The #1 Problem with Being an Entrepreneur

So this problem surfaced last year, when I was just about to start the video series and had much less traction with handshakin.com.  But before I go into it, let me give you some context on what led up to said #1 problem.

2010:  I got into entrepreneurship with my 1st & 2nd companies, mattswheels.com and then holmesrealestategroup.com by purchasing a property and renting to roommates to keep my 'burn rate' low.  This allowed me to invest money into different startups I was pursuing before the video series.

2014:  Fast-forward 4 years:  Now, I had investment properties, offices, and events that made up the startup that I had the most success with, Holmes Real Estate Group.  This company is still what pays my bills while I'm working on the video series full-time.  Business had grown and I decided to move from the basement in my first house (front yard pictured) to upstairs in a larger property that was located 1.5 blocks away.

The Move:  In saving for another down payment for the next property, I could not justify paying movers since the properties were so close.  I had lived in my house about 5 years, which is rare for people my age.  I also had 1700 sq ft of crap to move, and I'm not good at the planning and details and hate asking friends for too many favors.  So we already know this isn't going to be a pleasant move.  Oh, and one more fact:  my daily driver was a Lexus IS250, which is small 4 door that really can't fit more than a small suitcase.

I had to ask friends to help with some of the big stuff.  So we got the big stuff to the new house.  That wasn't the problem.  Next, I was able to move a lot of the smaller items on my own over a week with a quick trip after work.  That also wasn't the problem.  

The #1 Problem:  The problem came when trying to move all of my clothes over.  I didn't have boxes or any convenient way to transport them.  Have any of you guys moved clothes and had them slide all over?  Slide onto the ground when you open your car door?  Lose hangers?  Get wrinkled?  Yeah.  My response would be D:  All of the above.

So was there any other way to get my clothes to the other house besides that route?  Maybe... I had a clothes rack.  Something like a portable clothes rack that you'd see in Nordstrom.  And the houses are so close.  So, I find myself in sunglasses and a hat, walking a block in a half, wheeling my entire closet on a commercial clothes rack down a busier street in my neighborhood. 

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