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All Forum Posts by: David Charles Edwards

David Charles Edwards has started 2 posts and replied 32 times.


 I have the same setup as you. Don't overthink it. Maximum liability coverage and a good umbrella policy is going to take care of 99.9% of your needs and exposure. As far as your kids, that's easy too - set up a trust and move everything into the trust. 

Real estate is best served by holding it forever, at least the way our current tax system is designed. 

I have all 15 of these insured with Erie under a single policy which has been great since I only get ONE bill ONCE a year opposed to the mounds of paperwork I used to get. I think it's 2 million per claim and 4 or 6 million per year in total liability. Then I have a personal umbrella for another 2 million. We require tenants to carry renters insurance as well. I would love to hear some strategies you hear to limit exposure and protect assets. I went this route a long time ago after a close friend who's a lawyer told me to save the time and money on LLC's and accounting and keep everything in your name with a large cheap umbrella. If something really bad happens, the lawyers would "Pierce the corporate veil" of those LLC's to get to your assets anyway. IF I turn things over to a PM, I wanna reduce my exposure at the same time.

Quote from @Marcus Auerbach:

You have a relatively low value and rent per unit. Another path to consider is to sell them under a 1031 exchange and trade into higher-value real estate. Double value, double rent per tenant. Maybe finance 50-70% and hire PM.

I would stay in real estate, it is hedged against inflation and you can consume part of the cash flow instead of depleting equity, you can actually let the continue to grow. Personally we have long stopped buying "doors" - we want as much revenue with as few tenants as possible, so we buy higher-priced homes in the Milwaukee suburbs.

Last suggestion: look into DST's. You can 1031 into a DST and avoid taxes.


 Dang,  that almost feels like an insult lol.....   "low value and rent per unit"....  Ive done some 1031 research but the fees and hoops seem high to me.  I'll look into DSTs. thank for the Tips

Quote from @JD Martin:
Quote from @David Charles Edwards:


I'm not referring to a HELOC, since you normally don't get those on investment properties - I'm talking about straight up mortgages on the property. Read up on equity harvesting here and elsewhere, but yes you get the general idea in your last paragraph - cash out, let the PMs deal with the properties, rinse and repeat every 15 (or 20, or 30) years. Yes, you have to open up a little bit from the Dave Ramsey mindset which works great for people on the edge but not very well for investors or those with money.

Even at 8.5%, as long as everything gets paid for it's largely irrelevant. If rates fall significantly, refinance. Now if you don't need or want the extra income, then you can just leave thing as is, but then there's also little compelling reason to sell and take the tax hit. 

After 25+ years of acquiring and managing our rental properties,  the "compelling reason" to sell is just freedom, peace of mind, reduced liability, and guaranteed income from an annuity.  I suppose I need to at least try the Property management route first before I cash out and walk away.  I've still got another year before the last one graduates high school and we are empty nesters.

Another wrinkle to consider.  I own all these properties in my name.  Rather than setup LLCs for each property and deal with the added expenses and book keeping,  we just file them on schedule E and I have a butt load of liability coverage.

If I keep them,  I might want to restructure as part of the refinancing to reduce my exposure and maybe even set them up so the kids could take over without having to be actively involved.  I'm not sure how that would be done.



 I have the same setup as you. Don't overthink it. Maximum liability coverage and a good umbrella policy is going to take care of 99.9% of your needs and exposure. As far as your kids, that's easy too - set up a trust and move everything into the trust. 

Real estate is best served by holding it forever, at least the way our current tax system is designed. 


 So is there a way to do all these things at once?  turn over to PM, move into trust, set up equity harvest.  Esentially walk away from the day to day and cash out refi.



I'm not referring to a HELOC, since you normally don't get those on investment properties - I'm talking about straight up mortgages on the property. Read up on equity harvesting here and elsewhere, but yes you get the general idea in your last paragraph - cash out, let the PMs deal with the properties, rinse and repeat every 15 (or 20, or 30) years. Yes, you have to open up a little bit from the Dave Ramsey mindset which works great for people on the edge but not very well for investors or those with money.

