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All Forum Posts by: Scott Simpson

Scott Simpson has started 5 posts and replied 20 times.

Quote from @Corby Goade:

There's another option- walk them through a 1031 and how to move that equity to a property that has no capex and will be passive for them. No cap gains, they can still pass the property on to their heirs and not have to deal with the gains or the maintenance. 

 @Corby Goade it’s good idea to suggest moving the money to a Brandon Turner type fund in a that is truly hands off. The negative here I suppose is that the seller would have to do a bit of research on funds and believe strongly in the GP’s abilities. 

Quote from @Chris Seveney:

If the seller finance they do not pay the capital gains until they exceed their cost bases

this is calculated based off principal payments received but the interest is taxed at ordinary income. Please know I am not a tax professional.

@Chris Seveney  Fascinating. So in theory you could buy the property, put in your name, slowly pay down the loan, and then adjust it to interest-only loan if/when principle payments exceed the seller’s basis so that the seller doesn’t trigger capital gains.


Also, is basis the original amount spent on the property, or is it adjusted down with depreciation, capex investments into the property etc?

I suppose the seller would likely want something in the agreement stating the property can’t be refinanced until they pass or else they risk a capital gains trigger, right?

Quote from @Steve Vaughan:
Quote from @Scott Simpson:

This is now the third owner I’ve met who owns a dilapidated rental property (in an expensive market) who was open to selling but ultimately passed on the deal because of the capital gain tax hit. Their rationale was to hold onto the property, even if goes unrented for awhile, and pass it to their kin for the step-up benefit when they eventually pass.

I pitched an “installment sale” as a way to spread out the cap gains over a longer period but none have been interested. I suppose all of these deals were missing significant “pain” in the equation.

Is there a better solution I can propose in this scenario? Maybe a “master lease” that has an option to buy at a good price when they pass and they benefit from a good down payment they can spend in the mean time? (My concern with this idea is tying up rehab budget for an indefinite period of time).

Option to buy.  Extendable. 
I offered the option consideration and extension fees in the form of paying their property taxes.   
If they also lease it to you (with the right to sublease) all the better, 

@Steve Vaughan  I like the master lease with an option to buy, but can you please explain your thought more on the extension piece? How might you structure something like this knowing that they want to keep in their name until they pass?

Quote from @Sanat Bhandari:

@Scott Simpson This is a textbook example for him financing the deal for you. Ask what he's looking to get out of such a financing arrangement and make sure you incorporate those with rock solid legal documents included to have it be a win-win for everyone

If your concern is tying up rehab budget, communicate this with him to come up with as little down as possible. Since this is a private party financing arrangement, the terms are what you guys settle upon

Potentially consider partnering up with an investor who has done seller or non-traditional financing since they could be an invaluable asset to your team

@Sanat Bhandari  Thank you. However, wouldn’t seller financing still constitute a property sale (title transfer etc) and therefore triggering capital gains? 

Post: Anyone tried MTR in Leavenworth WA?

Scott SimpsonPosted
  • Investor
  • Bellevue, WA
  • Posts 20
  • Votes 11
Quote from @Nik Moushon:

@Scott Simpson

MTR in Leavenworth are possible. There is a demand for it. The problem is that there are so many STR that can easily just book out an entire month just like an MTR. So you have a a huge pool of competitors. You might get a bit more lucky during the top peak season because STR will get more money renting nightly than monthly....but even then a lot of STR would gladly rent to someone for a month because its less overhead for them and less work for not that much less money.

As for East Wenatchee, STR are much easier to start over there....in terms of there being less restrictions. BUT E. Wen. & Wen. are a good 45-60 minutes from Leavenworth (depending on how bad traffic is and exactly where in the city you are). So guests looking to STR for Leavenworth have to be pretty desperate to rent all the way down in Wenatchee area. It happens but not steady enough to be relied on. 

The Wenatchee area does have some STR draw of its own though. Skiing is a big draw in the winter and the convention center has some draw to it as well. It just not as consistent as Leavenworth. The one plus side is that, currently, the city of Wenatchee, is not a part of the Chelan County STR code. So it does not apply within the city limits. 

@Nik Moushon Out of curiosity, between east Wenatchee and Wenatchee, do you have any insight into which has a higher draw for STR travelers or is it more about walking distance to stuff? We have been curious about and STR condo / SFH due to its (a) proximity to mission ridge, (b) families wanting a place with a pool. But the demand (particularly shoulder seasons) seems quite rough.

Hard to find a viable cash flow STR target in PNW these days!

