Johnson appointed him because he’s a sucker for the punchy sound bite. Take Back Control and all that ensued with his half-hearted Brexit leadership. He certainly preferred sound bites and lies to presenting detailed joined-up policies that required effort. Then, when he won the vote, accidentally and unfortunately in his mind, he could not follow through and spent the next three years undermining Theresa May instead. And Cummings next idea for his 2019 election campaign was another punchy sound bite.
Cummings has been partly responsible (the electorate also, though!) for two of the most damaging events in our recent history of the last 30 years... Brexit and Johnson as PM. imho.
What kompromat does the Kremlin have on Bozo? Plenty I think, from his years in Brussels.