Someone in my neighborhood was looking for an apartment with a total of five roommates  and since they seemed like a right fit at that time I moved forward,  they added another roommate later and now want to add another roommate as they are struggling to make payments.

The purpose of the title was to prompt discussion and reflection on why many struggle to succeed in real estate and to invite perspectives on this topic.

If you have some money in the bank to cover unexpected circumstances (vacancy/repairs, etc.) and you know that you're going to struggle to put together the down payment for a multi-family, then beginning to build up some equity, experience and momentum (by taking action) isn't the worst idea.   

I’m struggling to find a RE CPA to work with me since I currently have no investment properties.  

I really WANT the idea of direct bookings to work but I struggle to justify the time and expense given what I currently get off the 2 big OTAs.I suspect that once I retire from my W2 I will probably set up a direct booking channel since I'll have more time but for now I am accepting the risks of depending on the OTAs in exchange for the benefits.

The extra five months of rent income would have covered 50% of the renovation and saved me a lot of time and struggle.

It was a huge struggle and the house was almost lost a few times.

thanks for all the work you have put into the podcastmy number one piece of advice for every new investor in chicago would be go check out “straight up chicago investor” podcast. the last episode is a deep dive into the struggles David Greene has had with his portfolio in the last couple years and Mark and Toms podcast is the first place i’ve heard this story.

I've struggled with the raise, particularly due to the stigma tied to Detroit.

It's so easy to Google anything and find information on anything including YouTube videos.Many newbies on here struggle with the search function which usually reveals a wealth of information on most any RE related topic.