an old dog for a hard road
challenge
pull teeth
bring off
difficulty level
hard
boil the ocean
enmesh
mission impossible
queer someone's pitch
hard yards
hardpressed
hash out
lightning in a bottle
over the river and through the woods
task
hard going
throe
daunting
snorter
catch a cold
adroitly
pain point
megachallenge
make hard work of
induration
skittish
rough sledding
overchallenge
difficulty
hard time
trouble
difficultate
arduous
laborious
gotcha
superchallenge
mire
tall
entangled
conquest
pull someone's chestnuts out of the fire
hard-won
hard sledding
hard-set
up a gum tree
have a mountain to climb
difficult
challengingly
pull off
ambitious
rise
formidability
doo-doo
kysolamniphic
put a hurt on
toughness
challenging
tough sledding
resource
testing
eke out
torrid
make the best of a bad bargain
bad boy
counseling
torfer
mountain
come to grips
get into trouble
mean
snookered
counterdifficulty
arduously
trickiness
pragmatist
old college try
lean into
head trip
hard as nails
trying
problem
crucible
run for one's money
killer
skate by
time-consuming
ingenuity
Herculean
up the ante
wherewithal

English words for 'It takes an experienced person to execute a difficult undertaking.'

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