Darryl

Thanks for submitting your photos and care details!

Assessment
The degree of curling you’re seeing isn’t too bad but with prolonged poor watering practices (“pouring a small amount of water”), the roots in the dry pockets will keep dying off, resulting in more leaf curl.  Thankfully, Monstera can recover:

This is my plant, severely curled because it was long overdue for a repotting:

Monstera deliciosa Pot Sizing Guide: go up to a pot that is roughly the same size as the largest leaf

I potted up the plant with 2 parts standard potting soil and 1 part bark chips, gave it a thorough watering (as you should with all newly potted plants) and the Monstera roots recovered after two days:

And with good light, the plant will continue to push out new leaves: two months later, the next leaf emerged.

Environment
While I can’t definitively see your light situation, I’ll recommend that you put your Monstera RIGHT IN FRONT of your largest window – it’s the bare minimum if you want your plant to grow well in the long run.

Effort
Your strategy for WHEN to water (when about halfway dry) is correct but in terms of HOW to water, you should be thoroughly and evenly soaking the soil and letting excess water drain away.  If you are trying to be cautious by pouring small amounts of water into the soil, dry pockets will form causing roots in those areas to die off, which is why leaf curling occurs even if you think you’ve watered it.

Expectations
Your plant is still doing fine.  If you repot it into a larger pot (as large as its largest leaf) with drainage holes so you can easily soak all parts of the soil, the plant will continue to grow well – as long as you provide it with adequate light.  The oldest leaves (the lower ones) will eventually yellow and die off – which is completely normal but with good light, your plant would have pushed out several new leaves.  Good luck!

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