I’ve decided all things equal I’d rather own a more expensive property (200-400k) with educated professionals making 40 - 60k+/year, good credit, etc. renting a room in my investment property for $800-1000/mo.

The current value is 500-600k.Should I just sell and purchase a nicer house in a more desirable area?

Buying in cash or with no debt attached to the property is a way to take a more conservative approach toward investing in riskier assets.

Any insight as to how I can make myself a more attractive buyer even if my bid will be lower?

The only way to legally make money is if you close in it yourself""That's Illegal""That's Not possible"Are you aware of a more appropriate way to wholesale in North Carolina?

Our strategy includes a more conservative approach, primarily focused on cash flow capable of weathering a recession.  

This is inherently a very subjective determination based upon various factors, therefore it requires some level of judgement to be applied but doesn't specifically require tracking your time.Alternatively, for those who would prefer a more objective standard in satisfying the 199A requirement the Govt has provided what amounts to something of a safe harbor that if you choose to rely upon it does require you to specifically track your time.I am tracking my time on my activities, but I really don't need to since I believe I can easily meet the IRC 162 definition of "trade or business".

If neither side sends the form, then the deal is going and the other side may have a more valid argument to get it (Didn't respond in time for the inspection period)Personally I don't fight a whole lot on principal anymore.

Then use that equity to purchase property in a more affordable market that meets or exceeds the 1% rule.

Objective: Inject value into the 3285 SF property through providing a more open layout for the kitchen, redesigning the master bedroom and updating all systems & finishes including rebuilding 2400 SF of outdoor deck.