What you do is test them. Slowly increase the difficulty of your fights. Look at how they fight. If you are using range units, try and have them keeping away from them by firing and retreating. I personally homebrew things which must be defeated in interesting ways.
When I was starting off I would use the encounter builders on DnD beyond to get an idea of challenge.
I also find that sometimes changing health on the fly can work. If it looks like my players are going to defeat my boss in a few rounds I might double or even triple the health of the creature. Once you have modified this health, you can't do it again, otherwise you will keep doing it but I see nothing wrong with doing it once to make things a little more interesting.
How often are you letting the characters rest? One of the design assumptions of 5e is that an adventuring day will have 6 encounters including 2 short rests between each long rest. I've generally found that the encounter guidelines aren't too bad when you take this into account - they're pretty woeful if you let a party blow every resource they have and get them back every fight.
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What you do is test them. Slowly increase the difficulty of your fights. Look at how they fight. If you are using range units, try and have them keeping away from them by firing and retreating. I personally homebrew things which must be defeated in interesting ways.
When I was starting off I would use the encounter builders on DnD beyond to get an idea of challenge.
I also find that sometimes changing health on the fly can work. If it looks like my players are going to defeat my boss in a few rounds I might double or even triple the health of the creature. Once you have modified this health, you can't do it again, otherwise you will keep doing it but I see nothing wrong with doing it once to make things a little more interesting.
How often are you letting the characters rest? One of the design assumptions of 5e is that an adventuring day will have 6 encounters including 2 short rests between each long rest. I've generally found that the encounter guidelines aren't too bad when you take this into account - they're pretty woeful if you let a party blow every resource they have and get them back every fight.