69 entries under demanding topic. ×

1
troublesome(adjective, hard, tough, severe, difficult)
1
unsparing(adjective, difficult, awkward, thorough)
1
uphill(adjective, great, tough, severe, difficult)
1
wearing(adjective, hard, tough, difficult, awkward)
1
wearisome(adjective, tough, severe, difficult, awkward)
1
wearying(adjective, difficult, awkward, grueling)
0
backbreaking(adjective, difficult, awkward, strenuous)
0
character-building
0
complicated(adjective, difficult, complex, awkward)
0
finicky(tough, thorough, problematic, trying)
0
fussy(hard, tough, difficult, thorough)
0
grim(adjective, tough, problematic, trying)
0
grinding(adjective, difficult, awkward, grueling)
0
grueling(adjective, tough, difficult, awkward, grim)
0
hairy(adjective, difficult, awkward, strenuous)
0
harsh(adjective, thorough, exacting, taxing)
0
involved(adjective, difficult, complex, awkward)
0
mean(adjective, difficult, awkward, strenuous)
0
merciless(adjective, difficult, awkward, grueling)
0
picky(tough, thorough, problematic, trying)
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APASmart Define. (2016). challenging thesaurus. Retrieved September 25, 2026, from https://smartdefine.org/challenging/thesaurus/synonyms
ChicagoSmart Define. 2016. "challenging thesaurus" https://smartdefine.org/challenging/thesaurus/synonyms (accessed September 25, 2026).
HarvardSmart Define 2016, challenging thesaurus, Smart Define, viewed 25 September, 2026, <https://smartdefine.org/challenging/thesaurus/synonyms>.
MLASmart Define. "challenging thesaurus" 2 March 2016. Web. 25 September 2026. <https://smartdefine.org/challenging/thesaurus/synonyms>