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All Forum Posts by: Jon K.

Jon K. has started 53 posts and replied 538 times.

Post: How to Achieve Financial Freedom with Rental Properties

Jon K.Posted
  • Rental Property Investor
  • Perry Hall, MD
  • Posts 544
  • Votes 550
Quote from @Nicholas L.:

@Dan H.

agree.  there is no such thing as 'cash flow from day 1.'  is there a way to buy without paying closing costs?


It may be uncommon but it's not impossible. I'm participating in a syndication as an LP right now that was cash flowing before the operators purchased it and continued to do so after. I've also bought turnkey single family rentals whose vacancies I was able to fill before the first mortgage payment was due. I'd say that counts as well.

Post: How to Achieve Financial Freedom with Rental Properties

Jon K.Posted
  • Rental Property Investor
  • Perry Hall, MD
  • Posts 544
  • Votes 550
Quote from @Chris Seveney:

I want to bring some reality to the situation which is 99.9% of us do not become financially free through rental properties (or real estate). Its a great asset class that is a long term play, but those thinking to get financially free at a young age, I would say go into tech.

I graduated with a friend, same degree. In 2011 he went and worked in tech for NVIDIA, I have been in real estate. His net worth is 5x mine and mine is pretty darn good. He is financially and time independent. Getting their through rentals is great for building wealth but do not count on leaving your job unless you are becoming active in real estate which is still a job.

Sorry just my 2 cents.


I don't disagree that getting into a high-paying career like tech can help, but NVIDIA is a bit of an outlier due to what their stock has done over the past few years. I've been in tech for almost 25 years. My network includes hundreds of others in the industry. Receiving stock as part of your compensation is common enough. I know a few individuals who have achieved financial freedom due to being lucky enough to have their stock increase in value significantly without selling it beforehand which is not an easy thing to do when stock makes up a significant portion of your total compensation. And for everyone who held their stock until it went to the moon, there are plenty of others who held it and watched it move at a more modest pace if at all. The vast majority of tech employees that I know are still working in their 40s and 50s because they have to, not because they want to.

In other words one should not count on becoming financially free at an early age simply by being in the industry. Luck is a big factor.

Combine that high paying career with smart investing and now you're on the right path.

Post: Avoid Revolution Properties LLC at all costs

Jon K.Posted
  • Rental Property Investor
  • Perry Hall, MD
  • Posts 544
  • Votes 550
Quote from @Rodney Lorenzo:

When I acquired a 6 unit property in Hartford, CT in 2022, the neighborhood appeared as just working class. Soon after, the neighborhood went from class C to class F. I stuck with the same PM, owned by Tom Kopchick, because they knew the building and neighborhood quite well. Unfortunately, things went South really fast. I thought, let me evict the non-paying tenants and replace them with paying ones. Well this was like pulling teeth. Units were not flipped because the PM blamed it on the bad neighborhood and said that govt programs were the way to go if I wanted a consistent rent roll. He never told me that it would take several months to get funds from these entities. I ended up with 4 empty units and 2 paying tenants, then only 1 paying tenant. I still paid the mortgage on time, but was a struggle at times borrowing money from friends and family just to do so. A veteran was finally put in one of the units (the one paying tenant), however, the PM failed to tell him to open his own electricity acct and after 6 months, ended up with over $2000 of charges under my LLC. When I went by the building one day, they refused to let me into another vacant unit because they said once a govt program takes over while they find a tenant, I as the owner cannot have access to it. This unit ended up costing my LLC over $1800 in electricity charges when it was supposed to be vacant. The electricity shot up to over 3000 kw over the winter prompting me to think they had a grow house in there or a squatter the PM was collecting rent from himself.

