This would make the paint fall off and make your life miserable.
New gutters before or after painting.
Prepare gutters for painting.
If they are due for replacement getting them done before or during the exterior painting process makes sense especially if your painter has the chance to paint the gutter boards once the old gutters are removed and before the new ones are installed.
Before getting started painting your exterior calling a painting contractor or replacing gutters you need to think what color scheme you would like.
To answer your questions more specifically.
We like to create steps that avoid that misery.
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It s constant runoff from your roof that would eventually cause problems.
Before you even take one brush to your gutter you have got to prepare.
Pull the gutters down and paint when the forecast looks nice.
Springtime and rain may have you thinking it s a good time to consider what needs attention usually around the 20 30 year mark on a home they will need new roofing siding windows and gutters.
If you get some rain or even a storm before the new gutters go up that s no big deal.
The reason is simple in that gutters only come in a limited number of colors while paint colors are infinite.