charging cycle count on the battery, which appears to be only 75 charge cycles, which may explain the relatively lack of wear on the wheels, or they may be new from the refurb process.

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u/Penguin_Life_Now — 4 months ago

I jut got the $899 ($400 off) summer deal promo offer for the new Spino S1 on Kickstarter with June shipping date. This is the manually deploying S1 not the S1 Pro which costs more and does not ship until the fall. I need a new pool robot, my last one is dying, but may still be limping along for a few more days, so waiting for the S1 Pro is not an option for me.

My debate is between getting the half price clearance price on the last year model E1 for $499 or buy in on the $899 new model S1 expecting delivery in 6-8 week. Looking at the bottom line price the E1 appears cheaper at first, but only has a 2 year warranty, where the S1 has a 3 year warranty, and in my experience pool robots tend to die as soon as they get out of warranty, and are often beyond economic repair (I have accumulated a collection of dead ones over the years), which has me leaning towards the S1, sure it is still more dollars per month $899 over 3 years vs $499 over 2, but we are only talking a little more on a per year basis.

What are your thoughts?

p.s. I am a 2024 Luba2 owner that has sent the robot in for warranty service twice so kind of understand the Mammotion experience when it comes to software updates, and service.

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u/Penguin_Life_Now — 4 months ago

Has anyone seen large circa 1 inch wide blister like raised bubbles form on a Hisense U8H or similar screen, note this is a 2022 TV recently relocated to a non climate controlled room where it may be exposed to daytime temperatures of around 95-100F.

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u/Penguin_Life_Now — 4 months ago

Is it just me or is gas station snack pricing completely out of control?

Yesterday while buying gas I needed a quick energy boost, so I went into the attached mid sized convenience store to buy a chocolate bar, and the cheapest average (not king) size chocolate bar was $3.89, these are the same size bars one can buy in a 6 pack at Walmart for $7.88, so roughly 3 times higher per bar pricing at a gas station. I can see paying double, but three times is a bit much. Note I said this was the cheapest, many of them were $4.69 or higher.

So Is it just me or is gas station snack pricing completely out of control?

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u/Penguin_Life_Now — 4 months ago