Every property manager has war stories about “that tenant.” You know the one. They turn simple situations into Broadway-worthy productions. While we can’t name names (our legal team wouldn’t appreciate that), we can share some hard-earned wisdom—with a healthy dose of humor.
Meet the Cast of Characters
1. The Serial Complainer
This tenant has the building inspector on speed dial. They consider themselves an amateur code enforcement officer.
Their complaints are legendary:
- The AC is too cold AND too hot (simultaneously)
- Parking spaces defy the laws of physics
- “Suspicious bird activity” requires immediate attention
They’ve submitted 47 maintenance requests this month alone.
How to handle them: Document everything. Respond promptly. Resist suggesting a sensory deprivation tank. The truth? Serial complainers often just need attention. Regular check-ins can prevent an avalanche of complaints.
2. The DIY Disaster
One YouTube video convinced this tenant they’re a licensed contractor.
Their “improvements” include:
- Electrical work that would make an inspector cry
- Plumbing that creates surprise water features
- Genuine shock when you mention building codes aren’t optional
How to handle them: Schedule regular inspections to catch creative improvements early. Use clear lease language about unauthorized modifications. Keep your insurance agent on speed dial.
3. The Payment Artist
This tenant has turned “the check is in the mail” into performance art.
Their payment style is… creative:
- Half on the 5th
- A quarter on the 15th
- The rest when Mercury goes retrograde
They have more payment excuses than a teenager has for missing homework.
How to handle them: Enforce payment terms strictly from day one. Use automated payment systems to eliminate excuses. Apply late fees consistently—or you’re teaching them deadlines don’t matter.
4. The Midnight Mover
Meet the “Houdini Tenant.” They vanish overnight, leaving mysteries that would stump Sherlock Holmes.
Common discoveries include:
- Unidentifiable smells
- Seventeen mannequins in storage
- A boat in the bathroom (yes, really)
How to handle them: Thorough screening prevents most midnight moves. Security deposits exist for a reason. Sometimes you just laugh, take photos for your collection, and move forward.
5. The Eternal Negotiator
Everything is negotiable to this tenant. Rent. Repairs. Parking. Paint color. They’d negotiate gravity if physics allowed. They have contingencies for their contingencies.
How to handle them: Create clear, written policies for everything. Stay consistent. Flexibility is good, but know your boundaries.
The Silver Lining
Here’s the truth: problem tenants are excellent teachers. They teach us about:
- Better screening processes
- The importance of documentation
- The value of patience
Remember, most tenants are reasonable business owners. Good management prevents problems. Professional responses resolve them.
Need a Buffer?
Williams Capital Advisors has weathered every tenant storm in Southern California. We handle the difficult ones so you don’t have to.
Our approach includes:
- Thorough screening processes
- Clear documentation standards
- Professional problem resolution
Ready for stress-free property management?
Contact us:
(213) 880-8107 | francisco.williams@williamscap.ai | williamscapitaladvisors.com


