Pondering the Fourth Gospel has clarified that the extreme importance placed on Jesus being 'without sin' is either misleading or an error.
Jesus being without sin means that his motivations, thoughts and actions - what he did, was wholly aligned with the Father's will. Thus, sin would be to be unaligned-with, opposed-to, God's creation and God's intentions.
This was intrinsic to Jesus's work, because he was sent by the Father and was faithful to his mission; but it is an unhelpful error to make this be about sinlessness - the idea of sinlessness seems to come from an inappropriate focus on the need for a perfect sacrificial animal in the ancient Hebrew religion - an equation is made between the sacrificial lamb being, ideally, a perfect example of its species, and Jesus being a similarly perfect example of our species - to make the sacrifice effective.
To put this interpretation at the centre of explaining the work of Jesus is to grasp the wrong end of the stick, and to refuse to let-go.
The Fourth Gospel is clear that the main thing about Jesus was his identity: who he was. It was not about what he did, but who he was.
What Jesus actually did was to prove his identity (by various means - miracles, testimony, fulfilment of prophecy) and to confront a lot of different people, in a lot of situations - and confront them usually in a confrontational manner! Just read the gospel: in almost every reported interaction, Jesus is dominant, distinctly sharp-tongued, accusing and convicting.
Most often, indeed Jesus is distinctly scathing in his comments to others!... Dismissive of the real motivations of the five thousand whom he fed, mocking about the dishonesty the Samaritan Woman, short-tempered with those who asked the same question more than once, and accusing the Pharisees of serving Satan.
Jesus went around hurting people's feelings all the time - even his disciples. The put-downs of Simon Peter are extreme, Nathanael is greeted with sarcasm, 'Doubting Thomas' is shamed...
Jesus does not seem to have been going around Being-perfect and Not-sinning; but going around proving his identity, his love; and stating what this meant for us - what people needed to do about him.
Note added: It seems to me that, from the Fourth Gospel; someone at the time - an informed and reliable witness, if asked about Jesus and 'what is he like?' surely would never had summarised him by emphasising negative-qualities such as 'he is without sin' or 'he is perfect'... He would have talked of positive and dynamic attributes such as Jesus's natural authority, power, wisdom... the way he said and did surprising things which were then recognised as exactly right...