Given the relative scarcity of research focusing on non-rescue sighthound behavior, the present exploratory study aimed to investigate the presence of, and factors associated with, behavioral complaints and owner satisfaction in Italian greyhounds and whippets, using an online questionnaire. Some other behavioral characteristics (such as being challenging, gentle, or reliable), deemed likely to be important for satisfaction and/or cited in the breed standards, were likewise analyzed, and possible predictors of owner satisfaction with the dogs were investigated. The survey yielded answers for 326 dogs (164 whippets, 162 Italian greyhounds) given by a convenience sample of 268 caretakers. Compared to whippets, Italian greyhounds were reported more often to show aggressive behavior toward people (11.7% vs. 4.9%, P < 0.05), fear of people (13.6% vs. 6.1%, P < 0.05) and of dogs/other animals (10.5% vs. 2.4%, P < 0.001), separation distress (29.8% vs. 19.1%, P < 0.05) and house soiling (43.7% vs. 11.1%; P < 0.001) and less often to show predatory behavior (56.2% vs. 79.9%, P < 0.001). Age of the dog was the most often significant predictor among those studied, with older dogs being reported as showing less fear of people (P < 0.001), fear of dogs/other animals (P < 0.01), predatory behavior (P < 0.05), “disobedience/lack of cooperation” (P < 0.001), and “miscellaneous other issues” (P < 0.01). Intact females were reported as to be less challenging/demanding (P < 0.010), and to show stereotypies less often (P < 0.001) than other dogs. Dogs being scored the maximum score on satisfaction-related questions were associated with them being reliable, not challenging, and not being reported as showing out-of-context fear of other dogs and other animals (all P < 0.05).