54 entries under problematical topic. ×

1
difficile(adjective, tough, severe, difficult, awkward)
1
distressing(adjective, difficult, awkward, demanding, grueling)
1
fatiguing(adjective, difficult, awkward, demanding, grueling)
1
heavy(adjective, tough, severe, difficult, awkward)
1
herculean(adjective, tough, severe, difficult, awkward)
1
intricate(adjective, tough, severe, difficult, awkward)
1
irksome(adjective, difficult, awkward, demanding, strenuous)
1
knotty(adjective, difficult, complex, awkward, demanding)
1
labored(adjective, great, tough, severe, difficult)
1
murder(adjective, great, tough, difficult, terrible)
1
operose(adjective, tough, severe, difficult, awkward)
1
testing(adjective, tough, difficult, awkward, grim)
1
tiring(adjective, tough, difficult, awkward, grim)
1
troublesome(adjective, hard, tough, severe, difficult)
1
unsparing(adjective, difficult, awkward, thorough, demanding)
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, demanding, grueling)
0
backbreaking(adjective, difficult, awkward, demanding, strenuous)
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APASmart Define. (2016). challenging thesaurus. Retrieved September 23, 2026, from https://smartdefine.org/challenging/thesaurus/synonyms
ChicagoSmart Define. 2016. "challenging thesaurus" https://smartdefine.org/challenging/thesaurus/synonyms (accessed September 23, 2026).
HarvardSmart Define 2016, challenging thesaurus, Smart Define, viewed 23 September, 2026, <https://smartdefine.org/challenging/thesaurus/synonyms>.
MLASmart Define. "challenging thesaurus" 2 March 2016. Web. 23 September 2026. <https://smartdefine.org/challenging/thesaurus/synonyms>