What's actually happening
Your retaining wall is leaning because the soil behind it got heavier than the wall could hold.
Rain saturates the backfill. Wet soil weighs about 62 pounds per cubic foot more than dry soil, and it holds water like a sponge. That water creates hydrostatic pressure, a steady sideways push against the back of the wall.
A healthy wall handles this because water drains out through gravel, a perforated pipe, and weep holes before pressure builds. When that drainage clogs or was never installed, the water has nowhere to go, so it pushes.
The lean you see is the wall losing that push. It's a structural signal, and it doesn't fix itself.
The urgency depends on how far it's tilted and whether it's still moving. But the honest answer is that a leaning retaining wall is a repair you plan around, not one you wait out.
Why walls lean after rain
Almost every case traces back to drainage. The wall itself is usually fine. The system that's supposed to relieve water pressure is what failed.
Think of it in layers. Behind a good wall you've got gravel, a drain pipe at the base, and weep holes or an outlet where water escapes. Over the years, silt washes into the gravel, roots invade the pipe, and weep holes plug with dirt.
None of that shows on the surface. So the wall looks fine for a decade, then one wet spring the drainage finally can't keep up, and the wall starts to tilt.
The second big factor is whether the wall was built for the job. A lot of walls, especially DIY and pre-2000 builds, were stacked without a proper footing or engineering. Those hold until the soil softens, then rotate at the base.
Height matters more than people think. Pressure builds with depth, so a 5-foot wall is dealing with far more force at its base than a 3-foot wall, not just a little more.
Then there are the specific failure points: rotted timber deadmen, corroded anchors, a car parked too close to the top edge, or runoff scouring soil from under the front. Each one shows a slightly different lean pattern, which is why documenting it helps a pro diagnose fast.