Dewalt trimmer - is it worth getting the 60v flex over the 20v?

Go with the 60. Just the battery is worth it.

I love the 20v Dewalt. Just make sure you use strong, thinner string and it cuts really good. The included Dewalt string is perfect. $219 sounds really high. The 20v model that folds comes with a really cool head that loads in 30 seconds. The model that doesn’t fold does not.
I was being really really reckless with mine, using it to scalp to bare dirt for 3x 5ah batteries straight and lost a top motor bearing. It was $1 to fix. Other than that, zero issues for several years.

ETA also the model that doesn’t fold has some issues with bad wiring near the trigger. Easy to fix but something to be aware of.

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is it worth getting the 60v flex over the 20v?

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yes

I had the 60v model. Purchased as bare tool on a clearance for around $90. It honestly wasn't worth that. Burnt up the motor assembly after maybe 10 uses.

And, I have no problem with my 18v Ryobi string trimmer and leaf blower. Maybe our tools suck and we're just superior men.

I have the 60V trimmer, grinder, and sawzall. Love them.

As stated a couple above me, you can and will burn up the motor if you’re trimming heavy growth. I burned up my first one trimming the common space area between my fence and our lake. But they only cut the grass once a month or so. Since then, I’ve only used it in my yard that is cut weekly and have had no problems over the last couple years.