In a neighborhood like this, you need a very competent PM. Instead, I ended up with the worst and most incompetent in the state, if not the whole country. They never got back to me on anything. It was, "yeah I'll take care of it" and I'd never hear from them again. Some of the problems were not taken care of at all. Homeless people were shacking up in the basement and breaking windows on the ground level trying to get inside one of the units. The PM had a manager who stuck her "friend" in one of the units prior to my acquisition and because they had a fall out, she stopped paying rent so I got no revenue from that unit for 7 months. The PM was horrible at trying to evict her and she finally abandoned the place, costing me over $9000 in lost revenue. When I attempted to replace them with another PM, Tom begged me to keep him on. Like an idiot and a firm believer that everybody deserves a second chance, I proceeded to continue on with them. Huge mistake. Things got much worse. He deliberately used a plow to destroy my driveway when there was snow, prompting my insurance company to come after me. In the two estimates I got to repave the driveway which were around $7000, Tom wanted 15K for it. It seemed to me that things were broken so they can make money off of the repairs. A PM could easily get away with this. There was a leak in the skylight above the inside hallway and they implied that I needed to redo the entire roof because of that one leak. That would've cost me over 20K. 

In trying to get another PM to come on board which none would touch with a 10 foot pole and my hemorrhaging money left and right, I decided to put it on the market. Tom the PM got upset because he wanted to sell it for me, but I told him that if he was inept as a PM, what made him think he would be great at selling my building? All reviews of this PM on the internet are all horrible. Goes to show you that before you contemplate hiring a PM, ALWAYS check their reviews first. Most lie through their teeth. Additionally, he never charged me a "percentage" of the rent roll as stated in the agreement. It was always a flat fee of over $600 whether I had 4 tenants or 1. With the appreciation, I didn't lose as much money as I thought, but had I held onto it, I would've gone bankrupt and had the building go into foreclosure, all because of their incompetence. Again, I tried my best to find another PM, but there were no takers. It's PMs like these that ruin the reputation for the others. I truly believe that they can steal from under you and get away with it. Even the REIA in CT was of no help. An entity that supposedly "helps" investors, but said nothing on how to avoid bad PMs. Besides them, I contacted the AG of CT, the mayor and an attorney to see about suing them. I got no help whatsoever. The state literally has enablers that allow rogue PMs to get away with a lot and I'm sure this is like this across the country. The Dept of Consumer Protection was a joke and was of no help either. Everyone assumes landlords have bottomless pockets so they don't really care about them. I sought advice on Biggerpockets, only to get berated and spoken condescendingly by other investors. It's as if I was supposed to have a crystal ball and why didn't I do this or that. Were they successful on their FIRST INVESTMENT? Crickets. It was more like "look at me, everything I touch turns to gold". Yeah right. Now, I'm focused on fixing and flipping. An endeavor I look forward to, as I refuse to get discouraged in my real estate journey.


Thank you for sharing this experience. The silver lining here is that you've learned some valuable lessons. Location may be one of the most important aspects of an investment, but due diligence on a PM company (as well as managing the manager) is pretty important too. I've been through my share of bad PMs in the past and each one has cost me tens of thousands in their own way.

Post: Why Aren’t More Investors Building Instead of Buying?

Jon K.Posted
  • Rental Property Investor
  • Perry Hall, MD
  • Posts 544
  • Votes 550
Quote from @Robert Ellis:

Most real estate investors fight over the same overpriced, outdated properties—when they could be building for less and making more.

I’ve been in development for years, and I can tell you firsthand: new construction is one of the most overlooked ways to generate six-figure profits.

Here’s why:
Build for WAY less than market value
Skip bidding wars and competition
Rent or sell brand-new properties at top dollar

Yet, most investors avoid new builds because they think it’s too expensive, complicated, or risky. But is that really true?

I want to hear from you: Have you considered building instead of buying? What’s stopping you? Let’s break it down—drop your thoughts below! 👇


 I have, but I wouldn’t know where to begin. Any guidance as to how to get smart enough to do it safely? What’s a reasonable time to ramp up before someone would be comfortable taking on a project?

Post: Feeling Stuck in Analysis Paralysis

Jon K.Posted
  • Rental Property Investor
  • Perry Hall, MD
  • Posts 544
  • Votes 550
Quote from @Kyle Lipko:

Hey everyone – just wanted to put this out there and see if anyone else has been through the same thing. Lately, I’ve been deep in research mode... digging into markets, running numbers, listening to podcasts, reading books – basically doing everything except actually making a move.

