@Denise Lang some copy & paste thoughts:TYPES OF RENTAL INVESTMENTSRecommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.Property Class will typically dictate the Class of tenant you get, which greatly IMPACTS rental income stability and property maintenance/damage by tenants.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.If you buy/renovate a property in Class D area to Class A standards, what quality of tenant will you get?

I'd ask around some GC's that are higher level they may have some decent project management/financial tools if they're at scale.

It depends on your financial strength, the quality of the property, how many properties you own, etc.I like to start with one significant expense and three months of vacancy.

They appear to be financial planners.

They can provide valuable insights.Run the Numbers: Create detailed financial projections for each property you're considering.

You don't necessarily need to replace it with exactly $140k in debt, as long as the total purchase price meets or exceeds your sale price and all the proceeds are reinvested.Using Proceeds as a Down PaymentYes, your $300k could absolutely serve as a down payment on a larger property, like a $1.5M asset, depending on your financing.

If you are looking at nationwide, maybe narrow it down to 5 or so markets that interest you and look good financially. 

These are people that are property managers not asset managers.

My first question is why did a cash flowing asset lose it's cash flow?

My end goal is to have financial freedom in 10 years or less by bringing in $10k/month.