Discoloration could mean that the plant is diseased in some way. You’ll want to remove those areas to keep the disease from spreading. [1] X Research source

Avoid pruning more than ⅓-½ of your philodendron.

In many cases, a plant is forced to divert more energy to these leggy stems. By keeping everything the same length it will help keep the plant healthier. This will also help to encourage new growth, once the leggy stems are removed. [3] X Research source

Prune your philodendron during active growing periods while the plant is producing new shoots to promote regrowth. Wait a few weeks or months after pruning before cutting portions of the plant again. [5] X Research source

Make sure to leave the main stem alone, the one that connects all of the leaves and stems. Remove only the offshoot branches and stems. [6] X Research source