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All Forum Posts by: Jacob Trogan

Jacob Trogan has started 10 posts and replied 135 times.

Post: Cash vs loan, what is most efficient for faster growth

Jacob TroganPosted
  • Lender
  • Kansas City, MO
  • Posts 141
  • Votes 70
Quote from @Joe Villeneuve:
Quote from @Jacob Trogan:
Quote from @Patrick P.:

I am soon going to receive a decently large cash sum (~3 Mil USD) from a company buy-out in a tech company. There are a lot of ways in my head that I have thought about investing this in real-estate. 

Is it more efficient to buy the houses in cash, and then use that rental income to take out additional mortgage, or would it make more sense to pay 15-20%, may a mortgage, but then buy more asset. 

One thing to note, is I carry a mortgage on my primary residence of $248,000, but have a stupid low rate on it (1.875% ARM 7/1 that is only in year 1) and I just closed on a flip/remodel that I will have a $325,000 mortgage on that I intend to flip within 4 months.

I am very new to this, so any tips/tricks on Tax assistance, and how to assess what a property would rent for, would be of great assistance.


You are in a position where you should pay 100s or 1000s which is a drop in the bucket for yourself for professional tax advice. The tax benefits of real estate largely seem to be ignored here on BP because most people who need those benefits are high income earners or high net worth individuals which YOU are and 99% of people on this forum are not. Lots more to real estate than just cash flow at your level. If you could buy enough property without any leverage (so in cash) to create enough cashflow to pay for your living expenses that may be my advice. That would be super low headache and allow you to work full time in whatever is your passion which may be your current tech job. Really for anything of substance you need to elaborate more. 

As for your question there is not even a debate if you want to grow and expand your portfolio significantly. Leverage is always the option. Buy with 20-30% down to limit risk and don't leverage more than that. If whatever you buy cashflows with margin for repairs/capex saved up who cares if some call it risky to leverage.

Do you understand what risk is in the case of REI properties?
There are three parts to it:
1 - What is at risk.  This is always the same thing in every deal, and what too many think is at risk, isn't what's at risk.
2 - Who is at risk.  This always comes from the person in the funding that is running the risk of losing what's at risk.
3 - Who is the risk.  This is always the person that the person who is at risk is taking the risk on.
Now, in a REI property, who/what are the three parts of Risk above.

I'll bite, opportunity to learn here, when I say risk I define it as a liquidity problem which is a common problem I see as a HML lender (cash is king).

I personally try to leverage as much as possible and not have any of my own money in a deal because of my personal goasl/risk tolerance. So what I mean specifically for him as a risk is if he were to buy a bunch of properties leveraged 99% somehow with his 3 million and then his monthly gross incomes were not able to support that debt service due to Capex or vacancies or whatever he would then be paying out of his own pocket to support holding onto the property. At the large dollar amounts he is talking about that would probably be unsustainable to support from his own pocket. What most people would then do in that case is sell the property (maybe even at a discount) to liquidate and have cash once again. So specifically the risk I had in mine was a lack of cash on hand. This lack would result from not having sufficient cash reserves.

The biggest risk I see when it comes to real estate is not having the cash on hand to support expenses of holding a property. If the person doesn't want to hold the property and instead sell, their lack of cash is not a risk but an opportunity. But usually people want to choose when they can sell a property and therefore want to have the cash to pay for any expenses for a property until they want to sell.

So anyways what are the three parts of risk?

Post: How to structure STR business

Jacob TroganPosted
  • Lender
  • Kansas City, MO
  • Posts 141
  • Votes 70

Do whatever allows you to focus on buying a property and not worrying about all of these details. When it matters later on you will figure it out. As for an actual answer my personal opinion and that is the best anyone can give you on an online forum for free (an opinion that really doesn't matter... honestly just pay a lawyer for stuff like this) anyways my advice is open an LLC if you want to start a STR business. If it is not a business and rather investments you can buy under your name for now but will probably switch to making it a business anyways later on

Post: Hot Areas to Buy in Kansas City, MO

Jacob TroganPosted
  • Lender
  • Kansas City, MO
  • Posts 141
  • Votes 70

Like Caleb said it depends on what you are going for - a hot area is simply where you see higher prices that inherently means more demand. I think the Northland is being ignored by many

Post: How did some of you save money for your first property?

