I am finishing up my degree from Old Dominion University in finance with a concentration on RE and a minor in civil engineering technology.

Extreme cold and winter that seemingly lasts forever, most notably makes this life difficult. I

My name is Orn.I'm having some difficulty making the decision and want to see what other options I have that I might miss.Part 1 - the background storyI own a 2 bed 1 bath condo in Chicago since July 2016. ($147,500 with 20% down at 3.87500% interest. $336 HOA -- as of today the loan remaining is $106,050.53)I love this condo. it great sunlight, the perfect size for my family.YET, I'm not satisfied.My goal is to become a landlord and start to invest more in properties by 30.I was a stayed-home mom for 2 years and just back to work for 11 months.The very main reason I'm back to work was that I want to make my goal happen.

Never expecting to get rich quick, however, having down payment has been the difficult. I

The technology and support nationwide is also top of the line. 

@Tyler Phalen we always look for multi purpose and trust technology only slightly haha.

I can certainly appreciate the difficulty in going after every wholesaler.I'll contact the Division of Real Estate for more information. 

I used all cash and my heloc to start and ended up cash strapped and had difficulty recovering in time for the next deal. 

You need to consider how much it will cost you in capital gains tax and depreciation recapture taxes vs. the price and difficulty of a 1031 exchange, these are not questions that can be answered on this forum without you providing a whole lot of personal information that you are better off not sharing.

In the end it saves you time because you aren't traveling to an office for a meeting and the added bonus of a technologically advanced tax pro makes the process more efficient.The best way would be to schedule consultations and get a feel for if their communication style works with yours.Best of luck!