HoltonWiseTV Highlights (48)

If your Section 8 tenants don’t pay rent on day 1, they won’t make it up later. You have to evict immediately. The longer you wait, the more money you lose. Tune in to HoltonWiseTV for more hard truths about being a Section 8 landlord in Chicago, Illinois.

To me, this isn’t just a house, it’s a cash-flowing stock. Section 8 rentals in Chicago can generate steady, predictable profits like a dividend-paying investment. Learn why thinking like an investor, not a landlord, is the key to making Section 8 in Chicago, Illinois work for you. Follow HoltonWiseTV for more insider strategies.

If your Section 8 tenants don’t pay rent on day 1, they won’t make it up later. You have to evict immediately. The longer you wait, the more money you lose. Tune in to HoltonWiseTV for more hard truths about being a Section 8 landlord in San Diego, California.

The ugly truth? Section 8 tenants in San Diego, California can make or break your cash flow. Most landlords get burned because they don’t know what to expect. On HoltonWiseTV we spill the shocking realities, mistakes to avoid, and how the pros turn these “risky” tenants into steady income in San Diego, California.

What’s the maximum rent increase San Diego tenants will actually tolerate before they move out? I break down the real numbers, the psychology, and the legal limits that smart landlords use to push rent without killing occupancy. If you want to win in San Diego, California real estate, you NEED to understand this. Follow HoltonWiseTV for real landlord strategies.

$900/month cash flow from ONE Section 8 house in San Diego, California. Most investors think California can’t cash flow, but this deal proves them wrong. I break down the real numbers and the strategy that made it possible. Follow HoltonWiseTV if you want real Section 8 plays that actually make money.

Bad tenants can push landlords to the edge. A landlord actually moved into the house with the squatter in an effort to evict him. Genius move or illegal mistake? Follow HoltonWiseTV for real landlord stories.

Your lowball offer was rejected? Most sellers just aren’t desperate enough. If you want to make lowball offers, focus on sellers with problems you can solve — that’s how real investors win. Follow HoltonWiseTV for Section 8 Chicago strategies that actually make money.

Akron, Ohio scares most investors because rent is unpredictable and evictions are common. But Section 8 changes everything. In cities like this, it’s often the only strategy that actually works long-term. This is why smart investors think differently. Follow for real world investor strategies.

Most landlords in Chicago think raising rent is how you make money. They’re wrong. The real profit comes from keeping tenants in your units longer. Every move-out costs thousands, and most investors don’t even realize it. Follow HoltonWiseTV for more real estate investing strategies that actually make money in the Chicago housing market.

Don't be rude and forget your landlord's 10% tip. Detroit landlords don't play around with rude tenants. Not tipping your landlord will get you evicted from your home.

These deadbeat dads in Memphis are out of control. Put down the video games and take care of your kids. Subscribe to HoltonWiseTV to watch full evictions caught on tape.

This duplex had an ARV of $144,000. I bought it & fixed it up for an all in cost of $122,000 using the BRRRR strategy. Most investors don’t know how to structure deals like this, but this is how real wealth is built in real estate. Follow HoltonWiseTV for real deal breakdowns and landlord truth.

Using credit cards to buy houses sounds insane, until you see the results. Most investors would never try this, but it changed everything for me. This is the real side of real estate nobody talks about. Follow HoltonWiseTV for real landlord stories.

I’ve done a lot of evictions, but this Section 8 one was on another level. What we walked into shocked me, and the damage was worse than anyone expected. This is the real side of being a landlord that nobody talks about. Follow HoltonWiseTV for real eviction stories and real estate truth.

I bought my first house at 21 with ZERO money down, and it changed everything. Most people think you need money to get rich in real estate, they’re wrong. This is how one deal started a millionaire journey. Follow HoltonWiseTV for real estate secrets they don’t teach you.

