Every great golfer has a caddie reading the greens, picking the club, and lining up the putt — so they can focus on the swing. That’s what DealCaddie does for real estate investors.
We read the greens. You take the shot.
Works with any US property listing — Zillow, Redfin, Realtor.com, MLS pasted addresses
See DealCaddie in action
Watch the workflow that's replacing 15 minutes of spreadsheet math with 10 seconds of AI underwriting — then see what Pro unlocks on top.
From address to deal report
Paste any U.S. address. DealCaddie pulls comps, taxes, insurance, and STR regs — then scores it across all seven investment strategies in seconds.
- All 7 strategies analyzed simultaneously
- County tax + state insurance pre-loaded
- No manual data entry
Max Offer Calculator
Type the cash-on-cash return you want. DealCaddie reverse-engineers the max you can offer — instantly, across any strategy.
- Live binary-search recalculation
- Works across every strategy
- Negotiate from data, not gut feel
Tailored Share Links
Send a clean, interactive deal analysis link to clients or partners. Show only the strategies that matter for that conversation, and add a personal note.
- Toggle which strategies appear
- Add a personal note before sending
- Recipient sees full interactive analysis — no login needed
Cancel anytime. No contracts.
Other tools make you guess.
DealCaddie already knows.
Every analysis auto-populates local market data the moment you paste an address — no manual lookup, ever.
County property tax
Auto-populated from Tax Foundation county data. Labeled “📍 Based on King County avg.”
Tax Foundation 2024State insurance estimate
NAIC state averages pre-loaded. No more guessing $100/mo and being off by hundreds.
NAIC 2023STR occupancy & rates
AirDNA/Rabbu benchmarks by metro. Seasonal adjustments included. STR regulations checked for 34+ cities.
AirDNA / Rabbu 2024MTR market premiums
Mid-term rental multipliers by market. Travel nurses, remote workers, corporate housing — pre-configured.
Built-in market dataWin the listing. Keep the client.
Hand your clients a full investment analysis — every strategy, real numbers, your name on it — in the time it takes to walk a property.
Analyze on the spot
Pull a full deal report from your phone between showings — auto-filled taxes, insurance, and rents. No spreadsheet, no back-of-the-napkin.
Share a branded link
Send clients a clean, shareable analysis across all seven strategies. You look like the expert who already ran the numbers.
Own the advisor role
Be the agent who shows clients the deal math, not just the listing. The relationship — and the repeat business — stays with you.
Every strategy scored. Simultaneously.
Stop analyzing one play at a time. DealCaddie scores all seven in a single analysis.
Long-Term Rental
Traditional buy-and-hold. Scored on cap rate, cash-on-cash return, and monthly cash flow with stabilized long-term rents.
Buy, Rehab, Rent, Refi
Targets undervalued or distressed properties with equity upside. AI estimates ARV, rehab costs, and post-refi cash flow.
Short-Term Rental
Airbnb & VRBO focused. Includes STR regulation check for 34+ cities and projected gross revenue based on comparable listings.
Mid-Term Rental
Furnished 30-day+ rentals targeting travel nurses, remote workers, and corporate housing. Higher yield than LTR in most markets.
Section 8 / HCV
Government-guaranteed rent via Housing Choice Voucher program. Scored against HUD Fair Market Rents for maximum yield assessment.
House Hack
Live in one unit, rent the others. AI calculates effective housing cost reduction and path to living for free or cash-flowing.
Fix & Flip
Buy, renovate, sell. Caddie projects rehab cost, ARV, holding costs, and total profit — with ROI and max allowable offer, not monthly cashflow.
Your AI deal analyst, included on every property
Beyond raw numbers — DealCaddie's AI reviews every analysis and tells you what to do next.
Plain-English verdict on every deal
Every analysis includes Caddie's Call, Market Outlook, Best Strategy, Value-Add plays, and Red Flags — like having a deal analyst review every property you screen.
- Specific negotiation angles and price targets
- Red flag detection before you commit
- Re-runs any time you change assumptions
Ask anything about the deal
Chat with your AI Caddie about any property — rent strategy, financing, neighborhood trends, exit plays. Answers tailored to the specific deal you're analyzing.
- Property-specific Q&A
- Strategy comparisons and trade-offs
- Pulls in your saved assumptions for accurate advice
Reads the listing photos for you
Your Caddie scans every listing photo and flags the condition signals most buyers scroll right past — so you negotiate and budget rehab with eyes open.