I feel like I’ve hit that classic wall of analysis paralysis. I want to take action, but I keep second-guessing myself, waiting for the “perfect” deal or trying to learn just a little more before pulling the trigger.

If you’ve been here before, what helped you finally take that first step? How did you push past the fear and just start?

Appreciate any advice – or even just hearing that I’m not alone in this.


I think it helps to have a goal that you can quantify, then work backwards to define what returns you actually need over what period of time given your resources. For example, "I want to be able to pay my mortgage with passive income within two years". And if your mortgage is $1500/month, that means you need to add $750/month of passive income per year.

If you can afford two buy two rental properties per year, now you know that the average cashflow that you can accept is $375/month. At that point perfect doesn't matter any more. If you evaluate a property and it cash flows $375 or more per month, you buy it.

That's a very basic idea but I'm sure you get the idea. Also don't lose sight of the fact that the goal is to make money, not own doors. If nothing pencils, invest elsewhere.

Post: If You Had to Start Over with $10K, How Would You Invest in Real Estate?

Jon K.Posted
  • Rental Property Investor
  • Perry Hall, MD
  • Posts 544
  • Votes 550
Quote from @Amir Twig:

Let’s say you’re starting from scratch—no network, no prior deals, just $10K to work with. How would you use it to break into real estate? Would you wholesale, partner up, buy a small rental, or go all in on marketing?

Curious to hear what strategies you’d use in today’s market! Drop your thoughts below


Based on my own experience, 10k isn't enough to market effectively. You're more likely to run out of cash before you establish enough deal flow for it to be sustainable.

I also don't think it's enough to run any sort of acquisition or rehab even with seller financing. In this scenario you're starting from zero: no partners, network or experience. What are the odds you are actually able to identify a deal that you can take down with your limited resources and turn it into a profit? It's a recipe for failure.

I don't like any answer that involves trading time for money such as pulling lists and cold calling. That's not an investment, that's a job. Semantics maybe but whatever, you could just as easily work more hours at your regular W-2 job (whatever that is) and save more money until it's enough to do something more substantial.

Ultimately, I'd either toss it in a REIT or co-invest with others. Something that has a good chance of preserving capital while providing decent returns.

Post: Should I raise the rent on a good tenant well below market ?

Jon K.Posted
  • Rental Property Investor
  • Perry Hall, MD
  • Posts 544
  • Votes 550
Quote from @Jimmy S.:

Hi,

I have a 3bed 1bath single family house which is rented at $1,400 a month. Current comps in the area are around $2,000- $2500 month and should be able to easily get that.

My current tenants have been there almost 10 years now and always pay on time. They are usually several days or even 1 week early paying the rent. They are great tenants and rarely ever have a maintenance call and small stuff they just take care of on there own and don't charge me or even let me know. I already went a couple years without even talking to them.

I have been slowly rising the rent like $50 a month every year but its still way under market value by at least $500 - $1000 a month.

It is a old house and does have its flaws which is expected in a 100+ year old home.

What would you do or how much should I raise it at renewal? Its a yearly auto renew lease.

Thanks


They know they're renting at a discount and larger increases won't drive them away because the alternative is them paying market rent elsewhere after the expenses of moving. Move them up as much as possible each year until you're back to market rent without driving them away by jumping too much at once. That last part is subjective and there's no perfect answer but if you're truly under market by 500 to 1000/month maybe try $250/yr so that you're back on track in two years.

It's easy enough to explain the need to increase as well: everything on the planet is more expensive right now. That includes property taxes, insurance, the cost of maintenance and labor etc. By not increasing rent enough each year you're losing money (this is the truth).

If they push back hard or say they're leaving, you can always negotiate and back it off a little. I'd rather have a known good long-term tenant renting at a discount (but not a $500-1k discount) than fill a vacancy with an unknown entity.

Post: How do you prepare your heirs to inherit generational wealth?