Most landlords in Memphis lose money because they can't handle their tenants. When you buy rental properties from mom & pop landlords, you run a massive risk of inheriting bad tenants who were placed by unqualified landlords without professional tenant screening. One bad screening decision can lead to unpaid rent, property damage, evictions, and months of stress for you. To have consistent success as an investor in Memphis, you're going to need to place your tenants using a professional screening process. This is why investors who buy rental properties from professional companies like Rent To Retirement, as opposed to random mom & pop landlords, have a much higher likelihood of a successful outcome.

We expected a normal eviction. What we found was unreal. Every landlord needs to see this eviction footage before renting their next property. Welcome to real life at HoltonWise. Subscribe to HoltonWiseTV to watch the shocking footage of entire evictions caught on tape.

Most landlords in Memphis don’t lose money because of the market. They lose money because they trusted the wrong tenant. One bad screening decision can mean unpaid rent, property damage, evictions, and months of stress. To be truly successful in the Memphis market, investors need to have their tenants professional screened by a full time property manager. Without professional tenant screening, rent collection will be far too inconsistent for long term success.

We got the damn dryer stuck in the basement during this eviction caught on tape. How many of you nerds won't be able to keep scrolling until you tell us that it's a washer, not a dryer? Subscribe to HoltonWiseTV for the full eviction caught on tape.

They said the tenant destroyed their rental property in 48 hours. This is what it turned into. What do you think? Subscribe to HoltonWiseTV to learn more about why rental properties in Memphis, Tennessee are dangerous for new investors.

If you think you can’t get a seller to accept a low offer in Memphis, think again. In this video clip, wholesaling expert James Wise breaks down the exact strategies he uses to make sellers say “YES” to offers they thought were too low. Subscribe to HoltonWiseTV for more Memphis real estate investing tips such as spotting motivated homeowners, to structuring deals that make sense for both sides (but mostly for you). If you want to close more deals, pay less, and dominate the Memphis market, you need to watch HoltonWiseTV.

Section 8 in Chicago is a pain until you learn how to keep your tenants living in your properties long term. Once they start staying long term instead of moving every year, you're printing money. If you’re investing in Section 8 in Chicago, or thinking about it, buying properties with this type of layout might be the difference between nonstop headaches and predictable cash flow. Subscribe to HoltonWiseTV for more tips on Section 8 investing in Chicago, Illinois and beyond.

How much should you tip your landlord in Chicago, Illinois? What's the going rate for tipping a landlord in Chicago? Do landlords deserve 10%, 15%, 20%, or more?

I’ve seen a lot of bad tenants, but this Section 8 eviction was on another level. What started as a normal rental turned into a nightmare that most landlords never prepare for. When we finally got inside the property, the damage, filth, and destruction told a story no spreadsheet or ROI calculator could ever predict. Subscribe to HoltonWiseTV to watch the entire eviction caught on tape.

This wasn’t just a bad tenant story, it was total chaos. One night, a domestic violence situation exploded at my rental property, and it ended with my tenant crashing his car straight into my house. If you think owning rental property is “passive income,” this story will change your mind forever. Subscribe to HoltonWiseTV for the entire story.

Most Section 8 landlords in Chicago think tenant turnover is random, it’s not. There’s one sign that almost guarantees your tenant isn’t going anywhere anytime soon, and it has nothing to do with credit scores or income. In this video clip, I reveal the #1 indicator I use to predict whether a tenant will stay for years or vanish after one lease, based on real-world experience managing Section 8 and market rentals. If you’re tired of constant move-outs, lost rent, and turnover costs, this single insight can completely change how you choose tenants and protect your cash flow. Subscribe to HoltonWiseTV more more tips on investing in Section 8 properties in the Chicago real estate market.

Most investors in Chicago waste tons of money fixing stolen plumbing lines. Simply replacing copper plumbing lines with PEX pipe keeps thieves away, as unlike the copper line, the PEX pipe has no scrap value. Subscribe to HoltonWiseTV for more information on making a lot of money with Section 8 properties in Chicago, Illinois.

Most investors in Chicago waste thousands on plumbing calls and inspections that they never needed to make. This simple plumbing trick has saved me a ton of money across my own properties and it only takes a few minutes to learn. Subscribe to HoltonWiseTV for more information on making a lot of money with Section 8 properties in Chicago, Illinois.

