Sylvester Enterprises Real Estate Investing Logo

Business: Sylvester Enterprises

Online or Offline: Offline

Industry: Real Estate Investing

Year Established: 2007


Business Structure: Limited Liability Company (LLC)

Income Source: Monthly cashflow from leasing residential/commercial real estate


Sylvester Enterprises Real Estate Investing Website

Want to hear how we run this business?  Listen now below.

Serial Startups Real Estate Investing Podcast

Sylvester Enterprises is our real estate investing business. We started the business in September, 2007. Tom started this business jointly with his father and they are 50/50 partners. With this business, we focus on purchasing distressed property, renovating them and then either selling them or keeping them to lease. The business initially started out by purchasing residential real estate, starting with a duplex. Over time, the business has expanded, including mixed use and commercial properties as well. This business focuses on creating a win-win-win scenario, which is the focus of a Conscious Business .

Win #1 – Community

When we purchase distressed properties, these are typically draining on a community instead of contributing to it. By renovating the properties, we increase the appeal of house and therefore the neighborhood. The value of the property also increases, which means the community receives more income from tax revenue.

Win #2 – People

Our focus is on quality. When renovating properties, our motto is “If we wouldn’t live or run a business from there, then we don’t rent/sell it”. We provide high quality properties and as a result our tenant get a great place to live or operate their business.

Win #3 – Income

Real estate investing is an excellent way to generate income. We actually create income 6 different ways with real estate investing:

-Purchasing Under Value: Real estate is known as an “inefficient market”.  This means that there is not a single exchange that sets the prices of houses (such as their is with the stock market).  As a result, if you solve a homeowner’s problem, you can purchase a property for less than market value but still create a win-win situation.  So if you purchase a property worth $100,000 for $70,000, you instantly gain $30,000 in equity.

-Leverage: Real estate is one of the few investment strategies where you can borrow most, if not all, of the money required to invest.  Banks will often lend 80% of the value of the property, which can allow great return on your cash investment.

-Appreciation: Over the long term real estate values tend to increase.  This is obviously based heavily on the local market, but historical data shows an upward trend.  So your property value will increase over time.

-Cashflow: When purchasing buy-and-hold properties, they provide a monthly cashflow after mortgage and expenses are paid.  This cash can be withdrawn or reinvested back.

-Tax Benefits: Owning real estate allows for various tax deductions, including depreciation, which can lower your overall taxable income.

This mindset has allowed the business to grow and develop a great reputation and allowed us to grow to currently owning 24 units.

Learn More About Real Estate Investing

Real estate investing is one of the most lucrative business opportunities that there is. As a result, there are a lot of people and companies out there who are looking to sell it as an easy business. Trust us, real estate investing in anything but easy. With that said, it can be very rewarding, both financially and lifestyle wise. Below are a series of blog post and other resources that are useful for anyone looking to get into or grow their real estate investing business.


Do you need forms to run your real estate business?

Check out our Essential Landlord Forms below!

Real Estate Investing Essential Landlord Forms

Learn More About Our Real Estate Forms


Blog Posts

Don’t Get Scammed By “Free” Real Estate Training!  Read First!

Most of real estate “free investment training” session that you hear on the radio or see on Facebook are a scam, eventually resulting in an upsell anywhere from $5,000-$50,000. Please don’t waste your money.  Educate yourself on these training sessions by learning from our experiences.

What $15,000 in Real Estate Training Looks Like

Unfortunately we fell for these session and the promise of riches.  Read how both of us reacted to spending $7,500 for these training sessions, on a credit card no less.

How I Felt When I Spent $7,500 on a Credit Card for Real Estate “Training” (Tom)

How I Felt When Tom Spent $7,500 on a Credit Card for Real Estate “Training” (Ariana)

Real Estate Investing Posts

My (Failed) Plan to Buy a Duplex

Get Started in Real Estate with $100

Rich Dad Cashflow 101 Board Game Review

How to Quickly Evaluate a Real Estate Deal

Some of My Favorite Real Estate Articles

How to Start Your Own Business – Part 3 – Finding the Ideal Location

How to Start Your Own Business – Part 5 – Prepare the Location

Podcast Interview: Podcast 045: Finding Your Unfair Advantage, Rural Investing, and Getting Started with Tom Sylvester

Real Estate Business Posts

How We Created Our Logo for Sylvester Enterprises

Does Your Real Estate Investing Business Need an LLC?

Focus on Business Education, Not Real Estate Education

Review of ZenPayroll for Small Business Payroll

Real Estate Mindset

Mrs. Trump or: How I Got My Wife Past the Fear and Loving Real Estate

Did You Miss the Boat?

The One Number That Will Change Your Life

How We Planned Our 2014 Goals

The Podcasts That I Listen to Every Week

5 Must Read Books for Entrepreneurs and Entreprenewlyweds

Entreprenewlyweds’s Diary – A Month in the Life (Go Behind the Scenes)

Tools That We Use


Dropbox – We are often on the go and not in our office, so Dropbox allows us to access all of our business files from any location/device.  Additionally, it is where we store all of our business paperwork.  Essentially it is our electronic file cabinet.

QuickBooks – Accounting and keeping accurate books is essential for any business.  Real estate businesses tend to have a lot of transactions, so we need software to help manage.  Additionally, we get a lot of very useful financial reporting on the performance of each property.

Gmail – We’ve converted much of our business to paperless, which means that we do a lot of electronic communications.  One of the best things about Gmail is that we can combine multiple mail addresses into a single inbox.

Google Voice – We signed up for a FREE phone number in the local area that our properties are in.  This number allows us to forward it to whoever is answering our phone.


Canon PIXMA MX922 Printer/Scanner/Copier – There is a lot of paperwork involved in real estate, from closing documents to tenant leases.  We rely heavily on our printer for being able to scan and send these documents, as well as to be able to scan and electronically store these documents in Dropbox.

Other Equipment

Smart Phones – We are constantly using our phones, whether it be for call, email, pictures, video, material list or the internet.  They are essential.  We use Samsung GS4 and Samsung GS5 phones.

First Alert 3060F Steel Key Cabinet – With so many properties and multiple people who may need access (our cleaning woman, our maintenance guys), we consolidate all of our keys in a lock steel cabinet.

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Learn More About Tom & Ariana

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