Philodendrons are usually reliable water-rooters (~75% success), but this year your cuttings are stalling. Several hidden factors could be at play:
If your water is hard, switch to moist perlite, vermiculite, or a peat/perlite mix. Dip the node in rooting hormone, plant in damp medium, cover loosely with a plastic bag (vent daily), and keep warm (70–75°F) in bright indirect light. Soil-rooted cuttings transition to pots more smoothly than water-rooted ones.
Don't overthink it. Philodendrons want to grow. Adjust the medium, use soft water, and try again.
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