School teaches you how to clock in, follow rules, and make money for the man, not how to build real wealth for yourself. On HoltonWiseTV we teach you how you can use Section 8 real estate in Chicago to create consistent cash flow, scale fast, and build long-term wealth for yourself. If you play your cards right you can skip the job and work outside the system. If you’re tired of being trained to work forever, subscribe to HoltonWiseTV for the alternative they never taught you.

Distressed properties in Ohio are BRRRR gold if you know what you’re doing. In this video clip, James Wise breaks down how buying ugly houses cheap, forcing appreciation through rehab, and refinancing at the right time creates ridiculous returns most investors never see. If you want to understand why Ohio is a BRRRR cheat code, and how people recycle the same money over and over, working with HoltonWise on Ohio BRRRR deals is for you.

In this video clip, James Wise breaks down a real Section 8 apartment deal in Cleveland and show exactly how I analyzed the numbers, structured the terms, and put together a seller-financed offer with just 10% down. You’ll see how cash flow, rent stability, and leverage all come together when banks aren’t involved, and why seller financing can turn an average deal into a killer one. If you want to understand how to buy apartments with less money, less bank nonsense, and smarter deal structure, this is the playbook. Subscribe to HoltonWiseTV for more in depth analysis on Section 8 properties in Cleveland, Ohio.

Tipping your landlord is how you avoid getting an eviction in Chicago, Illinois. There is nothing worse than getting evicted from your home. Everything about the Chicago eviction process is terrible. Nobody wants to get evicted from their house. So be smart, include a nice tip when you pay your landlord the rent you owe him.

You used your rent money to buy a big screen TV? Bad move dude. Subscribe to HoltonWiseTV to watch the full eviction caught on tape.

Only an idiot would steal money from the guy who can make them homeless. Send this eviction clip to a deadbeat tenant who needs to be reminded that stealing money from their landlord is going to end in an eviction caught on tape. Subscribe to HoltonWiseTV to learn how to make more than $1 million dollars a year as a cut throat real estate investor in the New Jersey.

Bad tenants will do anything to sneak passed a landlord's tenant screening process. A little known trick is to talk to landlords about gardening in an attempt to get the landlord to let their guard down. After all, only a tenant who is planning on taking good care of the property would be concerned about a garden, right? Wrong. Subscribe to HoltonWiseTV for more in depth advice on the Section 8 business in the Chicago real estate market.

Most investors won’t even walk into these houses. Red tags on the door, condemned by the city, and written off as unlivable. Thing is, these houses are actually great opportunities. We turn condemned houses into guaranteed Section 8 paychecks. Subscribe to HoltonWiseTV to see what it takes to make money renovating Section 8 properties in the Chicago real estate market and beyond.

Most landlords think tenant turnover is just “bad luck.” It’s not. Tenants show signs that I look for to tell whether a tenant is about to lock in for the next 10 years or disappear after one lease cycle. From how they decorate their apartment, to how they talk about their last place, to payment habits, to the tiny red flags most landlords ignore, this is how you stop playing roulette with your rentals and start choosing tenants who actually stick around. Subscribe to HoltonWiseTV for more advice on how to rent to Section 8 tenants in the best cash flow markets across the USA.

I pay pennies for Section 8 houses in Cleveland, Ohio. Subscribe to HoltonWiseTV to learn the insider tricks that turn “too low” into a signed deal. Stop overpaying for Section 8 properties in Cleveland.

Landlords, Portland eviction laws are a NIGHTMARE! Endless delays, huge costs, and rules stacked against you. Trying to evict a tenant in Portland could destroy you. 

Thinking about evicting a tenant in California? California’s eviction laws are some of the harshest in the country. California eviction laws/ can turn even the simplest eviction into a legal and financial nightmare for landlords. From endless delays to costly fees and tenant protections that favor renters. Trying to navigate evictions in California can feel impossible, it's no wonder why so many landlords are leaving California.

