The 7 step Fall Maintenance Checklist
Work through these in order. Each step has its own punch list below.
- Clear the gutters and downspouts
- Inspect the roof surface from the ground
- Check flashing, boots, and penetrations
- Look at the attic from the inside
- Trim back trees and clear debris valleys
- Test drainage away from the foundation
- Schedule a professional inspection before Thanksgiving
1. Clear the Gutters and Downspouts
Clogged gutters are the number one cause of winter roof damage we see in Oaklandon. Water backs up, freezes, and works its way under the shingles.
- Scoop out leaves, seed pods, and shingle grit by hand or with a small trowel
- Flush each run with a garden hose and watch for slow drains
- Check that downspouts discharge at least 4 to 6 feet from the foundation
- Look for sagging sections or spikes pulling away from the fascia
- Reseal end caps and corner miters if you see drip stains below them
Plan on two gutter cleanings if you have mature trees: one in mid-October after the first big drop, and another in mid-November once the oaks finally let go. A single cleaning in late October almost always leaves you with a second clog by Thanksgiving.
If your gutters fill up twice a season, guards may be worth the investment. Not all guards are equal, and some actually trap debris on top. Ask before you buy.
- Micro mesh guards handle fine debris best but need occasional brushing
- Reverse curve guards can overshoot in heavy rain if pitched wrong
- Foam inserts are cheap and almost always a mistake in Oaklandon
- Screen guards are a decent middle ground for pine needles and maple seeds
2. Inspect the Roof Surface From the Ground
You do not need to climb up to spot most problems. A pair of binoculars and a slow walk around the house will catch the big ones.
- Missing, cracked, or curled shingles
- Bald spots where granules have worn off
- Shingles lifted or creased from summer wind
- Dark streaks, which usually mean algae, not structural damage
- Sagging rooflines or visible dips between rafters
- Nails backing out and sitting proud of the shingle surface
If something looks off, stop there. Walking a wet or frosty roof is how people get hurt. Our free roof inspections exist for exactly this reason.
3. Check Flashing, Boots, and Penetrations
Flashing fails before shingles do. Every place the roof meets something else is a potential leak point.
- Chimney flashing: look for rust, gaps, or loose counter flashing
- Pipe boots: rubber collars crack after 8 to 12 years in Indiana sun
- Skylight perimeters: check for dried sealant or lifted edges
- Valley metal: should be clean, not buried under shingle debris
- Ridge vents: should sit flat with no daylight visible from inside
- Step flashing along dormers: should be layered, not caulked as one piece
Small flashing repairs usually run a few hundred dollars. Ignored, the same spot can turn into a $3,000 deck repair by March. If you are seeing repeated issues around the same penetration, that is a sign for targeted roof repair before winter sets in.
4. Look at the Attic From the Inside
Half of roof problems are diagnosed from below, not above. Grab a flashlight on a sunny afternoon.
- Daylight coming through the decking (never a good sign)
- Dark water stains on rafters or the underside of the deck
- Matted or wet insulation, especially near the eaves
- Mold or mildew smell, even without visible moisture
- Blocked soffit vents buried under blown in insulation
- Rusted nail tips, a classic sign of condensation from poor ventilation
Ventilation matters more than most homeowners realize. Poor airflow in the attic is the root cause of most ice dams, and it shortens shingle life by years. Our guide to winter ice dam prevention digs deeper if you have had dams in past winters.
5. Trim Trees and Clear Debris Valleys
Central Indiana has a lot of mature maples and oaks. They are beautiful in October and rough on roofs in November.
- Cut back branches that overhang within 6 to 10 feet of the roof
- Remove piles of leaves collecting in valleys and behind chimneys
- Clear moss from north facing slopes with a soft brush, not a pressure washer
- Watch for dead limbs above the house that could drop in an ice storm
- Bag and dispose of debris, do not blow it into the gutters you just cleaned
6. Test Drainage Away From the Foundation
The roof system does not end at the gutter. Where water goes next matters.
- Splash blocks should be level and pointed away from the house
- Underground drain tile, if present, should flow freely
- Grade around the foundation should slope down, not pool
- Window wells and basement egress should be clear of leaves
- Sump pump discharge lines should not dump next to downspouts
Freeze thaw cycles in January do real damage when water pools against the house. Fixing drainage in October is cheap. Fixing a cracked foundation in spring is not.
7. Schedule a Professional Inspection Before Thanksgiving
Even if everything looks fine from your checklist, a second set of trained eyes catches what homeowners miss.
What a good inspection should include:
- Walkable assessment of every slope (weather permitting)
- Photos of every issue, with clear explanations
- Attic evaluation, not just the exterior
- Written report with repair priorities, not just a sales pitch
- Honest answer on whether the roof has 2 years or 15 left
We book heavy from late September through mid-November, so get on the calendar early. If a storm rolls through and you suspect hail or wind damage, that is a different conversation and may involve an insurance claim rather than routine maintenance.
Tools and Supplies to Have On Hand
A short list of what actually earns its keep during fall maintenance. You do not need a truck full of gear.
- Sturdy extension ladder with standoff stabilizer (keeps weight off the gutter)
- Work gloves thick enough for shingle grit and sharp gutter edges
- Garden hose with a pistol grip nozzle for flushing downspouts
- Binoculars for ground level shingle inspection
- Headlamp for attic work, which frees both hands
- Tube of quality roof sealant for small flashing touch ups
- Bucket on a hook to haul debris down instead of dropping it
Skip the pressure washer. Skip the leaf blower on the roof. Both do more harm than good on asphalt shingles.
Red Flags That Should Not Wait Until Spring
Some findings cannot ride through winter. Call a contractor this week if you see:
- Active dripping or fresh water stains on ceilings
- Multiple shingles missing in the same area
- Visible sagging or soft spots on the deck
- Daylight through the roof in the attic
- Gutters pulling completely away from the fascia
- Granules filling the bottom of every downspout, not just a cup or two
Everything else on the list can usually be scheduled on a normal timeline. The point of fall maintenance is to know the difference.
If you work through this checklist and still feel unsure about what you are looking at, that is normal. Oaklandon Metal Roofing has walked more Oaklandon roofs than we can count, and a quick set of eyes in October beats an emergency call in February every single time.