@Ben Syzek with $50k, you're probably looking at a property with a total cost (purchase price + reno) around $250k.

Subsequent images on the site show the property’s progressive deterioration over the years.Another property, a three-story rowhouse at 915 Dauphin St. near the Fairhill neighborhood, underwent a similar decline: Seven months after its November 2016 acquisition by DDH, it too had windows and doors.

Thankfully, we caught it during the plan review stage, and with a stamped structural design, they got the kitchen of their dreams—without jeopardizing safety or facing surprise delays.Here’s what to think about when renovating:Structural Changes: Even moving a wall can have ripple effects on the stability of your home.HVAC Systems: New layouts might need adjusted airflow or ductwork.Plumbing and Electrical: Moving sinks, showers, or outlets requires careful rerouting to comply with building codes.Before starting demolition or submitting permits, have your plans reviewed by a licensed engineer or architect to avoid costly surprises.

This is a blog I made myself, let me know if it helps my goal, to achieve profits because right now their zero (leads)How much does it cost to install a patio door?

Imagine if it cost 1000 to send out 50 letters but half of them responded and half of those wanted an offer and half of those accepted an offer and half of those closed and half of those resold for a net 50k. 

What can I expect for timeline, potential issues, rough costs? 

Since rental losses are typically passive, the best way to offset W-2 income is through Real Estate Professional Status (REPS) (750+ hours) or Short-Term Rentals (STRs) (100+ hours and more time than anyone else managing the property), which allow real estate losses, including depreciation, to offset active income.A cost segregation study accelerates depreciation, generating large upfront deductions.

In my market the valuation with f/f non commercial financing is typically lower than the hands off cost of adding the ADU.  

What are you hoping to get out of the extra time, work and costs of having the LLC?

There is a monthly fee associated for this but if the tenant is serious you can offer it to them at cost.