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All Forum Posts by: James Bailey

James Bailey has started 6 posts and replied 19 times.

Quote from @Taylor Dasch:

Great buy, looks like you analyzed the deal really well!


 Thanks Taylor! I'm in the boat of RE prices going up, albeit very slowly. I think the overall supply is still a decade or two behind. a 30% correction would be cool to take advantage of though!

Investment Info:

Small multi-family (2-4 units) fix & flip investment.

Purchase price: $615,000

A bread and butter 2/1 1600 sq ft duplex.

Side 1 is recently updated with appliances, LVP, and led lighting. Good tenants that paid all through covid.

Side 2 will need a heavy renovation when the current tenant (10 years) moves out. Unfortunately, this Tennant is extremely under market rent, approximately 800 below market rents. Due to local laws, the best I can do is 9% raise a year.

What made you interested in investing in this type of deal?

This duplex was part of a bundled deal. otherwise, I wouldn't have really gone for it.

How did you find this deal and how did you negotiate it?

An off-market deal. The seller had two properties bundled together. One was a home run with value added, and this unit is just a plain jane.

How did you finance this deal?

25% down. 6.5% APR 30-year fixed 4-year prepayment.

How did you add value to the deal?

The plan will be to renovate once side 2 moves out and refresh the exterior

What was the outcome?

In five years, I'll have $29,469 in debt paydown from tenants.

Assuming a super conservative 1% appreciation will put the property at $646,371

$214,590 in equity at time of sale at $646,371 in 2027.

Investment Info:

Small multi-family (2-4 units) fix & flip investment.

Purchase price: $615,000

A bread and butter 2/1 1600 sq ft duplex.

Side 1 is recently updated with appliances, LVP, and led lighting. Good tenants that paid all through covid.

Side 2 will need a heavy renovation when the current tenant (10 years) moves out. Unfortunately, this Tennant is extremely under market rent, approximately 800 below market rents. Due to local laws, the best I can do is 9% raise a year. Once the day comes, Side 2 will be tastefully renovated, exterior painted, and lovingly put on the market for a 1031 exchange into a fourplex out of state.

The reason being is California is just not a good state to have real estate in unless you have an absolute home run.

What made you interested in investing in this type of deal?

This duplex was part of a bundled deal. otherwise, I wouldn't have really gone for it.

How did you find this deal and how did you negotiate it?

An off-market deal. The seller had two properties bundled together. One was a home run with value added, and this unit is just a plain jane.

How did you finance this deal?

25% down. 6.5% APR 30-year fixed 4-year prepayment.

How did you add value to the deal?

The plan will be to renovate once side 2 moves out and refresh the exterior

What was the outcome?

In five years, I'll have $29,469 in debt paydown from tenants.

Assuming a super conservative 1% appreciation will put the property at $646,371

$214,590 in equity at time of sale at $646,371 in 2027.

Post: Value add duplex into a "four" flex

James BaileyPosted
  • Investor
  • Posts 19
  • Votes 9

Investment Info:

Small multi-family (2-4 units) buy & hold investment.

Purchase price: $634,000
Cash invested: $15,000

2/1 Duplex in a B- a neighborhood on a 1/2 acre corner lot. Each side is a 2/1 850 sq ft duplex. Units required minor updating, 15k total. Built a new fence for the backyards of each side. Allowing me to one day build one ADUs on each side of the fence (2) with preapproval from the city.

What made you interested in investing in this type of deal?

The value adds aspect is incredibly alluring. By adding two ADUs I'm essentially getting four-plex returns for the mortgage payment of a duplex. The one drawback to this is that with the current market, a 2/1 ADU will be about 200-300k.

How did you find this deal and how did you negotiate it?

Put in a previous offer on another duplex that the owner had. They asked if we were interested in this one.

How did you finance this deal?

utilizing my broker and mentor. Ended up with a 25% down, 6.75 APR 30-year fixed with a four-year prepayment penalty

How did you add value to the deal?

Modern paint, appliances, and lighting.

What was the outcome?

Utilizing property management they found two so far solid tenants on very good leases.

Lessons learned? Challenges?

Trust the process. Each struggle will make you stronger. I had a lot of doubts about taking this unit on and another duplex at the same time.

Quote from @Julio Gonzalez:

One of the biggest arguments I see around cost segregation studies is the issue of depreciation recapture upon the sale of the property. Do the benefits of the cost segregation study outweigh the cost of recapture? As with most tax strategies, it depends. Those who see the most benefit are typically the ones consistently updating their tax planning and implementing new strategies.

What is cost segregation?

A cost segregation study is a federal income tax tool that increases your near-term cash flow by deferring taxes. Instead of depreciating the entire purchase price over 27.5 or 39 years, it reclassifies property into their applicable useful lives such as 5, 7 or 15 years which accelerates the amount of depreciation that can be taken further reducing your taxable income.

What is depreciation recapture?

Depreciation recapture is the process the IRS uses to collect taxes on the gain you've made from the sale of your real estate property (Section 1250) or personal property (Section 1245) and to recover the benefits you received by using the depreciation expense to reduce your taxable income. Section 1250 is taxed at your ordinary tax rate up to 25% and Section 1245 is taxed at your ordinary tax rate.

Here is a simplified example of depreciation recapture.

