Why Some Deals Aren’t Worth Saving and How to Spot Them

When the margins are wrong, the math is broken, or the assumptions feel shaky, the right move isn’t negotiation. It’s to walk.

Blogs

May 19, 2025

Every successful flipper has a “walkaway” moment they’re proud of.

It’s not the flip they forced to work, it’s the deal they almost chased… but didn’t.

Because here’s the truth:
No amount of optimism, rehab skill, or exit strategy creativity can save a deal with bad numbers.

When the margins are wrong, the math is broken, or the assumptions feel shaky, the right move isn’t negotiation.
It’s to walk.

But walking away takes discipline. Especially when you:

  • Love the neighborhood

  • Are tired of looking

  • Need a win

  • Already “mentally flipped” the house

This article is your gut-check guide for those moments.

These are the non-negotiable red flags, the ones that mean your numbers just won’t work… no matter how much lipstick you put on the spreadsheet.

1. The ARV Is a Stretch (And the Comps Don’t Back You Up)

Every flip lives or dies on the ARV.

And if you can’t justify it with strong, recent, like-for-like comps, you're not estimating profit, you're guessing.

Red Flags:

  • The best comp is pending or active, not sold

  • The sold comps are more updated than your intended rehab

  • Your ARV relies on a house with +300+ sqft or an extra bath

  • You’re assuming appreciation mid-project

If your ARV feels like a sales pitch (even to yourself), walk.

Rule of Thumb:

If you wouldn’t bet your own $50K on that ARV holding, you shouldn’t base your offer on it either.

2. The Rehab Budget Only Works If Nothing Goes Wrong

Here’s the problem: Something always goes wrong.

If your deal only works:

  • With a perfect rehab timeline

  • On the lowest contractor bid

  • Assuming no surprises

…then the numbers aren’t tight, they’re fragile.

And fragile numbers snap the minute demo starts.

Red Flags:

  • Your contingency is under 10%

  • The contractor hasn’t walked the property

  • You’re trusting a seller-provided rehab estimate

  • You haven’t added a buffer for materials, labor, and permit

Rule of Thumb:

If a $7K overrun wipes out your profit, it’s not a deal. Walk.

3. You’re the Highest Offer, By Far

When you’re competing on a property and your number is way above everyone else’s, that’s not always a win.

Sometimes, it’s a warning sign.

Red Flags:

  • Seller says, “We got lots of offers, but yours was the best by $20K”

  • The wholesaler seems shocked that you said yes so fast

  • The other buyers walked without countering

There’s a chance your competition knew something you didn’t, like:

  • Unpermitted work

  • Costly easements

  • Tough permitting process

  • Appraisal risk

Or maybe they ran the numbers correctly and you didn’t.

Rule of Thumb:

If your offer makes everyone else raise their eyebrows, pause and re-underwrite.

4. Holding Costs Aren’t in the Spreadsheet

This one’s sneaky.

Many flippers focus so much on purchase price, rehab, and resale, they forget to calculate the monthly cost of time.

  • Hard money interest

  • Property taxes

  • Utilities

  • Insurance

  • Maintenance

  • Loan servicing fees

Even a modest flip can cost $3,000+ per month in carrying costs.

Red Flags:

  • Your timeline assumptions are unrealistic

  • You didn’t include “days on market + closing”

  • You didn’t account for possible construction delays

Rule of Thumb:

If the deal only works on a 90-day timeline, and any delay pushes you into the red, it’s not a deal.

5. You’re Ignoring the Trend in Days on Market (DOM)

DOM trends tell you how fast flips are moving, and whether your resale timeline is realistic.

If DOM is climbing, your exit assumptions need to adjust, fast.

Red Flags:

  • Local DOM is 45+ days but your spreadsheet uses 14

  • Your price point is above the area’s median sale price

  • You see multiple price drops on similar homes

Rising DOM doesn’t just delay your exit, it kills your margin via:

  • Increased holding costs

  • Price reductions

  • Stale listing syndrome

Rule of Thumb:

If the DOM trend is working against you, and your budget is tight, it’s safer to walk.

6. The Deal Only Works If the Lender’s Generous

Sometimes, investors underwrite based on hopeful funding terms:

  • Low points

  • High LTC (loan-to-cost)

  • Deferred payments

  • Fast draws

  • Low interest

But lenders don’t work for free. And unless you’ve already got a term sheet, assuming favorable financing is risky.

