Use the tools in BiggerPockets or others like Rentometer.com and Deal.io. 

What you have described is essentially what I would love to accomplish in the next two years.

The DSCR loan is a great tool because it's looking at the income potential of the property, not just your personal finances.

With larger projects come bigger budgets, and tracking your cash flow becomes essential for profitability.

To help you, we have developed a simple tool for gauging your emotional response to some common aspects of rental ownership.

The activity is essentially no longer subject to the passive activity rules, so even if your modified AGI exceeds $150,000, you can take the suspended losses in year of sale.

You can use this tool to estimate future property taxes: https://treas-secure.state.mi.us/ptestimator/ptestimator.asp

Key Steps Before ProceedingContact the Loan Servicer: They will guide you through the assumption process and confirm whether an entity can participate.Consult an Attorney: If you’re considering title transfers or joint ventures, an attorney familiar with VA loans can help you navigate potential risks.Understand Due-On-Sale Clauses: Ensure any post-assumption changes comply with the loan terms to avoid triggering repayment demands.Final ThoughtsVA loans are a unique and valuable financing tool, but the program’s focus on personal borrowers makes entity-based assumptions unlikely.

So, essentially the money from the ultimate buyer can NOT be used by the intermediate buyer to close on their purchase since that would be using money from a purchase that can not occur until the prior purchase has been completed.  

@Monica Juarez-Gonzales Cost Seg and Solo 401k are both great tax and financial tools!