You purchased a residential rental property for $750,000. The land is valued at $50,000, so your depreciable basis is $700,000. You elected to use straight line depreciation or $25,454/year ($700,000 / 27.5 years). After 5 years of owning the property, you decide to sell it for $1,000,000. The depreciation subject to recapture is $127,270 ($25,454 x 5). Your adjusted cost basis is $622,730 ($750,000 - $127,270). You have a realized gain of $377,270 ($1,000,000 - $622,730) which is split between depreciation recapture and capital gains. Let’s say you are in the 32% federal income tax bracket and 20% capital gains tax bracket. Your depreciation recapture would be taxed at a max of 25% totaling $31,818 ($127,270 x 25%). The amount subject to capital gains tax is $250,000 ($377,270 - $127,270). There are expenses that are deductible from this gain such as sales commission and closing costs. Assuming the sales commission is 3% ($30,000) and the closing costs are 2% ($20,000), you would deduct $50,000 from your initial gain of $250,000 for a taxable gain of $200,000. You would owe $40,000 ($200,000 x 20%) in capital gains tax for a total tax liability of $71,818.

Let’s say you elected to utilize a cost segregation study and bonus depreciation instead of using straight-line depreciation. You would likely owe more in taxes upon the sale of the property due to the accelerated depreciation. However, if you had not utilized cost segregation to decrease your taxable income and instead used straight-line depreciation, your taxable income over the past 5 years would’ve been significantly higher. This income would’ve been taxed at your ordinary tax rate of 32% rather than the Section 1250 depreciation recapture tax rate which is maxed at 25%. It’s important to note that the property reclassified to personal property as a result of the study is taxed at ordinary tax rates. However, you could still actually end up paying less in taxes over the five year time period.

So while you may have to pay more in taxes upon the sale of a property by utilizing cost segregation, you can see that you can actually save money on taxes. And on top of the tax savings, you paid in less money in taxes each year, increasing your cash flow and allowing you to pay down debt, invest and compound your money over time. Additionally, if you were to get an updated cost segregation study regularly, this would allow you to retire assets. Retired assets are not subject to depreciation recapture, thus enabling you to save even more on taxes.

This is a list of some ways to avoid recapture:

  • Move into the property for at least two years before selling it making it your primary residence to eliminate capital gains tax
  • 1031 Exchange: swap one investment property for another and defer capital gains taxes
  • 721 Exchange: exchange appreciated real estate property held for business or investment purposes for units in an operating partnership that will be converted into shares of the real estate investment trust (REIT)
  • Place the property in your estate and when it passes to your heirs, they do not inherit the deferred depreciation recapture or capital gains and instead inherit it at FMV

What are your thoughts or questions on depreciation recapture?


 Hi Julio,

Thank you for this great write up! I myself plan to eventually 1031 a duplex i lovingly call the "flat tire" if i depriciate it along the way and 1031 it into something larger and continue to do so throughout my life could i eventually 1031 a duplex into an apartment building and never pay taxes as long as i dont sell?

Thank you again!

Post: Am I the crazy one? I’m excited to close.

James BaileyPosted
  • Investor
  • Posts 19
  • Votes 9
Quote from @Nathan Gesner:
Quote from @James Bailey:

Hi everyone, 

What are your honest thoughts on the market? My wife and I are excitingly closing on our first rental properties, two duplexes. The cash flow will be rocky in the beginning but I believe in the accumulate wealth slowly approach. 

Some friends on the other hand think we’re reckless with rates, “2008 part two” around the corner, etc. 


Sales prices are unhinged from reality, so expect that to correct within the next year or so. At the same time, prices are high and mortgage rates continue to climb, which is pricing a lot of buyers out of the real estate market and increasing demand for rentals. This means rent rates should continue to climb over the next 1-2 years. If you're barely scraping by today, I think you'll be at a healthy cash flow level within two years.

Hi Nathan, 

You were quite right, after some rocky stabilization i was able to get my double vacant rented on two very good leases thanks to mynd property management and issued the "flat tire" duplex a 0.09% increase, the cities rent cap, and plan to do so until they are at market rates. i do have an incredbile value add plan in place though. One of the units is large enough to build a ADU on each side of the duplex which would make four doors when there were two. Very excited for the future!

Post: Am I the crazy one? I’m excited to close.

James BaileyPosted
  • Investor
  • Posts 19
  • Votes 9
Quote from @Mason Hickman:

@James Bailey

When you say the cash flow will be rocky, are they still able to cover their own expenses?

Personally, I am still buying (last property a few months ago) if the properties make sense and can cash flow. 

One property has under market rent on both sides. Do have a plan in place though

Post: What is your biggest challenge right now?

James BaileyPosted
  • Investor
  • Posts 19
  • Votes 9
Quote from @Joe Acot:

biggest challenge is getting in the game already. Im a full time registered nurse, was inspired by rich dad poor dad, found bigger pockets, read BT's book and BRRRR book, and now looking to get out of healthcare for more feedom and time for myself family friends and other people.

The books taught me the things i need to do to get ready like get bigger pockets PRO, analyze deals, get pre approved, be active in BP forums etc etc but i just dont do it. too busy too tired or whatever.

I have my "WHY" but i guess im just terrified of getting out of my comfort zone and take on the challenge. Plus im an introvert kinda person so its hard for me to reach out to other people.

Any of you guys are introverts too and founf success in real estate? how did you overcome YOU and finallt did it? 

You guys have a great day!

Hi joe,

I don’t know your situation but if you’re able to travel light, nurses in the Bay Area are making 300k with overtime. Could be an opportunity to disappear for two years and come out with some serious cash afterwards. 

Post: Am I the crazy one? I’m excited to close.

James BaileyPosted
  • Investor
  • Posts 19
  • Votes 9

Hi everyone, 

What are your honest thoughts on the market? My wife and I are excitingly closing on our first rental properties, two duplexes. The cash flow will be rocky in the beginning but I believe in the accumulate wealth slowly approach. 

Some friends on the other hand think we’re reckless with rates, “2008 part two” around the corner, etc.