Even at 8.5%, as long as everything gets paid for it's largely irrelevant. If rates fall significantly, refinance. Now if you don't need or want the extra income, then you can just leave thing as is, but then there's also little compelling reason to sell and take the tax hit. 

After 25+ years of acquiring and managing our rental properties,  the "compelling reason" to sell is just freedom, peace of mind, reduced liability, and guaranteed income from an annuity.  I suppose I need to at least try the Property management route first before I cash out and walk away.  I've still got another year before the last one graduates high school and we are empty nesters.

Another wrinkle to consider.  I own all these properties in my name.  Rather than setup LLCs for each property and deal with the added expenses and book keeping,  we just file them on schedule E and I have a butt load of liability coverage.

If I keep them,  I might want to restructure as part of the refinancing to reduce my exposure and maybe even set them up so the kids could take over without having to be actively involved.  I'm not sure how that would be done.


Quote from @Jeremy Russell:
Quote from @David Charles Edwards:
Quote from @JD Martin:
Quote from @David Charles Edwards:
Quote from @Benjamin Aaker:
Are you possibly undervaluing your properties? You are in North Carolina and have 15 worth 100k each? That seems pretty low, though I don't know the market.
I know you said all in or all out, but what about getting a full service property manager so you don't have all the headaches of being a landlord? This would satisfy your annuity need, though would be variable of course.

 Retail on these condos is around $125k ea.  I'm looking at roughly $100k net after commissions and capital gains.

We may turn over to a property management company but it costs 8% off the double and probably double the repair budget since you use their guys.  Here are the options we've considered.


1.  Keep until we die and let the kids inherit on a step up basis. headache but built in inflation protection, property appreciation, and tax benefits.  This is the smart thing to do but I've been doing this 25 years and I'm tired of worrying about this crap when I'm off shore trying to catch flounder. 

2.  Keep the units but turn over to a management company 8% off the top plus roughly double my normal repair budget.  relieves some of the headache.  reduces net income to roughly the same as a lifetime annuity.

3.  Sell them all over a period of 4-6 years. Put the money into fixed income vehicles of various sorts and walk away and spend more time drinking wine and catching fish.  Much less inflation protection. Big capital gains expense

4.  seller finance I explored this in depth a couple years ago but it didn't really save that much in capital gains and all the state taxes are due in year one and all the depreciation recapture is due up front. not enough of an upside.

5.  Primary residence shell game this might work for the first few units but would take too long for all of them and the hassle of changing addresses every two years to fake my primary residence for the IRS sounds like a hassle.

6. Borrow against one property every year on a 15 year note and put them all under property management, or borrow against all 15 all at once. Aim to cash in 80% LTV on each property every year, and in 15 years you will have the first one free and clear again and can do it all over. Just make sure the rents cover the PM+Note+Maint/cap expenses. Then you get to access all your capital, pay no capital gains, and still keep the properties as a hedge against inflation. 
I don’t understand your logic here.  They are all paid for already.

I think he is referring to a HELOC, but ultimately it is a way to avoid or defer capital gains taxes as the interest rate on the HELOC would be lower than your capital gains tax. You're getting the equity, 80-90% per property per loan, upfront and trading the capital gains for interest which is deductible.

 I kinda get that.  Trading capital gains expense which is 15% for interest expense which is currently around 8.5% The part that I don’t quite get is WHY?  Im not looking to expand the portfolio.  I’m looking to retire so I can travel, fish, drink wine, and generally have less worry and responsibility.   If I turn the units over to PM and borrow against them,  what would I do with the money?  Beating 8.5% would be pretty hard on a regular basis. I guess I’ve had this Dave Ramsey mindset for a long time which is why we are debt free.  Also,  wouldn’t it make more sense to borrow against my primary residence?  Lower rates and mortgage deduction if I itemize (which I typically don’t).  Just so I’m clear…. Borrow the money and invest however I choose…..  turn over to PM….  Let PM and accountants deal with all the work…..  let the rentals pay for themselves over again over time.  

