Meet your AI financial team
Three specialized AI agents. One mission: make sure every dollar in your real estate portfolio is tracked, managed, and working as hard as possible.
Penny
Penny tracks it.
Penny is your always-on AI bookkeeper. The moment a transaction hits your account, Penny reads it, categorizes it by property and IRS expense type, and flags anything deductible — with zero manual effort on your part. She captures receipts from your phone, your email, and your bank feed, and keeps every property's books audit-ready year-round.
What Penny does
- Automatically categorizes every transaction by property and expense type
- Captures receipts via iOS app, Android app, or email forwarding
- Flags deductible items and IRS-standard categories in real time
- Syncs with bank feeds — no CSV imports, no manual entry
- Assigns mixed-use expenses to the correct property split
- Generates instant expense reports by property, category, or date range
- Keeps records audit-ready with attached receipts and notes on every transaction
- One-click CPA sharing with read-only access
Dollar Bill
Dollar Bill builds it.
Dollar Bill is your AI asset and project builder. The moment you close on a new property, open the RealBooks mobile app and tell him about it in plain English — address, size, and what needs to be done. He creates the asset in the platform, builds out a room-by-room project with line-item work categories, and uses the AI-powered rehab estimator to generate realistic budget pricing based on local labor and material costs. Every decision is remembered: ask him what tile you used in your Airbnb last year or which contractor handled your last roof, and he knows. As RealBooks evolves, Dollar Bill will also make data-driven finish recommendations — suggesting quartz over granite when his data shows it drives an extra $2,000 in property value.
What Dollar Bill does
- Creates new assets in the platform from a plain-English conversation — address, size, purchase price, property type
- Builds room-by-room project structures with work categories (electrical, plumbing, flooring, paint, cabinets, etc.)
- Generates AI-powered rehab estimates using regional labor and material cost data
- Tracks actual spend against estimated budget — flags overruns as invoices come in
- Links every project expense directly to the correct property in your books
- Stores contractor contacts, material specs, and finish choices per property
- Recalls any past project detail on demand — tile, paint color, contractor, cost
- Produces project summaries exportable for GCs, property managers, or CPAs
Uncle Sam
Uncle Sam saves it.
Uncle Sam is your AI tax strategist — and he works year-round, not just in April. He monitors your portfolio for every available deduction, handles bonus depreciation and cost segregation analysis, and builds a complete tax summary across all your properties. When tax season arrives, he generates a clean, CPA-ready report with total deductions, taxable income, and estimated savings — exportable in one click.
What Uncle Sam does
- Tracks deductible expenses across your entire portfolio automatically
- Performs bonus depreciation and cost segregation analysis at the property level
- Allocates costs across 5-, 7-, 15-, and 27.5- (Residential) and 39-year (Commercial) depreciation schedules
- Builds a complete tax summary by property: income, expenses, and net position
- Calculates estimated tax liability and potential savings before year-end
- Generates a CPA-ready tax report exportable in one click
- Flags missed deductions and optimization opportunities throughout the year
- Stays current with IRS rule changes that affect real estate investors
Your AI team is ready.
Are you?
Penny, Dollar Bill, and Uncle Sam work together around the clock so you can focus on growing your portfolio.