Jacob TroganPosted
  • Lender
  • Kansas City, MO
  • Posts 141
  • Votes 70

Buying properties that are value add (aka FLIP or BRRRR) allow you to skip having to save up a certain amount but even then you would need some 5k-10k or probably more for closing costs and usually even more because you need a down payment of some sort buying these properties there are lenders including myself that do not require any down payment though! I just don't service California. Someone else may be able to help. Really saving up 15k for your first property is very doable even if you weren't to do what I described above and just house hacked. You can do it!

Post: Cash vs loan, what is most efficient for faster growth

Jacob TroganPosted
  • Lender
  • Kansas City, MO
  • Posts 141
  • Votes 70
Quote from @Jerryll Noorden:

We buy all our properties in cash. We make enough money to do so.

We are not in a rush to get as many propwrties as possible. Our priority is having fun doing this.

Then when we rehab it put a tenant in it and we refinance the money back, we get more out than what we put in, and we do it all over again.

When dealing with loans, the way I see it, I don't care about what I physically have left or not after the deal... what I look at is that in the long run I spend more money in fees and stress dealing with loans..

Remember, profits is not just money. It is also stress. See it this way, you spend money for a massage right? for vacation and meds for stress... by eliminating lal that, that is money you don't have to spend just because you didn't have to spend a little bit more in the beginning.

This goes against what Joe mentioned and I know he is way more of an expert than I am so my logic may be flawed, but regardless, that is my logic on it and it works for me.


 As a lender surprisingly I agree with this you can always acquire with cash if you have the capital (which most people don't) and then get that cash back in the form of a cash-out refinance at an opportune time. For people like you Jeryll who have a high active income I believe this is ideal. Super insightful response

Post: CapEx and Vacancies can cover each other?

Jacob TroganPosted
  • Lender
  • Kansas City, MO
  • Posts 141
  • Votes 70
Quote from @Don Konipol:
Quote from @Boruch Vann:

I had a wonderful conversation with Linda Labbe from here on BiggerPockets. She explained how they manage CapEx risk together with vacancy risk to cancel each other out, by selling off the bottom 20% performing properties in their portfolio each year and use the funds to purchase properties with better prospects. By constantly pruning off the bottom performers, they minimize vacancies, and by turning over all their properties every five years, they avoid most major Capital Expenditures. This sounds like a home run, and I'd love to get some feedback from people who have been both successful and unsuccessful with this strategy!

I have to respectably disagree with most of the responses, as well as the premise of the original post.
selling underperforming properties, however you define it, means selling the properties at market price, which will be significantly less than performing properties, as income producing property is traded and valued mostly by the net income it can generate ( although estimate of future appreciation, if any does play a role).  A property needing heavy capital expenditure will obtain a sales price that discounts for the amount of capital expenditures required.  And the amount of equity you have in a property can be controlled by refinancing into a larger loan when the property value has increased, if that’s your goal.

I actually do exactly the opposite.  I sell my BEST performing properties when I can obtain prices that represent a significantly lower cap rate than I can obtain reinvesting the money.  When my properties need cap ex I’m happy to spend the money as long as my return is greater than the market return.  And I pay off my properties as soon as possible except when interest rates are significantly higher than the interest on my existing loan; in fact when I sell a property I often invest in existing mortgage notes significantly discounted from principal value, or originate high yield new notes.