This is now the third owner I’ve met who owns a dilapidated rental property (in an expensive market) who was open to selling but ultimately passed on the deal because of the capital gain tax hit. Their rationale was to hold onto the property, even if goes unrented for awhile, and pass it to their kin for the step-up benefit when they eventually pass.

I pitched an “installment sale” as a way to spread out the cap gains over a longer period but none have been interested. I suppose all of these deals were missing significant “pain” in the equation.

Is there a better solution I can propose in this scenario? Maybe a “master lease” that has an option to buy at a good price when they pass and they benefit from a good down payment they can spend in the mean time? (My concern with this idea is tying up rehab budget for an indefinite period of time).

Quote from @John McKee:

I would say in general industrial is still the darling of real estate. Office is dead, retail can be risky, Multifamily and Residential are over priced, STR's are saturated and starting to get taxed and banned, Storage is just okay, and land takes forever to see the fruits of your labor. The real question is how much work do you want to put in to a project vs passive investing? All these assets will perform differently depending on the market you're looking at and the value ad you bring to the project.

@John McKee Do you have experience with light industrial? If so, what is the typical investment strategy for improvements to boost equity?

Post: ADU+DADU-Condos, How To Acquire Property

Scott SimpsonPosted
  • Investor
  • Bellevue, WA
  • Posts 20
  • Votes 11
Quote from @David Benton:

I just finished my 2nd DADU but I'm green to RE investing. I'm really excited about being able to do ADU+DADU condos in my county since they just changed the rules. I have plans, engineering, and all the contacts and sourcing for a 1200 sqft 2br/2ba DADU that I just built, and I've identified a property I think would be great. It's being remodeled by a RE investor that intends to flip it, but he seems to have slowed way down with the recent market drop. It wasn't showing sold online so I looked into the records and see this RE investor has recorded a deed of trust and given the owner about 50% of their purchase price for what I assume is the right to remodel and sell.

It looks like I could add an ADU to the existing house and build a DADU with plenty of room to spare, I just don't know how to go about getting this property. From the workers I've talked to I know they're trying to do a really upscale remodel and get top dollar which I don't think can afford outright, but I'm interested in the loan/build/refinance examples I've seen. From that deed it looks like he can't have all that much into it yet, but I'm not sure how that works. It's vacant so it's costing someone money, the RE investor or actual owner I don't know. But I'm wondering if any of this makes them more motivated to offload it or if I could get a deal. Any advice would be appreciated, thanks!

Very cool. What size properties are you targeting to add this large of an DADU to? Do you have any photos of your DADU that you are willing to share?

We have plans for a 1500sq ft 4 bed / 3 bath that’s proven to be perfect size for STR and have been curious about building it as an “DADU” elsewhere on a large waterfront property in the Sound.

Post: Big Island dreams!

Scott SimpsonPosted
  • Investor
  • Bellevue, WA
  • Posts 20
  • Votes 11
Quote from @Ryan D.:

Resort zoned?


 Correct

Post: Anyone tried MTR in Leavenworth WA?

Scott SimpsonPosted
  • Investor
  • Bellevue, WA
  • Posts 20
  • Votes 11
Quote from @Nik Moushon:

@Scott Simpson

MTR in Leavenworth are possible. There is a demand for it. The problem is that there are so many STR that can easily just book out an entire month just like an MTR. So you have a a huge pool of competitors. You might get a bit more lucky during the top peak season because STR will get more money renting nightly than monthly....but even then a lot of STR would gladly rent to someone for a month because its less overhead for them and less work for not that much less money.

As for East Wenatchee, STR are much easier to start over there....in terms of there being less restrictions. BUT E. Wen. & Wen. are a good 45-60 minutes from Leavenworth (depending on how bad traffic is and exactly where in the city you are). So guests looking to STR for Leavenworth have to be pretty desperate to rent all the way down in Wenatchee area. It happens but not steady enough to be relied on. 

The Wenatchee area does have some STR draw of its own though. Skiing is a big draw in the winter and the convention center has some draw to it as well. It just not as consistent as Leavenworth. The one plus side is that, currently, the city of Wenatchee, is not a part of the Chelan County STR code. So it does not apply within the city limits. 

@Nik Moushon Great intel. I didn't realize that Wenatchee proper was carved out of the county's ridiculousness. We own land in Leavenworth and are conflicted on building and renting as MTR. Perhaps we build with an ADU and place someone in there with 0.1% ownership to say it's "owner occupied" in order to be able to STR.