Skip to report content
DealSkepticdeal red team for your underwriting
MethodSample red teamRed-team my deal

Ready to red-team your own deal?

Start with your numbers. You can see the free Red Team verdict and first attack before deciding whether to unlock the full report.

Deal audit

Maple Street duplex-adjacent SFH

1487 Maple St, Springfield, OH

$235,000 price · $1,795/mo rent · target 8.0% cash-on-cash · Aug 19, 2026

Economics

borderline

The math is borderline as underwritten

  • Monthly cash flow $18 ($216/yr).
  • Cash-on-cash 0.3% against your 8.0% minimum.
  • DSCR 1.06 (NOI $14,756 / debt service $13,894).

Rule: Works = monthly cash flow strictly above $0 AND (cash-on-cash at or above your target, or not applicable because $0 cash is invested) AND (no debt OR DSCR at or above 1.20). Borderline = cash flow exactly $0, or cash flow above $0 while the target or DSCR is missed. Fails = monthly cash flow below $0.

Proof

mixed

Proof is uneven

  • 3 Documented, 3 Supported, 3 Estimated, 3 Assumed, 1 Missing across 13 tracked lines.
  • 46% of tracked lines rest on a document or an outside reference.

Rule: Strong = at least 70% of tracked lines Documented or Supported and no more than 2 Assumed/Missing. Weak = fewer than 40% Documented/Supported or 6+ Assumed/Missing. Otherwise Mixed.

Resilience

fragile

Almost no room for error

  • Break-even gross rent is $1,774 against $1,795 underwritten.
  • Rent has roughly 1% of room before monthly cash flow reaches $0.
  • 4 tracked line(s) have under 10% of room before cash flow reaches $0.

Rule: Strong = rent can fall 15% or more before cash flow hits $0 and fewer than two other lines have under 10% room. Fragile = negative cash flow now, or rent cushion under 5%. Otherwise Thin.

Deal Red Team V1

Verdict: Borderline

One skeptical conclusion from the same deterministic underwriting, evidence and sensitivity model. It is an analysis verdict, not a recommendation to buy or sell.

Verdict

Borderlinemedium confidence

Within the current Rental Red Team V1 scope, evidence is mixed: some important assumptions have support while others remain estimated, assumed, or missing. This is qualitative confidence, not a probability.

Combined downside

$18 → -$270/mo

CoC 0.3% → -4.2% · DSCR 0.82

The combined top-three challenge turns monthly cash flow from $18 to -$270.

Exact V1 shocks applied together

  • Monthly rent: $1,795/mo → $1,616/mo
  • Interest rate: 6.88% → 7.56%
  • Other monthly costs: $0/mo → $50/mo

Next investigation

Verify Monthly rent

Signed lease, rent roll, or three closed rental comps.

Why it works on paper

  • Positive modeled cash flow of $18/mo.

Why it may fail

  • What if monthly rent is wrong? It is marked supported and cash flow reaches $0 when it falls past $1,774. Past that point the deal stops producing cash. A plausible harmful error changes about $156/mo of cash flow.
  • What if interest rate is wrong? It is marked supported and cash flow reaches $0 when it rises past 7.03%. Past that point the deal stops producing cash. A plausible harmful error changes about $82/mo of cash flow.
  • What if other monthly costs is wrong? It is marked missing and cash flow reaches $0 when it rises past $18. Past that point the deal stops producing cash. A plausible harmful error changes about $50/mo of cash flow.
  • Management is currently modeled at $0, which assumes you self-manage indefinitely. Confirm whether the deal still clears your target if you hand it off later.
  • Other monthly costs are currently modeled at $0. Confirm landlord-paid utilities, lawn/snow, pest, and any rental licensing are genuinely zero.

What don't we know well enough yet?

  1. 1Monthly rent: Signed lease, rent roll, or three closed rental comps.
  2. 2Interest rate: Rate lock or written lender term sheet.
  3. 3Other monthly costs: Utilities, lawn, snow, pest, licensing invoices.
  4. 4Management fee: Management agreement, including lease-up and renewal fees.
  5. 5Insurance: Written quote for this address, not a per-door average.
  6. 6Maintenance: Inspection report plus historical repair spend.
  7. 7Vacancy: Submarket vacancy data or your own turnover history.
  8. 8CapEx reserve: Component ages (roof, HVAC, water heater) and replacement costs.
  9. 9Upfront rehab: Contractor scope and bid, with contingency.
  10. 10Closing costs: Lender fee worksheet or title estimate.

Outside the current model

These are known diligence blind spots, not claims that the deal is bad and not downgrades to your evidence labels.

