My goal is to maximize short-medium term cashflow by focusing on a single area and rolling over cashflow/personal funds into more units with the same by-the-room strategy.

The IRS actually has a Tax Withholding Estimator that’s really useful:  https://www.irs.gov/individuals/tax-withholding-estimator  It takes into account your income, dependents, deductions, and other variables to help you dial in the right amount of withholding — whether you want to avoid a surprise tax bill or maximize your take-home pay throughout the year. 

Land is expensive, and multifamily allows developers to maximize value by leasing up and selling based on cap rate.In places like the Midwest or Texas—where land is cheap, flat, and regulation is light—SFH construction is more feasible.

Property DetailsPurchase Price & Financing: $500,000 owner carry, 10-year term, 5% interest rate, balloon payment at the end.Zoning: Multi-family, mixed-use, RV parks.Current Condition:3 single-family homes (2 with tenants paying $600/month each, 1 with a squatter).7 manufactured homes (all condemned or in severe disrepair).3 cottages (in poor condition).Monthly Expenses:Mortgage: ~$3,000/month.Sewer: $1,300/month ($100 flat rate per connection, 13 connections).Taxes & Insurance: ~$700/month.Total: ~$5,000/month in carrying costs until properties are fixed and generating income.Proposed PlanMy strategy is to renovate and reposition the property over the next 2 years to maximize cash flow.

It can feel intimidating not knowing all the options or how to structure a deal in a way that protects cash flow while maximizing returns.

If you are willing to explore those drastic changes - sure, an experienced tax professional like myself and my colleagues on this forum can help.But if you're hoping that somebody will teach you "secrets" of how to reduce your taxes in your CURRENT (W2/LTR) situation - there're none, outside of general tax planning like maximizing your retirement contributions etc.

Use your VA loan for your primary house hack while also saving toward your first out-of-state rental.The key is to decide whether you want to maximize your VA loan benefit now or preserve it for later and start with conventional financing.

Minimal vs. upgraded rehab – If the property has had a good rental history, would you keep the rehab minimal to save capital, or invest more upfront to maximize rent and tenant quality?

Deals like this are ideal because they maximize return without requiring extended holding costs or construction delays.

It’s a strategic step in wholesaling: maximize attendance, respect the seller, and create an environment where buyers feel confident, informed, and motivated to act.I’d love to hear from other wholesalers: how do you structure your inspection walkthroughs?