To me this makes more sense. It is the equivalent of rebalancing a portfolio in the stock market. Aka selling when sentiment is too high for one stock(selling your winners) and buying when overall sentiment is too low on another stock (dollar cost averaging a stock you believe in). For real estate selling off the equivalent of a bad performing stock that you no longer have belief in seems silly because you have much more control of the asset in real estate than in stocks. You could easily turn a non or low performing property into a well performing one by making some changes. I would only sell a losing property if the area truly took a turn for the worst. I hope that analogy makes sense. I also like the concept you mentioned at the end with notes. Working as a HML I see a lot a lot of room for opportunities in the note market going forward.

Post: Cash vs loan, what is most efficient for faster growth

Jacob TroganPosted
  • Lender
  • Kansas City, MO
  • Posts 141
  • Votes 70
Quote from @Patrick P.:

I am soon going to receive a decently large cash sum (~3 Mil USD) from a company buy-out in a tech company. There are a lot of ways in my head that I have thought about investing this in real-estate. 

Is it more efficient to buy the houses in cash, and then use that rental income to take out additional mortgage, or would it make more sense to pay 15-20%, may a mortgage, but then buy more asset. 

One thing to note, is I carry a mortgage on my primary residence of $248,000, but have a stupid low rate on it (1.875% ARM 7/1 that is only in year 1) and I just closed on a flip/remodel that I will have a $325,000 mortgage on that I intend to flip within 4 months.

I am very new to this, so any tips/tricks on Tax assistance, and how to assess what a property would rent for, would be of great assistance.


You are in a position where you should pay 100s or 1000s which is a drop in the bucket for yourself for professional tax advice. The tax benefits of real estate largely seem to be ignored here on BP because most people who need those benefits are high income earners or high net worth individuals which YOU are and 99% of people on this forum are not. Lots more to real estate than just cash flow at your level. If you could buy enough property without any leverage (so in cash) to create enough cashflow to pay for your living expenses that may be my advice. That would be super low headache and allow you to work full time in whatever is your passion which may be your current tech job. Really for anything of substance you need to elaborate more. 

As for your question there is not even a debate if you want to grow and expand your portfolio significantly. Leverage is always the option. Buy with 20-30% down to limit risk and don't leverage more than that. If whatever you buy cashflows with margin for repairs/capex saved up who cares if some call it risky to leverage.

Post: To build up cash or to build up equity

Jacob TroganPosted
  • Lender
  • Kansas City, MO
  • Posts 141
  • Votes 70

If the whole market decided to lose 10% of its value (probably won't happen blahhh blah blah). IF this happened how good is your so called equity now? I would save your cash and use that to invest. I understand paying off your primary residence early can create mental peace but thats all it does. Having a lower mortgage balance will not help you in any way. You will still have the same monthly payment. If you paid off your house completely that is a different story and somewhat freeing. Use your cashflow to buy a deal that will then profit enough to pay off your primary residence if that is your desire. I personally would not pay off your house early. Also I see you are in KCK I may be interested in using you for a property to arbitrage on Airbnb.

Post: Sell To Acquire Multiple, Better Cash Flowing Properties?

Jacob TroganPosted
  • Lender
  • Kansas City, MO
  • Posts 141
  • Votes 70
Quote from @Joe Villeneuve:
Quote from @Dalton Thornsberry:
Quote from @Joe Villeneuve:

You may not believe this, but you're actually losing money.  The higher the equity percentage a property has, the more it is losing money.

The true value of the equity isn't the face value of the equity.  The true value is what that equity represents in property value and cash flow.  In a very rel sense, your equity is what you are buying the property for, and your PV & CF is what it is buying.

Here's an example:  Typical property worth $200k at the time of purchase
A)  Purchase
  1 - PV = $200k
  2 - Cost (DP) = 20% = $40k
  3 - CF = $8k/year

...property value increases to $240k doubling the original equity

B)  Selling property, and accessing $80k in equity (now cash).  Buy new property  
  1 - PV = $400k
  2 - DP (cost) = $80k
  3 - CF = $14k/year.