  1. 1Lease and occupancy durability: Signed leases, current rent roll, expiration dates, concessions and at least 12 months of tenant payment history.
  2. 2Property condition and deferred capital: Inspection report, major-system ages, sewer/roof/HVAC information and contractor scopes or bids for known defects.
  3. 3Financing structure beyond rate and amortization: Written lender term sheet showing rate type, points/fees, amortization, maturity/balloon, interest-only terms, recourse and prepayment language.
  4. 4Post-acquisition property-tax basis: Current tax bill plus jurisdiction reassessment rules and a post-sale tax estimate based on the contemplated purchase price.
  5. 5Insurance coverage quality: Address-specific quote or declarations showing coverage limits, deductibles, exclusions and catastrophe endorsements.
  6. 6Exit, hold period and liquidity: Intended hold period, exit method, selling-cost assumption and the evidence supporting any resale value, terminal cap rate or refinance plan.

What would change the verdict?

  • A purchase price at or below $159,318 would meet the stated 8.0% cash-on-cash target if every other assumption stayed fixed.
  • Gross rent of about $2,369/mo would meet the stated cash-on-cash target if every other assumption stayed fixed.
  • Create more downside room: the current model is Fragile, so even modest adverse movement can cross a decision threshold.

Assumptions to challenge first

  1. 1Monthly rent(high)
  2. 2Interest rate(high)
  3. 3Other monthly costs(moderate)
  4. 4Purchase price(high)
  5. 5Property tax(high)

The combined downside is a repeatable stress convention, not a probability forecast. The exact shocks are shown above. Full break-even and maximum-price math remains below with its assumptions shown.

Section 1

Does the math work?

Recomputed from your inputs with standard amortization. Nothing here is adjusted or smoothed.

Monthly cash flow

$18

$216 per year

Cash-on-cash

0.3%

Target 8.0%

DSCR

1.06

NOI / $13,894

Cap rate

6.28%

NOI $14,756 / price

Monthly P&I

$1,158

Loan $176,250

Cash invested

$77,550

Down $58,750 + rehab $12,000 + closing $6,800

Break-even rent

$1,774

Underwritten at $1,795

Operating expense ratio

28%

Of collected rent, excluding debt

Monthly income

Gross rent$1,795
Vacancy loss5.0%- $90
Effective rent$1,705

Monthly outflow

Property tax$265
Insurance$121
HOA$0
Management0.0%$0
Maintenance5.0%$90
Other$0
Operating expensesexcl. debt service and CapEx$476
Net operating income$1,230
CapEx reserve3.0%$54
Debt service (P&I)$1,158
Cash flow$18

Section 2

What did you forget?

Standard categories that are currently sitting at zero. A zero can be correct — this section asks, it does not accuse.

  • Confirm

    Management is currently modeled at $0, which assumes you self-manage indefinitely. Confirm whether the deal still clears your target if you hand it off later.

  • Confirm

    Other monthly costs are currently modeled at $0. Confirm landlord-paid utilities, lawn/snow, pest, and any rental licensing are genuinely zero.

Section 3

What are you assuming rather than proving?

Your evidence tags plus any source context carried from an accepted upload. Upload context never decides the evidence status, and DealSkeptic does not check it against public records.

Swipe sideways →

Each tracked assumption with its evidence basis, plausible error impact, upload source context, and user note.
AssumptionBasisPlausible error impactUpload sourceYour note
Monthly rentSupportedabout $156/mo of cash flow—Three leases within 0.4 mi at $1,725-$1,850. No lease on the subject unit.
Interest rateSupportedabout $82/mo of cash flow—Quoted, not locked.
Other monthly costsMissingabout $50/mo of cash flow——
Purchase priceDocumentedabout $116/mo of cash flow—Executed purchase contract, 14 Mar.
Property taxDocumentedabout $27/mo of cash flow—County bill: $3,180. Reassessment after sale not yet modeled.
Management feeAssumedabout $17/mo of cash flow—Plan is to self-manage year one.
InsuranceEstimatedabout $12/mo of cash flow—Carried forward from another property in the same county.
MaintenanceAssumedabout $9/mo of cash flow—Rule of thumb.
VacancyEstimatedabout $9/mo of cash flow—Submarket average, not property history.
HOA duesDocumentedabout $50/mo of cash flow—No HOA on this parcel.
CapEx reserveAssumedabout $5/mo of cash flow—Roof age unknown; HVAC reported as 2011.
Upfront rehabEstimatedadds more upfront cash invested without changing monthly cash flow—Walkthrough estimate, no contractor bid.
Closing costsSupportedadds more upfront cash invested without changing monthly cash flow—Lender fee worksheet, draft.

Section 4

How wrong can you afford to be?

Each line is moved in the direction that hurts, holding everything else fixed, until cash flow reaches $0 and until cash-on-cash falls to your target.

