Once a system controls the payment flow, it doesn’t have to rethink its data model, workflows, or assumptions.At roughly $40,000 per year for every 1,000 properties, payment handling isn’t nickel-and-diming — it’s extraction.

I keep running into the same operational headaches across my own properties and seeing the same issues with clients - 1099 scrambles every January, missed lease escalations, surprise capital expenses, insurance renewals that sneak up on you.What I'm thinking about building:A platform that automates the tracking of all this stuff:AI extracts lease terms from PDFs (no more manual entry)Tracks vendor payments and flags 1099 requirements automaticallyAlerts for insurance renewals at 90/60/30 days outMonitors capital asset lifecycles - know your HVAC is 18 years old before it diesAutomates CAM reconciliation calculationsIntegrates with bookkeeping/financial planningWhat I need to know:Are these actually widespread pain points or niche problems?

It is sometimes hard to compete.I also bought some great cashflowing deals (PTIA over 2.3) that have a low appraised value, making it harder to extract my initial capital contribution (so the money is parked, making it harder to scale than I anticipated)My goal remains to scale:I still seek mentorship, better systems, new ways to source deals, more connections, and better contractors.I hope Bigger Pockets continues to be the place to help fill these gaps. \8999999999 

The numbers right off the top make this challenging for the ideal brrrr of extracting all investment

One option is the outbound marketing approach, which can include pulling data, cold calling, texting, door knocking, and several other strategies.I’m happy to speak more about what has worked best for us and what enabled us to build a full-time business in wholesale real estate!

The markets where this might not happen are higher risk, typically historically shrinking markets often class c or below.Let’s say you buy a class b right n a non-shrinking market, rehab it right, get your high LTV refi to extract all, or nearly all, of your initial investment you likely (virtually certainly with  accurate projection on vacancy and sustained expenses) will have negative cash flow property using traditional LTR.   

The city where you invest and the property you select will determine whether you can achieve a rental income that enables long-term financial independence.

We've enabled security deposits via Ownerrez on Airbnb and VRBO listings for about 4 years now. 

A slightly smaller living room that enables an extra bedroom or better bath access will usually outperform in both occupancy and nightly rate over time.The compounding effect is real too.

This rapid access to capital enables investors to move quickly on deals, capitalize on time-sensitive opportunities, and avoid losing out to competitors.For value-add multifamily projects, this speed is essential.