Bookkeeping & Financial Support for Real Estate Investors Who Are Scaling

Built by someone who’s owned 40+ units, done flips, and made the same mistakes you’re trying to avoid.

A man with short, wavy, salt-and-pepper hair wearing a light blue dress shirt against a dark blue background.

Ryan Flanagan, CPA

If you own rental properties, you already know — the numbers are never as simple as they should be.

I’ve been there.

I’ve:

  • Under-renovated

  • Over-renovated

  • Mispriced rents

  • Held units too long during turnover

  • Built scopes of work that didn’t make sense

  • Watched deals that look good on paper fall apart in execution

I could go on…

Some of these were expensive lessons. That’s exactly why I do this now.

I’m not just a bookkeeper—I’m an investor and an accountant.

  • 40+ units owned and managed in two states

  • Experience across flips, rentals, and multifamily

  • Background in audit & tax at Citrin Cooperman (formerly ORBA)

  • Internal audit + financial reporting at CNA Insurance and ArcelorMittal

I don’t just record numbers. I understand what they mean—and when something is off.

What I actually help with

Clean, reliable books

  • Monthly bookkeeping

  • Catch-up / cleanup work

  • Property-level tracking

Controller-level insight

Most bookkeepers stop at data entry.

I help you understand:

  • What’s actually driving your returns

  • What moves your cap rate

  • Where you’re leaking money

  • What doesn’t make sense in your numbers

  • Cash-on-cash return, IRR, DSCR, and true operating performance by property

Real estate-specific support

  • Portfolio-level financial review and performance analysis

  • Cash-on-cash return, IRR, and DSCR tracking

  • Property-by-property profitability reporting

  • Monthly financial reporting and strategic review

  • Budgeting, forecasting, and cash flow planning

  • Rent roll and operating performance analysis

  • Capital expenditure and renovation return tracking

  • Refinance and disposition decision support

  • Standardized reporting across multiple entities and properties

  • Investor- and lender-ready financial reporting

  • Identification of trends, inefficiencies, and margin leakage

  • Strategic insight to support long-term portfolio growth

Flexible systems (meet you where you are)

Whether you’re using:

  • QuickBooks Online

  • AppFolio

  • Buildium

  • Or just spreadsheets

I’ll either plug into your system or help you build something better.

Who I work best with

  • Landlords/BRRRR investors /buy-and-hold operators

  • Flippers

  • Real Estate Brokers/Agents

  • Property managers

  • General contractors, trades

  • People scaling a portfolio while working a 9–5

  • Anyone tired of guessing at their numbers

Common problems I see (and fix)

  • Books only get touched at tax time

  • Not keeping clear enough records to fully optimize all deductions

  • Properties aren’t tracked separately

  • Expenses are misclassified or missed

  • Cash is tracked, but nothing else is reconciled

  • Decisions are being made without clean numbers

  • Escrow accounts not reconciled - cash left with servicers or title

  • Improper capitalization/expensing

  • Not accounting for security deposits properly - misstating income.

Most of this is fixable—quickly

I’m not here to just “sell bookkeeping.”

I’m here to:

  • Help you get clarity

  • Clean things up

  • Give you numbers you can actually trust

If your books felt messy this past tax season—or you’re not fully confident in your numbers, let’s take a look. I’ll walk through what you have and show you exactly what needs to be fixed.

No pressure. Just clarity.

P.S. A few before-and-afters from projects I’ve done… because what investor doesn’t get a little excited about those?

Kitchen with black cabinets, a window with blinds, and a worn wooden floor. Some cabinets and counter space appear damaged or in disrepair.
Modern kitchen with blue glossy upper cabinets, wooden lower cabinets, stainless steel appliances including a refrigerator, microwave, and stove, white tiled backsplash, white countertops, a window over the sink, a clock above the window, and decorative items like a pineapple-shaped vase and a coffee maker.
Empty room with blue walls, wooden floor with worn patches, window with closed blinds, and ceiling with textured pattern.
A living room with a green accent wall, a tan leather sofa, a black and white striped rug, a dining table with potted plants, and natural light coming through a window with white curtains.
Kitchen with damaged flooring, wooden cabinets, microwave, and black stove, door with decorative glass panel, ceiling light fixture, and open cabinet above the stove.
Modern kitchen with white cabinets, black hardware, gray walls, wooden laminate flooring, stainless steel stove, microwave, and black faucet at a single-basin sink.
Snapshot of an old, messy kitchen with damaged walls, a ceiling fan, an air vent, and a stove. The room is viewed through a wooden-framed doorway.
A kitchen with wooden cabinets, a window above the sink, a ceiling fan with glass light covers, and hardwood flooring.
House renovation with workers installing siding. Construction tools and materials scattered on the yard, including wooden planks, metal strips, and ladders.
Kitchen with white cabinets, black appliances, a window showing outdoor trees and houses, and hardwood floors.
Empty room with a ceiling fan, two floating shelves on the wall, a doorway with a pink trim, and a dirty, cluttered floor with debris and a spill.
Empty living room with gray walls, wood flooring, and white doors, with a modern black ceiling light fixture.
Handwritten floor plan diagram on graph paper showing dimensions and layout for a home interior, including bedrooms, bathroom, living room, and kitchen.
Modern kitchen with white upper cabinets, light blue lower cabinets, granite countertops, stainless steel appliances including a refrigerator and dishwasher, and a white subway tile backsplash.