Choose A Shady Contractor Suffer, Ye Shall

My blog readers might notice that I committed many real estate investing sins. I have learned lessons. Today, I travel the path of a reformed terrible real estate investor. I’m not half bad. I’ve had many successes after many failures. Here is another early failure.

I bought a distressed two-bedroom San Antonio investment property for $40,000 in 2008. It needed a new roof, siding, and major plumbing work, including a new plumbing line to the main line at the street. I chose a contracting company for the $25,000 rehab that a friend recommended.

A mistake, and one I made multiple times in my early distressed property investing career. Haste. I wanted to become a successful real estate investor, but I cut corners to reach my dream. I was impatient.

A sad fact about the real estate business is that many scammers are attracted to it like flies to…well, you know. The FTC reports 83,000 complaints about home renovations and improvements every year.

My contractor’s rehab work was subpar. After he completed the work, the ‘new’ roof leaked, the ‘new’ siding started to peel off after five weeks, and the ‘new’ plumbing system stopped up under the pier and beam foundation. A smelly mess ensued.

I knew one of the laborers the contractor hired on my house. He called me a month after they completed the work. Sad news, he told me. I paid over $10,000 for new materials for the roof and siding. But my friend told me the contractor had the workers grab old materials off piles of scrap in the alley. They used old shingles and older siding to rehab my San Antonio distressed property.

I don’t know what the contractor did with my $25,000, but it didn’t go toward new materials for my San Antonio investment property.

I had to pay another contractor $20,000 to redo the renovations. Eventually, the house became successful and provided steady rent to me for almost 10 years. However, it took five years to turn cash positive.

Lesson – Choose your San Antonio investment property contractors carefully. I recommend driving by the property every week during renovations. Watch your contractors and the quality of work they perform. Vet your contractors carefully. Check online reviews and call their references.

Last tip: Don’t be hasty in real estate investing. Success will come, but only with patience and discipline.

3 Disastrous Real Estate Investment Mistakes I Made

Here’s how to avoid them!

I went from being a terrible real estate investor to a good one. I’ll tell you what I did wrong so you don’t waste time and money.

It was Virginia 2005. The real estate market boomed. Remember? Everyone was investing in real estate. Why not me, I thought? My wife and I snatched up a 20-unit commercial property for weekly renters in West Virginia. The cost—$500,000.

Four years later, we lost our asses, including our house, in the market crash. Like many first-time real estate investors, we made several critical blunders.

Inadequate Due Diligence

I should have investigated each property’s market, neighborhood, and condition.

For example, due diligence on the 3-acre West Virginia commercial property would have revealed a red flag: The septic system clogged when foolish tenants flushed tampons, garbage, and toys down the toilet. Each clogging episode stopped up the entire building’s plumbing system. Unclogging the septic system cost several hundred dollars per event. Plus clogged toilets and an ugly mess in multiple rooms. Disaster.

Bonus disaster: The septic system drainage field ran down the property’s back hill to the neighbor’s property below. I shall assume the neighbor below called the West Virginia Environmental Quality Dept. The WV government warned me that the system wasn’t up to code, and I needed to upgrade it for several thousand dollars.

Lesson: Analyze any San Antonio investment property you want to buy. Hire an inspector you trust to check for critical, costly problems.

Underestimating Expenses

I failed to consider repair and vacancy costs. When I bought the West Virginia property in 2005, it had 18 tenants. Cash poured into our bank account monthly. I was excited.

The market crashes of 2008 and 2009 pummeled the US, and unemployment skyrocketed. Weekly renters are the first to lose their jobs in a tanking economy.

I had 12 vacant units, and my cash flow disappeared. Instead, I had to dig money out of my sweaty pocket to pay the mortgage and keep the lights on.

Lesson: Study the area’s vacancy rate when buying a San Antonio investment property. Expect a 10-15% vacancy rate in Texas. Adjust your offer accordingly.

Poor Property Management

Our West Virginia nightmare was 45 minutes from our house. I drove the winding roads through the NW Virginia hills weekly to reach our property. I relied on a live-in property manager to handle the place. Hoss, he was called. He had face tattoos.

I relied on an unreliable person to keep the property rented. Money disappeared, and repairs weren’t completed. Six months in, Hoss bailed and disappeared. I was left with a 20-room commercial property without a competent property manager, almost an hour from my house. The next property manager turned out to have a criminal record. He was arrested. I lost more money.

Lesson: Consider a San Antonio investment property near your home. The closer, the better. Always hire reliable property management without face tattoos.