If you're seeing this video it's because you are wondering why all of your Section 8 tenants in Chicago make such terrible choices. If you're sick and tired of dealing with all of the problems involved in managing tenants in Chicago, you should looking into a Stairway Loan Account. A Stairway Loan Account that pays you an 8% interest rate. Call Stairway Invest to learn more.

Section 8 tenants in Chicago are animals. Section 8 tenants in Chicago are irresponsible. Section 8 tenants in Chicago will wreck your house. None of these are lies. However the biggest lie is that tenants who don't have Section 8 vouchers are going to be better. If you're in a low income, high crime neighborhood, the Section 8 tenants will actually be the safest tenants for you. Subscribe to HoltonWiseTV for more information on investing in Section 8 properties in Chicago, Illinois.

Most investors in Chicago chase big apartment buildings without realizing the financing is stacked against them. 3–4 unit apartment buildings are often a better move. Small apartment buildings in Chicago come with lower rates, longer terms, better leverage, and financing options you simply don’t get on larger properties. If you want stronger cash flow, less risk, and banks that actually want to lend to you, small multifamily beats big apartments for new investors every time. Subscribe to HoltonWiseTV for more tips on investing in Section 8 apartments in the Chicago real estate market.

If you've got a tenant paying $720 a month to rent your unit in Cleveland, congratulations, you've got a whole bunch of money coming to you. $720 a month for an apartment in Cleveland would have been fine in 2018. In 2026 that rent should be over $1,000 a month. Start creating financial freedom for your family and issue that tenant a rent increase notice today. 

A rent increase doesn't always trigger a move-out. If you are paying attention to your tenant's behavior and real-world logistics you can usually predict whether or not your tenant will move out when you raise their rent. When a tenant is deeply settled, with years of belongings and high moving friction, relocation becomes expensive, stressful, and unlikely, especially in Chicago’s tight rental market. If you have a deep understanding of turnover costs, tenant incentives, and local market dynamics you can confidently raise your tenant's rent without fear. Subscribe to HoltonWiseTV for more tips on investing in Section 8 properties in the Chicago real estate market. 

Retail demand is drying up all over Chicago, but that doesn’t mean a property is dead. In Chicago you can run into a deal where the retail space is functionally obsolete, yet the numbers still work because of Section 8 cash flow. You’ll see how guaranteed rent, massive tenant demand, and the right unit layout can turn an “uninvestable” mixed-use building into a strong income property, and why investors who understand Section 8 can profit where traditional retail buyers can’t.

Most homebuyers in Chicago are chasing the same clean, pretty houses, and that’s exactly why Section 8 investors shouldn’t be. The best Section 8 deals are often the properties owner-occupants pass on. Less competition leads to better pricing and stronger cash flow, and what really matters to make these rentals work long-term. If you want to buy smarter, avoid bidding wars, and build stable income with Chicago Section 8 properties, this strategy is a game-changer. Subscribe to HoltonWiseTV for more tips on making money investing in Chicago real estate.

One of the biggest advantages of Section 8 investing in Chicago is something most people don’t even realize, your rent is guaranteed and approved before the tenant ever moves in. On HoltonWiseTV, we break down how Chicago’s Housing Authority locks in rent, why that upfront payment security is a game-changer for cash flow, and how smart investors use it to confidently scale rental portfolios in one of the strongest rental markets in the country. Subscribe to HoltonWiseTV if you’re tired of chasing tenants for rent and want stability, demand, and real numbers that actually work.

This is one of the hardest sides of Section 8 investing in Chicago that nobody wants to talk about. If you're seeing this eviction clip, it's because you are an investor in Chicago who is interested in Section 8 housing. When you're a Section 8 investor, you'll see things you never thought you'd see. When you're dealing with Section 8 tenants, you're going to see people living hard lives. You'll see poor parenting. You'll see people making terrible decisions. Subscribe to HoltonWiseTV for a real look at the responsibility that comes with Section 8 housing, the flaws in the system, and why Section 8 is such a tough business to be involved in.