Real Estate Investor Bookkeeping Resources

These guides aren't pulled from accounting textbooks or software help pages. Each one is written by Angela Hines from what we actually find when landlords and short-term rental hosts across Chesapeake, Virginia Beach, Norfolk, and the Peninsula hand us their books. Real investor knowledge from real Hampton Roads portfolios.

CURRENT GUIDES

How Hampton Roads Real Estate Investors Can Tell If a

Bookkeeper Actually Understands Rentals and Airbnbs

What we typically find in investor books kept by a general bookkeeper: property manager deposits recorded as one number, improvements filed as repairs, closing statements never entered, and Airbnb payouts booked as a single deposit. Plus five questions to ask before you hand anyone your rental books.

Read the guide to choosing a real estate bookkeeper →

Upcoming Guides

What Tax-Ready Books Actually Look Like for a Rental Portfolio

What your CPA needs from your books at year-end, how long a cleanup usually takes when the books are behind, and what it takes to get a Hampton Roads rental portfolio ready before tax season.

Software or a Bookkeeper: How to See Which Rental Property Actually Makes Money

Where tools like Stessa and QuickBooks stop being enough, why property manager statements throw off per-property numbers, and what a useful monthly report for each property looks like

Bookkeeping for One to Five Airbnbs in Hampton Roads

Rental management software like Guesty and Hostaway, lodging taxes in Virginia Beach and Norfolk, and the questions to bring your CPA about your vacation rental business.

What Real Estate Bookkeeping Costs in Hampton Roads

Pricing for investors with one, five, or ten or more properties, and what changes the cost, from multiple LLCs to short-term rental volume.