Red Flags:

  • You’re assuming 100% rehab financing

  • Your budget depends on low interest (but your credit or experience doesn’t back it up)

  • You haven’t verified the draw process timelines

  • You’re expecting the lender to close in 5 days, with no prior relationship

Rule of Thumb:

If the deal only works with the best-case lending scenario, assume the worst instead, and see if it still works. If not? Walk.

7. You Can’t Find Any Proof of Flip Demand in the Area

You shouldn’t be the first flipper in the neighborhood, unless you really know what you’re doing.

A flip should exit cleanly.

If you can’t point to recent flips with successful resales, that’s a red flag.

Red Flags:

  • All comps are rentals or old homes with no upgrades

  • No flips sold in the past 6 months within 1 mile

  • Your renovated ARV is 30%+ higher than the rest of the block

Even if your flip turns out beautiful, it may not sell, or appraise, if it’s the only one of its kind.

Rule of Thumb:

If you can’t find evidence of flip success nearby, don’t assume you’ll be the first. Walk.

8. The Seller or Wholesaler Is Pushing Too Hard, Too Fast

This isn’t about being skeptical, it’s about recognizing urgency pressure for what it is: a smokescreen.

Some sellers or wholesalers:

  • Push for sight-unseen offers

  • Say “10 other buyers are interested”

  • Won’t let you see inside

  • Limit your due diligence period

Red Flags:

  • No walkthrough access

  • No inspection contingency allowed

  • Short close required with zero wiggle room

This kind of pressure is often a sign they’re hiding something.

Rule of Thumb:

If you’re being rushed past your underwriting process, you’re being set up. Walk.

9. Your Risk/Reward Ratio Is Out of Balance

Some flips offer:

  • Big margins, but big risks (rural, huge rehab, tough resale)

  • Safe resale, but razor-thin margins (urban condos, cosmetic only)

  • Great comps, but unknowns in construction or title

Every flip carries risk. But you must be compensated for that risk.

If the reward is average, but the risk is high, the deal is upside-down.

Red Flags:

  • Margin under $20K but the rehab is structural

  • Profit only exists if you sell above market

  • One unknown (foundation, sewer, permitting) could blow the deal up

Rule of Thumb:

If your downside risk is “lose $30K” and upside is “maybe make $18K”, it’s a no.

10. You Can’t Sleep on It

This one is simple.

If the deal has you:

  • Tossing and turning

  • Re-reading your spreadsheet at 2am

  • Feeling like you're trying to convince yourself...

…then your gut already knows.

You don’t need more math. You need to walk.

Flippers lose money when they stop trusting their gut and start trusting the numbers they want to believe.

The Walk-Away Checklist

Use this as your final underwriting pass. If 2+ of these are true, seriously consider moving on:

  • ARV is based on stretch comps

  • The rehab budget is tight with no buffer

  • Holding costs not fully calculated

  • Timeline assumes no delays

  • You’re relying on aggressive lender terms

  • No nearby flips have sold successfully

  • The wholesaler is rushing you

  • Your offer is wildly higher than others

  • Risk level outweighs potential return

  • You’re uncomfortable, unsure, or unsettled

The Deal You Don’t Do Can Be Your Best One

You don’t get rich by saying yes to every deal. You build wealth by saying no to the bad ones.

Walking away is hard, especially when:

  • You’re on a dry streak

  • You’re emotionally attached

  • You’ve already spent hours underwriting

But remember:

It’s not a waste of time. It’s a lesson you got paid to learn, by not losing money.

Your job as a flipper isn’t to force every lead into a deal.

It’s to protect your capital, your sanity, and your margins.

And sometimes, the smartest thing you can do is shrug, say “nope,” and go find the right deal.

Because when the numbers don’t work, no amount of hustle can fix it.

Written By:

Austin Beveridge

Chief Operating Officer

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Discover

Join Thousands Of Satisfied Operators

Discover why top teams rely on Goliath to find motivated sellers. Get everything you need to prospect, nurture, and close more deals.

679

Live Users

$
23
M

Closed Deals

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%

Satisfaction Rating

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