Clean out your clothes dryer vent once a year, more if you use it excessively. Dirty dryer vents are a fire hazard

Check your roof at least once a year if you are physically able. Otherwise, get someone else to help with it. Your roof bakes in the sun all year long, so there is a lot of expansion and contraction. It is also subject to high winds, hail, and tree branches. Finding out there is an issue with it when a long period of rainy weather hits is a disaster. I had a kitchen ceiling ruined once because I was overly confident that my steeply-pitched roof would never leak, especially when the shingles looked fine from the ground.

Clean or change your furnace filters at least once a year

Be sure to change your car's oil every 6 months to maintain your house in tip top shape.

Check your caulking around any areas that get wet or wiped down often & recaulk. I just redid mine- much cheaper to do it than repair a water leak, especially if you’re in a condo & it impacts your neighbor in the unit under! Kitchen counters, under mounted sinks, laundry room, bathroom vanities & tub / showers are all areas to inspect. Remove the old caulk, apply new & let it dry at least 24 hours.

Also replace your AC filter at least 2x a year to make your AC system last longer. If your filter is clogged your system has to work harder & damn, those things get pricy!

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Each spring and fall do a visual inspection of your home both inside and out. Flush your water heater once or twice a year, and replace the sacrificial anode once every three or four years. Check your water softener weekly, and clean out the salt bin once a year. Have your furnace tuned up once a year. Use Drano Max Gel in all your drains once a year. Use root kill in your lateral sewer line once or twice a year, and one gallon of lye once per year. A good rule of thumb is to expect to spend 1% of the value of your home on maintenance and repairs every year, e.g. if your home is worth $200,000 then expect to spend about $2000 on repairs.

Badly damaged or missing shingles. Gaps, gaps, gaps caused by shrinking/swelling cycles around chimneys, vent pipes, etc. Anything that looks at all suspicious for letting water pass though gets silicone or blackjack from me. In spring and fall, we can have extended rainy periods where I live, so I error on the side of caution. It's a good chance to review the overall condition of the roof, too since replacing it is a major expense.