Summary

Looking back, we were passionate about buying real estate and making money. Warning! Warning! Passion made us move too quickly and think too little about our properties.

Passionate people are often poor bets for buying a business or investing in real estate. Passion is okay, but it can blind. Besides, passion is transactional; after a year, my passion for West Virginia real estate drained like my bank account. Passion follows success and prosperity.

A better situation: Have zero passion for what you are purchasing. Investment properties are business transactions. Nothing more. Your business decision should be: Do the numbers work on paper before you? If so, buy. If not, move on.

Did you find this essay informative? I hope so! My mistakes might help someone find faster success with San Antonio under market value investing.

House Prices Soaring In San Antonio in 2021

The spring selling season has started in San Antonio, and home buyers and investors looking for properties should expect to pay more, no matter if you’re buying a $50,000 under market value property or a $1 million mansion.

A recent study revealed the annual appreciation of homes in San Antonio is between 7-8% as of February, compared to a year ago.

Lower-priced homes in San Antonio saw an 8% rise, with a typical price of $153,000. For homes up to $226,000, the rate was 8%. Home values in more expensive homes above $366,000 grew 7.3%.

Also, the median price of sold homes in San Antonio increased 12% in March 2021 to $268,000, with the average of 45 days on the market, which is down 35% from last year.

We’re seen such an increase in prices this year that some worry we might be looking at a housing bubble like 2008. But this doesn’t seem likely; the conditions causing the increase this time are different, so we’re probably in for a steady rise for the foreseeable future.

Excess lending is largely what drove the 2006 and 2007 bubble. But lending standards are tighter now. Most buyers need higher FICO scores and down payments, and debt to income ratios are tighter.

Also, there still is a shortage of homes in San Antonio; the inventory dropped to only 1.3 months in March 2021. That’s well below the typical six month supply that is thought to be a good balance between buyers and sellers.

Another factor reducing supply – and this is something that should concern investors looking for San Antonio wholesale properties – is high material costs. Prices have tripled since 2020 with the average cost of a new San Antonio home almost $400,000.

Available land is scarce and more expensive, and the permitting process is taking longer.

More people are moving into Texas from more expensive areas, drawn to the lower real estate and living costs. Real estate investors are buying up a lot of under market value real estate properties in San Antonio, too. This increases prices.

But while you will pay more for San Antonio wholesale properties, you can charge a higher price when you owner finance or rent it.

Here at Texascashflow.com, we’re currently searching for new deals that meet our criteria. Don’t worry – we’ll have our listings updated soon with more fantastic wholesale investment properties.

FOR SALE OFF MARKET – 5222 Lark 78228!


Investors!

We have a 100% off-market property available in the growing community of Culebra Park in 78228! Below is the full listing as of April 26, 2025!

Booming real estate investing location! We offer this 4-bedroom, 2-bath San Antonio fixer-upper west of Saint Mary’s University!

Address: 5222 Lark, San Antonio Texas 78228, 

Type: 4 beds 2 bath, estimated 1488 sqft, built: 1948, lot size: .172 acres (large front/back lawn). 

Price: $64,900 cash or hard money

ARV: Estimated ARV: Low is $199,000, high is $299,000 with owner financing

Tax Value: $177,000

Rehab: Estimated rehab 75K: foundation, roof, plumbing, electrical, kitchen/bath update, flooring, sheetrock/texture, paint, windows, landscaping.

Exit Strategy: – Owner finance or rent for a fantastic buy and hold!

Comps: 5222 Lark

Contact: Text Joseph Pickett – (210) 421-7533, or use our contact form!

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SOLD – 3108 Vera Cruz, San Antonio TX 78207

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  • Address: 3108 Vera Cruz, San Antonio TX 78207
  • Year Built: 1958
  • Description: Tremendous cash flow investment opportunity – 2 beds 1 bath, only 36K, large back yard with large storage unit and an orange fruit tree, ARV:59-65K, $595-$650 monthly PI/TI.
  • Cash Price on San Antonio Fixer Upper:  $36,000 CASH
  • Exit Strategy: Owner Finance San Antonio under market value property  with 5K in repairs: then resell with: 3-5K down, $695 monthly PI/TI, 30 year amortization, 10% interest, Sales Price 59K-65K.
  • Sold and Rental Comps: rental-comps-3108-vera-cruz sold-comps-3108-vera-cruz
  • For more information, please contact us. 

More Images of This San Antonio Investment Property:

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