Swipe sideways →

How far each assumption can move before the target return and then cash flow break.
AssumptionNowMisses 8.0% target atCash flow $0 atRoom / effect
Monthly rent↓ hurts$1,795already below$1,7741% to $0 · -$87/mo per $100 of rent
Purchase price↑ hurts$235,000already below$238,6492% to $0 · -$49/mo per $10,000 of price
Insurance (annual)↑ hurts$1,450already below$1,66615% to $0 · -$42/mo per $500/yr
Property tax (annual)↑ hurts$3,180already below$3,3967% to $0 · -$42/mo per $500/yr
Vacancy↑ hurts5.0%already below6.0%20% to $0 · -$18/mo per 1 pt of vacancy
Maintenance↑ hurts5.0%already below6.0%20% to $0 · -$18/mo per 1 pt of rent
CapEx reserve↑ hurts3.0%already below4.0%33% to $0 · -$18/mo per 1 pt of rent
Management fee↑ hurts0.0%already below1.1%-$17/mo per 1 pt of collected rent
Upfront rehab↑ hurts$12,000already belowno direct effect-0.02 pts CoC per $5,000 of rehab; monthly cash flow unchanged
HOA dues (monthly)↑ hurts$0already below$18-$50/mo per $50/mo of HOA
Other monthly costs↑ hurts$0already below$18-$50/mo per $50/mo of other costs
Closing costs↑ hurts$6,800already belowno direct effectAdds upfront cash invested per $2,500 of closing costs; monthly cash flow unchanged
Interest rate↑ hurts6.88%already below7.03%2% to $0 · -$59/mo per 0.5 pt of rate

Red team

Try to break my deal

The few assumptions most likely to reverse the decision, argued against you. Each one combines weak proof with real financial leverage.

  1. 01

    Monthly rent

    What if monthly rent is wrong? It is marked supported and cash flow reaches $0 when it falls past $1,774.

    Past that point the deal stops producing cash. A plausible harmful error changes about $156/mo of cash flow.

    How to settle it: Signed lease, rent roll, or three closed rental comps.

  2. 02

    Interest rate

    What if interest rate is wrong? It is marked supported and cash flow reaches $0 when it rises past 7.03%.

    Past that point the deal stops producing cash. A plausible harmful error changes about $82/mo of cash flow.

    How to settle it: Rate lock or written lender term sheet.

  3. 03

    Other monthly costs

    What if other monthly costs is wrong? It is marked missing and cash flow reaches $0 when it rises past $18.

    Past that point the deal stops producing cash. A plausible harmful error changes about $50/mo of cash flow.

    How to settle it: Utilities, lawn, snow, pest, licensing invoices.

  4. 04

    Self-management

    Management is modeled at $0, so the return partly reflects your unpaid labour rather than the asset.

    At a market 8% of collected rent, monthly cash flow would fall by about $136.

    How to settle it: Re-run the deal at 8-10% management and see whether it still clears your target.

  5. 05

    Lender view

    DSCR is 1.06. Many lenders underwrite investment property at 1.25 minimum using their own expense assumptions, not yours.

    If the lender re-underwrites with higher vacancy or management, financing terms can change late in the process.

    How to settle it: Ask your lender which expense assumptions they apply and re-check DSCR against those.

Section 5

What should you verify first?

Ranked by weak proof combined with financial sensitivity — not by an invented score.

  1. 1

    Monthly rent

    Supportedhigh exposure

    Marked Supported; a plausible harmful error changes about $156/mo of cash flow, and it can move about 1% before monthly cash flow reaches $0.

    Get proof from: Signed lease, rent roll, or three closed rental comps.

  2. 2

    Interest rate

    Supportedhigh exposure

    Marked Supported; a plausible harmful error changes about $82/mo of cash flow, and it can move about 2% before monthly cash flow reaches $0.

    Get proof from: Rate lock or written lender term sheet.

  3. 3

    Other monthly costs

    Missingmoderate exposure

    Marked Missing; a plausible harmful error changes about $50/mo of cash flow, and cash-on-cash is already below the 8.0% target.

    Get proof from: Utilities, lawn, snow, pest, licensing invoices.

Section 6

What price or terms make this work?

Solved against your own 8.0% minimum, holding every other assumption fixed.

Maximum purchase price at 8.0% cash-on-cash

$159,318

Holding every other assumption fixed, $159,318 is the highest price that still returns 8.0%. That is $75,682 below your modeled price.

Minimum gross rent at 8.0% cash-on-cash

$2,369

You need $2,369/mo to hit 8.0%. You underwrote $1,795.

Break-even gross rent

$1,774

Below $1,774/mo the property stops covering its own costs including debt service.

DealSkeptic is an analytical tool. It audits the underwriting you supplied and does not independently verify public records, leases, tax rolls, or insurance quotes. It does not tell you to buy or sell. Every figure above is arithmetic applied to your own inputs under the rules stated in each section.

DealSkeptic is an analytical red-team tool. It challenges the underwriting you supply and does not independently verify public records, leases, tax rolls, or insurance quotes. Outputs are arithmetic and stated rules applied to your own numbers. They are not investment, tax, or legal advice, and they are not a recommendation to buy or sell anything.

MethodPrivacyTermsAccount

© 2026 DealSkeptic

Edit with