Try to get involved with investors who will purchase and sell multiple properties.

One thing that may be helpful as well is talking to multiple contractors for the same type of work even before moving forward.

Whether other investors, wholesalers, multiple realtors, etc.

If the numbers don’t work on a cash basis, tax benefits just mask the problem for a while.When STRs are done correctly, they can produce strong cash flow, multiple exit paths, accelerated equity, and meaningful depreciation.

Most of them did not give us a quote or even show up when we scheduled multiple trips to drive three hours one way and block off rental income time to meet them.

Hi BiggerPockets community My name is Jay Toluganti, and I’m a real estate investor and operator based in Florida, actively investing both locally and in a few Midwest and Northeast markets.I started my real estate journey a few years ago and have since built an operator-focused business across multiple strategies, including:📍 Vacant land acquisitions, primarily sourcing infill lots for home builders🏗️ Supporting builders with 185+ lot acquisitions, contributing to 1M+ sq ft of residential development🏠 Single-family rehabs & cosmetic flips💰 Working with private and self-directed IRA lenders on structured, asset-backed dealsMy background is in engineering and management (corporate roles in India and the U.S.), so I’m underwriting-driven and very systems-oriented.

The real test isn't just 6% on paper but after 2-3 month vacancy every few years.

I spoke with multiple lenders, hard money, traditional, private, but they all wanted a large lump sum of cash reserves that I didn’t fully have.

A lot of markets tend to see a late Jan / early Feb booking surge once people get past the holidays and start locking in spring + summer travel.Sometimes it’s not an algorithm shift as much as:• People finalizing tax refunds• Event calendars getting published• Conferences + university calendars locking in• Hosts adjusting pricing after slower Q4If the spike is across multiple future months, it’s usually demand release rather than a one-week algorithm tweak.Curious did you change pricing, minimum stays, or cancellation policy around Jan 25?

Quote from @Christopher Stetler: Looking for honest perspectives from people managing multiple properties.Background: I'm a QuickBooks expert who owns commercial property and handles CRE tax returns.