...you would have lost $160k in PV...not gained $40k...

...and, if either choice is repeated, that gain/loss is exponential with each repetition.


 I appreciate this perspective, Joe! Sorry, I guess I'm turning this around. I thought I understood and then I read it three more times, haha. I guess I saw it as an investment of $26,000 having turned into $120,000. Your alluding to the idea that if I were to sell out of this existing property, and utilize that $120,000 to purchase say 5 properties all at $100,000 PV with good cash flow I'm actually losing money in that situation? Or the flip side? 

This is a hard one to grasp because I've been conditioned to see it as currently having control of around $240,000 in PV v. taking the cash down and using that to control $500,000 in PV. 

Banks used to give you free checking, as long as you kept $5k in your bank account.  Those checks weren't free, and as long as you had to keep that $5k in your bank, that $5k wasn't your money...it was the bank's, and it was a cost to you. 

 I started following Joe because when I first read his comments I had no clue what he was talking about. I figured either he was crazy or I was missing something. I now understand 70% of what Joe says. Listen to Joe, I would personally sell the house! Cash out while the going is good and reinvest that capital. As for the other 30% of what he says I still learning if he is crazy or if I just have more to learn.

Good luck! Maybe look at it this way too, what do you want in your life more? Does that $200 a month materially impact your life? How could the profit realized from selling impact your lifestyle? Which impact is more of what you want in life?

Post: First time investor wanting to make the jump

Jacob TroganPosted
  • Lender
  • Kansas City, MO
  • Posts 141
  • Votes 70
Quote from @Jacob Trogan:
Quote from @Justin Schrey:

Hi, my name is Justin. I live in the San Diego Area and my family and I are looking to finally jump into some investment real estate. I am trying to ingest as much info and education that I can and figured I would ask this question here…

Goals: To have a supplemental income when I retire in 8 years and enough knowledge and capital to try to pursue real estate investing full time in retirement.

We have about $400,000 available to us in equity in our home if we did a heloc but with interest rates going up, it seems way more risky to go that route. We have about $20k that we feel comfortable putting down on a down payment which means we will be investing out of state. We have family in the Wichita, KS area which helps because we travel there every few years and our family has good area familiarity that we dont have. I have found a few duplexes for right around $100k which would be great for our down payment and we could absorb the entirety of the payment if we had issues renting it for a period of time. The problem is, at that price point, the properties are in areas that have higher crime and are labeled as “bad areas” to live. Single family homes are available in better areas of the city but would bring in less cash flow. I would like to do this model every few years and hopefully have 3-4 properties within the 8 year time-frame goal of retirement and then move onto bigger and better properties. 

Any thoughts? Thanks in advance!

You don’t have money you have equity you can use as debt to invest. Don’t lie to yourself a HELOC in this environment is not ideal to have open without an immediate exit strategy. I would open a HELOC an use that to buy a property you can flip out of state so do one that is not too in depth. Than take that additional profit and set it aside as the down payment along with the 20k. Then you can get into higher end properties. That way you can then have more options and not buy something out of desperation. Investments in C/D class areas are not investments they are jobs that barely make money when you look at a number called IRR. I like everyone is biased but don’t buy yourself a job and if you are buying yourself a job don’t lie to yourself and say it’s not do a flip, build capital, take profit, invest that profit. Return % are a lie. The number is what matters. A 3% return on 1 million invested is 30k a 3% return on 20 leveraged into a property at 5 to 1 is $4500 - you are in California you can make $4500 more a year from a million other things that are less difficult. Save more or use the HELOC as short term capital not long term that is tied up and will cause you stress as rates go higher and higher

 Correction it is 3k not 4500. Also I know a flip is more of a job than anything but then you are not playing the mental gymnastics of saying your investing is “passive income”. You will reflect on if the time is really worth the investment. Which it can be!