Here are some pros and cons of each approach to help you decide:Paying Cash for One Home and Refinancing LaterPros:No Mortgage Payments: You won't have monthly mortgage payments initially, which can reduce financial stress.Equity: You own the home outright, giving you full equity which can be used for refinancing.Lower Costs: No interest payments and possibly lower closing costs compared to having a mortgage.Better Negotiation Power: Cash buyers often have more negotiating power and can close deals faster.Cons:Opportunity Cost: Your cash is tied up in one property, potentially limiting your ability to invest in other opportunities.Refinancing Risks: Future interest rates may be higher, making refinancing more expensive.Market Fluctuations: Property values might decrease, affecting the amount you can refinance.Buying Four Homes with 20% Down on EachPros:Diversification: Owning multiple properties diversifies your investment, reducing risk.Rental Income: Potential rental income from multiple properties can generate cash flow.Appreciation: You benefit from the appreciation of multiple properties.Leverage: Using mortgages allows you to leverage your investments, potentially increasing your return on investment.Cons:Higher Debt: You'll have multiple mortgage payments, increasing your debt and financial obligations.Management: Managing multiple properties can be more complex and time-consuming.Market Risks: Market downturns can affect all properties, amplifying risks.Cash Flow: If rental income is not enough to cover mortgage payments, you could face cash flow issues.Considerations:Financial Stability: Assess your current financial stability and ability to handle mortgage payments and potential vacancies.Market Conditions: Consider current and projected real estate market conditions and interest rates.Investment Goals: Align your decision with your long-term investment goals and risk tolerance.Professional Advice: Consult with a financial advisor or real estate professional to get personalized advice based on your specific situation.If you prioritize lower risk and less debt, paying cash for one home might be the better option.

Wouldn't the same capital gains tax liability exist if I kept the property in the s-corp and sold it in 10 years vs. moving it out of the s-corp (into my personal name or an LLC) and selling it in 10 years?

I personally don't believe that the property will continue to appreciate or see the rent growth that it has seen over the past few years.Based off of the surface level information, what options would you go with and why?

All four units are occupied and the tenants are currently paying their rent via cash in person.

Hi Christian:  TD Canada Trust has the affiliate of TD Bank in Florida. 

So instead of paying the bank for a home equity line of credit on my first home and paying them interest, I was able to use a personal loan to myself via my employer 403b and pay myself back with interest. 

Any suggestions for a good real estate lawyer in Alabama would be appreciated.This person has a very large legal judgement against him.  

If someone injures themselves and sues, they will be suing the LLC and not you personally.

I've never actually seen a HELOC where the bank restricts what you can use the money for. 

Rather than wasting it or leaving it in a bank account I'm interested in starting my own investment business to supplement my real estate sales.