Jon K.Posted
  • Rental Property Investor
  • Perry Hall, MD
  • Posts 544
  • Votes 550

Here's the question, and it's really a 2-part question. I would very much appreciate opinions/advice from others who have put thought into these things and maybe even implemented some of the plan.

1) What financial help, if any, do I provide to my children as they become adults and throughout their adult life? I struggle with this one. I have spent literal decades working jobs that I often hated because they paid well in order to provide a nice life for my family. I don't want my kids to have to do the same, but I also want them to be self-sufficient and accountable. I have seen first-hand in the form of an unexpected inheritance how a windfall at a young age can lead to long-term negative consequences. It seems like a fine line.

2) The long-term goal, among other things, is to create generational wealth. That means the next generation is going to inherit it and hopefully many more after that... that seems silly to say because of course it's true but it's largely an abstract concept until you actually put a plan in place. How do you prepare them to receive and manage that wealth so that they don't squander it and/or have it cause more harm than good?

Post: Line of Credit for investment Properties

Jon K.Posted
  • Rental Property Investor
  • Perry Hall, MD
  • Posts 544
  • Votes 550
Quote from @Jeffrey Fullard:

I have an investment property that I would like to take money out of by using a line of credit. Are there any Lenders this offer Line of Credit for investment property?

How is the property titled and are you carrying debt on it?

Post: Using a $200-250K HELOC to Scale—Looking for Insights from Experienced Investors

Jon K.Posted
  • Rental Property Investor
  • Perry Hall, MD
  • Posts 544
  • Votes 550
Quote from @Vincent Pflieger:

Hey everyone,

I'll keep this short and would love to hear from investors who have successfully leveraged a HELOC to scale their real estate portfolio for both short-term cash flow and long-term wealth building.

I’m about to unlock $200-250K in HELOC from my primary residence (a condo in NYC), and I know there’s a powerful strategy I can implement.

My current plan:

✅ Acquire a 10-15 unit multifamily in a mid-sized market (AL, TN, OH, etc.), targeting a $700-800K deal with value-add potential.

✅ Use 20% from my HELOC for the down payment and finance the rest with hard money.

Force appreciation over 6 months, then refinance into a DSCR loan to pay off the HELOC.

Rinse and repeat!

Has anyone executed a similar strategy?

What challenges did you face, and what lessons did you learn?

Would love to hear about pitfalls, lender restrictions, and any alternative approaches you’d recommend.

Thanks in advance for sharing your experiences!


I did this, or something similar. From 2020 to 2023, I used a HELOC to supplement my available cash to BRRRR as many single family long term rental properties as I could as fast as I could. The times were different then: rates were incredibly low and property values were steadily rising so even if I overpaid for a property (which happened a few times) the market usually bailed me out.

It's a very aggressive strategy and as others have said, if it doesn't go right then there is a lot of risk. In my case I didn't have much liquid but I had other assets that I knew I could leverage if I had to though it would be painful. I never had to go that route but it got close, especially as I began to take on more projects at once than I could really handle and a few of them went south on me simultaneously towards the end. I ended up maxing out the HELOC while I watched my rate climb to 11.5%.

So lessons learned... at least for me personally I kind of got addicted to acquisitions. I used the favorable market conditions to justify being more reckless than I probably should have and prioritized speed over fully stabilizing things as I went. This split my attention to the point where construction projects suffered while I also started underwriting things through rose-colored glasses which led to me drawing my HELOC to its max of 190k from a starting position of about 70 in just a few months.

I also found myself not screening new tenants as well as I should have in order to get properties occupied faster to facilitate refinances that required occupancy, telling myself I had to to lock in those great rates and to pay the HELOC back off. And that mistake came back to cost me tens of thousands in lost rent and damaged houses. Hell I'm still dealing with one of those tenants almost 2 years later.

If I were giving advice to someone else looking to do something similar based on my own experience and mistakes it would be to maintain much more reserves, only take on projects of a size and scope you can handle, and to pay the HELOC back to 0 between each project. Fully stabilize each thing before you move on.