- Spots worn roofs, dated kitchens, and deferred maintenance
- Separates cosmetic updates from structural concerns
- Turns “looks nice” into a condition score you can act on
Comps with a take, not just a table
Beyond the raw comparable sales, your Caddie tells you whether the asking price is fair — and what to actually offer.
- Comp average, price-per-sqft, and days on market at a glance
- An AI-suggested offer range with the reasoning behind it
- Flags when a list price runs ahead of the comps
What investors and agents are saying
Built for the people who analyze deals every day — agents, full-time investors, and out-of-state buyers.
As a realtor, I am able to use DealCaddie to analyze and share financial estimates across all strategies to my clients within seconds from my car between showings.
On any given day, I analyze 15–20 properties to crunch the numbers. I used to use a spreadsheet where I’d have to create a new file for each property. Now I can pull up DealCaddie, use one of my saved templates, and copy/paste an address to run an analysis. Saves so much time.
I’m an out-of-state investor that normally guesses on local rent, property tax, and insurance estimates in different counties around the country. DealCaddie does this for me automatically, and is highly accurate. Saves me a bunch of time and guesswork when I’m underwriting deals.
Answers before you ask
Everything real investors want to know before trusting the numbers.
Where does your rent and property data come from? +
Rental comps and property details come from RentCast (MLS-backed). Short-term rental occupancy and nightly rates come from AirDNA and Rabbu benchmarks. County-level property tax rates are sourced from the Tax Foundation. State insurance averages come from NAIC. All of this auto-populates the moment you paste an address — no manual lookup.
Is my saved data private? +
Yes. Your analyses, pipeline, and custom templates stay private to your account, and your data is never sold or shared. Public share links only expose the specific analysis you explicitly share, and you can revoke them at any time.
Does DealCaddie replace my spreadsheet or CPA? +
No — DealCaddie is a pre-offer screening tool. Use it to quickly filter out bad deals and identify promising ones in seconds instead of spending 15 minutes per property. Once you’re serious about a specific deal, your CPA, lender, and detailed pro-forma still have their place.
How accurate are the STR revenue estimates? +
Your Caddie’s STR estimates use metro-level AirDNA and Rabbu benchmarks adjusted for seasonality. They’re calibrated for initial screening — directionally accurate enough to kill bad deals and flag promising ones. For deals you’re committing to, validate with hyper-local comps on AirDNA or live Airbnb listings. DealCaddie also automatically flags cities with short-term rental restrictions (34+ cities currently).
Can I use DealCaddie for multi-family properties? +
Yes. DealCaddie auto-detects 2–4 unit small multifamily properties and scales rent, expenses, and cashflow per unit across every strategy (LTR, MTR, STR, Section 8, House Hack, BRRRR). Larger commercial multifamily (5+ units) isn’t fully supported yet.
Does DealCaddie analyze fix & flip deals? +
Yes. Fix & Flip is one of seven strategies scored on every analysis. Caddie pre-fills your rehab estimate, ARV, and holding costs, then projects total profit, ROI, and your maximum allowable offer. Every input is editable, so you can dial in your own numbers before you bid.
What happens to my data if I cancel my subscription? +
Your data stays. You’ll retain read-only access to everything in your pipeline and your saved analyses — you just won’t be able to add new saves or use paid-tier features (templates, unlimited AI chat, long-term projections) until you resubscribe.
Do I need a credit card to try it? +
No. The Free tier gives you 5 analyses per month, 2 pipeline saves, and a shareable deal link — all without a credit card. Upgrade to Basic ($15/mo) or Pro ($29/mo) whenever you’re ready. No contracts, cancel anytime.
Start free. Upgrade when you’re ready.
No contracts. No credit card to start. Cancel anytime.
Try DealCaddie risk-free.
- ◆ 5 analyses per month
- ◆ Verdict + Caddie’s Call + Red Flags
- ◆ 2 pipeline saves + 1 share link
- ◆ 3 AI chat questions per deal
For casual investors screening deals.
- ◆ 25 analyses per month
- ◆ + Market Outlook + Best Strategy
- ◆ 15 pipeline saves + 3 templates
- ◆ 15 AI chat per deal + unlimited shares
For active investors & serious deal flow.
- ◆ Unlimited analyses + pipeline
- ◆ + Value-Add + Listing Photos AI
- ◆ Max Offer Calculator + 8 comps per deal
- ◆ Unlimited AI chat + customizable shares
That deal you’re looking at
won’t wait for anyone.
Paste the address now and know in 10 seconds if it cash flows.
No credit card · 1 free analysis before sign-up · Powered by AI
