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Maintenance

How to find a contractor you'd hire twice

Where the reliable trades actually come from, the small-job audition, the license-and-insurance check, and how to be the client they answer first.

6 min read

Every landlord eventually learns that the constraint on maintenance is not money. It is having someone competent who answers the phone. A good contractor found once and kept is worth more than any negotiating tactic, because the real cost of a bad one is never the invoice - it is the second visit, the tenant who lost a day for a no-show, and the repair that comes back next winter. Finding the keeper is a repeatable process: source from people with skin in the game, verify the boring paperwork, audition small, and then be the client they answer first.

Where the good ones actually come from

The best sources are people who pay for repairs with their own money, repeatedly. Other landlords top the list - a local landlord meetup or association hands you a vetted bench in one evening, because a landlord's referral has survived price, quality, and callbacks, not just one kitchen remodel. Second: the trade supply houses. The counter staff at a plumbing or electrical supplier know which pros buy there every morning, and "who do you see in here that does small residential work?" is a legitimate question. Third: adjacent trades you already trust, since good pros recommend pros who do not embarrass them. Review platforms sit last - fine for building a first list, too gameable to be the last word.

The five-minute vet

  • License, verified. For licensed trades, get the number and run it through your state's public lookup. Which trades require licensing varies by state; where it is required, unlicensed work can void insurance and complicate a sale.
  • Insurance, verified. Liability coverage at minimum, workers' comp if they bring a crew. Ask for the certificate. An uninsured injury on your property has a way of becoming your problem.
  • A rental-work reference. Rental repairs are their own genre: coordinating with tenants, functional-over-fancy finishes, honest good-enough judgment. One landlord reference beats five kitchen-remodel photos.
  • Responsiveness, observed. How they handle the first estimate is the preview: quoted when promised, showed when scheduled, said no clearly if the job wasn't for them. Flaky estimating predicts flaky everything.

Audition with a small job

Never meet a new contractor on an emergency. Hire them first for something small and low-stakes - a faucet swap, a fan install, a section of fence - and watch the whole arc: scheduling, tenant communication, tidiness, invoice clarity. It is a cheap test that answers the only question that matters, which is what the big job will be like. Run the audition through the same request pipeline as any other work order, entry notice included.

Keeping them: be the client they answer first

Good trades triage their clients the way you triage repairs. You want the top of their list, and it is bought cheaply: pay fast, same day if you can, because the landlord who pays on receipt is rare and remembered; be decisive, since "yes, do it" inside an hour beats a week of deliberation; batch the small stuff so their trip is worth the drive; and respect the relationship by not bidding out every $200 job once trust is built. Save the competitive bids for the big-ticket work, where they belong.

Two pieces of housekeeping close the loop. First, taxes: collect a W-9 before the first payment, because if an unincorporated contractor crosses the reporting threshold you will owe them a 1099-NEC, and January is the wrong month to chase paperwork. Second, memory: keep each vendor's trade, number, rates, and job history somewhere more durable than a text thread. rents.ai gives that a home - a vendor directory where each contractor is attached to the work orders and costs of every job they've done for you - so when the water heater quits at year three, the answer to "who did we use last time, and what did it cost?" is one glance, not an hour of scroll. The full maintenance system is built around exactly that kind of institutional memory.

Licensing requirements, lien rules, and 1099 thresholds vary by state and by tax year. Verify license and insurance status through your state's official lookup, and treat the tax notes here as organization for your CPA, not tax advice.

Questions landlords actually ask

How do I verify a contractor is licensed and insured?
Ask for the license number and the insurance certificate, then check both yourself: most states run a public license lookup for the licensed trades, and the insurer will confirm a certificate is current. Which trades require licenses varies by state - electrical, plumbing, and HVAC commonly do - so check your state's rules rather than assuming.
Should I get multiple bids for rental repairs?
For large or unfamiliar work, two or three bids teach you the market. For routine repairs with a trade you already trust, bidding every job costs you the relationship that makes them show up. The working pattern: bid the big stuff, protect the bench on the small stuff.
Do I need to send a contractor a 1099?
If an unincorporated contractor crosses the reporting threshold for the year and the work is part of your rental activity, generally yes - collect a W-9 before the first check, not in January. The thresholds and carve-outs have their own guide; it's a five-minute habit that saves a January scramble.
How much should a handyman cost?
Rates vary widely by market, commonly somewhere between $50 and $150 an hour or a day rate for batched work. The cheaper question is total cost: a $95/hour handyman who fixes it once beats a $55/hour one who comes back twice. Track cost per completed job, not the hourly number.