The media are testing the new NDP leader (as is their proper function) & this is especially noticeable given the largely free ride they gave him during the leadership campaign.

This will be especially challenging in light of the strong media challenges the both Scheer & Trudeau currently face.

The real challenge that Singh faces (one that by its nature will be very difficult) is to facilitate the negotiation of practical, common ground policies that unify the various factions within the NDP over issues such as resource development vs the environment & public attitudes towards new Canadians from exotic (as seen by many NDP supporters) backgrounds.  

Alienation of potential supporters in Alberta, Saskatchewan, small-town Quebec & the Interior of BC in order to solidify NDP support in urban centres across Canada is a consequence to be avoided or minimized if at all possible (& not casually accepted as a short-term expediency).