Dichter was adopted by a Jewish family and attended the Associated Hebrew Schools of Toronto and the York Mills Collegiate Institute.

[9][7] His platform focused on budgets, infrastructure, transit, a desire to avoid partisanship politics,[9] and a specific ambition to create affordable low-rise housing.

[16] He won 5,478 votes, ranking third, behind winner Liberal Julie Dabrusin and runner up New Democratic Parity incumbent Craig Scott.

[19][20] On 13 June 2016, Dichter and members of LGBTory attended a vigil in Toronto for the victims of the Orlando nightclub shooting; later criticizing some political and activist attendees, for hijacking the event.

[27] A superior court ruling on a Mareva injunction motion, resulted in the freezing of accounts holding donated funds.

[29] Dichter described his general views that align with the convoy in testimony at the Public Order Emergency Commission (POEC) in November 2022.

[33] He has self-published the book Honking for Freedom: The Truckers Convoy that Gave us Hope that was co-written with former journalist John Goddard.

[1] At the end of 2023, Dichter remained a named defendant in a $300 million class-action lawsuit launched by Ottawa residents.

[1] Dichter promotes use of Bitcoin,[24] including during the Ottawa protest[34] and afterwards, speaking about use of cryptocurrency to keep crowdsourced donations outside of government control.

[38] He has criticized Pride Toronto for banning police, describing it as having gone "full circle from being a civil rights cause to a celebration to a form of regressive left political weaponry".