Quote from @JD Martin:
Quote from @David Charles Edwards:
Quote from @JD Martin:
Quote from @David Charles Edwards:
Quote from @Benjamin Aaker:
Are you possibly undervaluing your properties? You are in North Carolina and have 15 worth 100k each? That seems pretty low, though I don't know the market.
I know you said all in or all out, but what about getting a full service property manager so you don't have all the headaches of being a landlord? This would satisfy your annuity need, though would be variable of course.

 Retail on these condos is around $125k ea.  I'm looking at roughly $100k net after commissions and capital gains.

We may turn over to a property management company but it costs 8% off the double and probably double the repair budget since you use their guys.  Here are the options we've considered.


1.  Keep until we die and let the kids inherit on a step up basis. headache but built in inflation protection, property appreciation, and tax benefits.  This is the smart thing to do but I've been doing this 25 years and I'm tired of worrying about this crap when I'm off shore trying to catch flounder. 

2.  Keep the units but turn over to a management company 8% off the top plus roughly double my normal repair budget.  relieves some of the headache.  reduces net income to roughly the same as a lifetime annuity.

3.  Sell them all over a period of 4-6 years. Put the money into fixed income vehicles of various sorts and walk away and spend more time drinking wine and catching fish.  Much less inflation protection. Big capital gains expense

4.  seller finance I explored this in depth a couple years ago but it didn't really save that much in capital gains and all the state taxes are due in year one and all the depreciation recapture is due up front. not enough of an upside.

5.  Primary residence shell game this might work for the first few units but would take too long for all of them and the hassle of changing addresses every two years to fake my primary residence for the IRS sounds like a hassle.

6. Borrow against one property every year on a 15 year note and put them all under property management, or borrow against all 15 all at once. Aim to cash in 80% LTV on each property every year, and in 15 years you will have the first one free and clear again and can do it all over. Just make sure the rents cover the PM+Note+Maint/cap expenses. Then you get to access all your capital, pay no capital gains, and still keep the properties as a hedge against inflation. 
I don’t understand your logic here.  They are all paid for already.

 The logic is that you pay 7% interest, minus the tax benefit and appreciation, instead of 15-20% capital gains tax not to mention your depreciation recapture. Let's say theoretically they appreciate 3% annually in value. The tax savings is probably worth at least a point, maybe a little more. That makes your effective tax rate 2-3%, which should be offset by your rent increases. Thus, you pay no taxes, get to access the equity locked in the property, and maintain ownership of the property such that 15 years from now you can do it all over again. This is called equity harvesting. Using your numbers, if you did one a year let's just say, instead of net income of 85k after turning it over to a PM, you'd have net income of about 160k but only paying tax on 85k of it. Then if you don't need all that money to live, take what you harvest and put it somewhere else. 

Do what wealthy people do. They don't sell income producing assets unless they can replace it with a greater earner; they borrow against the asset at low rates and have it both ways - access to cash without paying taxes and interest deductions.


I'm gonna study up on equity harvesting to see if I can understand it. I can get an equity line tomorrow from my banker for 80%LTV, only closing costs would be $160 appraisal fee per unit and attorney fee but the rate is prime which is currently around 8.5%. Borrowing money going into a rate reduction environment kinda freaks me out. Especially in this electrion year. We've been debt free for a long time and our credit hovers in the mid 800's. Don't really need the money for anything particular.

Quote from @Theresa Harris:

Congrats on early retirement. I would slowly sell the properties off.  Assuming they are all similarly priced, you'd be selling them at about $100K each.  How much appreciation have they seen?  Look at the capital gains (ie profit after expenses of buying and selling) and as your income will go down after you retire, how many can you sell at a time without jumping up a tax bracket?  then start selling the ones that have upcoming major repairs in the next 5-10 years or the ones that are a biggest pain to deal with/make the least amount of money from rent.

I'm looking at capital gain of 60-75k per unit.  Of course much of that will be depreciation recapture.  My estimates are that I would NET $100k per property after taxes and commissions.

My income will basically stay the same.  The idea being rental income would be replaced by annuity income. I would try to limit the number of sales in a given year to minimize capital gains and depreciation recapture.  Here is some basic projections.

