The same mistakes show up in the same order on every first deal. Knowing the pattern doesn't make you immune, but it does mean you can stress-test your underwrite for each one and walk away with fewer regrets.
1. Forgetting vacancy reserve
You modeled $1,500/mo rent × 12 = $18,000/yr. Reality: at 7% vacancy, you get $16,740. That $1,260/yr difference can be the entire margin on a marginal deal.
Fix: always model vacancy at 6–8% for stabilized rentals. Higher in tougher submarkets.
2. Underbudgeting CapEx
Roofs need replacement. Water heaters die. Furnaces age out. Most rookies budget $0–$1,000/yr for CapEx. The realistic number is 5–8% of gross rent set aside annually so you have the cash when the roof fails.
Fix: 6% of gross rent as a CapEx line item.
3. Modeling no property management cost
You self-manage now. In 18 months you're tired, or you move, or you take a different job. If you have to hire a PM at 8% of gross rent and you didn't underwrite for it, your "$400/mo cash flow" turns into "$120/mo cash flow."
Fix: model 8% PM cost even if you self-manage, then call self-management your bonus.
4. Treating gross rent as cash flow
Maybe the biggest rookie miss. Gross rent $1,500/mo doesn't mean $1,500 in your pocket. After PITI, OPEX, vacancy, repairs, and CapEx, you might keep $200/mo. Rookies often mistake one for the other.
Fix: always look at net monthly cash flow after every category.
5. Optimistic rehab budgets
Your contractor friend "guesses" the rehab is $40k. Real number: $58k. Add 30% to every rehab estimate that doesn't come with line-item detail.
Fix: use the 12-category rehab estimator with realistic tier-based ranges. Don't trust round numbers.
6. Underestimating closing costs
You budgeted 2% closing. Reality on a Chicago investor purchase: 2.5–3.5% (title, escrow, recording, inspection, attorney, transfer tax). On a $250k purchase, that's $1,000–$3,750 you didn't have in the budget.
Fix: 3% closing cost on investment purchases. 1% on refi.
7. Buying for appreciation
"It'll be worth $400k in five years." Maybe. Maybe not. The deal has to cash flow now. Appreciation is the bonus, not the thesis.
Fix: if the deal doesn't work on today's cash flow, walk. Don't underwrite to optimistic comp growth.
The composite stress test
Run any deal you're serious about through all seven assumptions: vacancy 7%, CapEx 6%, PM 8%, rehab +30%, closing 3%, no appreciation. If it still works, you have a real deal. If it doesn't, you have a story.
How Prop-Folio handles this
Every Prop-Folio analysis surfaces vacancy reserve, CapEx, repairs & maintenance, property management, closing costs, and rehab contingency as separate line items with default values you can adjust. PropScore weights conservative assumptions higher than optimistic ones, so a 4.0 or better holds up under stress.
Related: House hacker's guide to Chicago 3-flats · Cap rate vs CoC vs DSCR · What is a Deal Score?