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There are a handful of reasons why your drywall anchors are breaking. Using the wrong type of anchor is the most common problem, so always make sure you’re using the best option for a particular project. That there are electrical wires or plumbing where you’ve placed an anchor or that your drywall is weak are two other possible causes. 

All plaster walls will crack over time due to normal house settling and expansion and contraction from temperature and moisture changes. Small, thin hairline cracks are generally not serious and are mostly a cosmetic issue. However, larger or more significant cracks can indicate structural problems.

Here's how to tell the difference:

• Cosmetic Cracks: Cracks that are 0.5 cm (0.2 inches) or thinner are typically cosmetic.

• Structural Cracks: Cracks wider than 0.5 cm, excessive or deep cracks, multiple cracks in the same area, or cracks that span around corners can signify a structural or foundation issue. Cracks along the joints where walls meet the ceiling also warrant attention.

For cracks wider than 0.5 cm, structural repair is needed. If a crack is 2.5 cm (1 inch) or wider, or if you notice any signs of a structural problem, it is best to contact a plaster repair professional to assess the damage.

You can paint over plaster, but repair any damage to the plaster first, or the paint will crack and bubble. You should also prepare the surface of the plaster to accept paint, which gives your paint job the best chance of looking good and lasting a long time. Before applying the color you want, apply a coat or two of primer. Additionally, use latex paint, and choose a latex paint with a satin finish for areas with dampness, like bathrooms.

Fixing ceiling nail pops involves similar steps to wall repair, with the major difference being the orientation of the work. Ceiling nail pops can be more challenging because you may need to work overhead, which can be physically demanding and require additional safety precautions. Additionally, the ceiling may have different materials or finishes, such as textured surfaces, which can affect the repair process. Otherwise, the fundamental steps are the same.