$112k is current passive NET income off all 15 properties
$85k  projected income if I turn over to a management company (8% off the top plus doulbe repair budget)
$96k  projected income from 1.5 million in lifetime annuities
$87k  projected income from 1.5 million in lifetime annuities with spouse added

All the units are at the same complex but were acquired over 20 years so i would cherry pick the newest units first since deprecation recapture is taxed at a higher rate than capital gains.  

Quote from @JD Martin:
Quote from @David Charles Edwards:
Quote from @Benjamin Aaker:
Are you possibly undervaluing your properties? You are in North Carolina and have 15 worth 100k each? That seems pretty low, though I don't know the market.
I know you said all in or all out, but what about getting a full service property manager so you don't have all the headaches of being a landlord? This would satisfy your annuity need, though would be variable of course.

 Retail on these condos is around $125k ea.  I'm looking at roughly $100k net after commissions and capital gains.

We may turn over to a property management company but it costs 8% off the double and probably double the repair budget since you use their guys.  Here are the options we've considered.


1.  Keep until we die and let the kids inherit on a step up basis. headache but built in inflation protection, property appreciation, and tax benefits.  This is the smart thing to do but I've been doing this 25 years and I'm tired of worrying about this crap when I'm off shore trying to catch flounder. 

2.  Keep the units but turn over to a management company 8% off the top plus roughly double my normal repair budget.  relieves some of the headache.  reduces net income to roughly the same as a lifetime annuity.

3.  Sell them all over a period of 4-6 years. Put the money into fixed income vehicles of various sorts and walk away and spend more time drinking wine and catching fish.  Much less inflation protection. Big capital gains expense

4.  seller finance I explored this in depth a couple years ago but it didn't really save that much in capital gains and all the state taxes are due in year one and all the depreciation recapture is due up front. not enough of an upside.

5.  Primary residence shell game this might work for the first few units but would take too long for all of them and the hassle of changing addresses every two years to fake my primary residence for the IRS sounds like a hassle.

6. Borrow against one property every year on a 15 year note and put them all under property management, or borrow against all 15 all at once. Aim to cash in 80% LTV on each property every year, and in 15 years you will have the first one free and clear again and can do it all over. Just make sure the rents cover the PM+Note+Maint/cap expenses. Then you get to access all your capital, pay no capital gains, and still keep the properties as a hedge against inflation. 
I don’t understand your logic here.  They are all paid for already.
Quote from @Benjamin Aaker:
Are you possibly undervaluing your properties? You are in North Carolina and have 15 worth 100k each? That seems pretty low, though I don't know the market.
I know you said all in or all out, but what about getting a full service property manager so you don't have all the headaches of being a landlord? This would satisfy your annuity need, though would be variable of course.

 Retail on these condos is around $125k ea.  I'm looking at roughly $100k net after commissions and capital gains.

We may turn over to a property management company but it costs 8% off the double and probably double the repair budget since you use their guys.  Here are the options we've considered.


1.  Keep until we die and let the kids inherit on a step up basis. headache but built in inflation protection, property appreciation, and tax benefits.  This is the smart thing to do but I've been doing this 25 years and I'm tired of worrying about this crap when I'm off shore trying to catch flounder. 

2.  Keep the units but turn over to a management company 8% off the top plus roughly double my normal repair budget.  relieves some of the headache.  reduces net income to roughly the same as a lifetime annuity.

3.  Sell them all over a period of 4-6 years. Put the money into fixed income vehicles of various sorts and walk away and spend more time drinking wine and catching fish.  Much less inflation protection. Big capital gains expense

4.  seller finance I explored this in depth a couple years ago but it didn't really save that much in capital gains and all the state taxes are due in year one and all the depreciation recapture is due up front. not enough of an upside.

5.  Primary residence shell game this might work for the first few units but would take too long for all of them and the hassle of changing addresses every two years to fake my primary residence for the IRS sounds like a hassle.

Quote from @Karen Chow:

What about selling them all as contract for deeds? Then you can collect monthly checks and not deal with clogged toilets.


 I'm not familiar with "contract for deeds" or how that would be different from just turning over to a management company?