Since a week and nobody answer, I may try to ask again with more detail.
After the ''Country Road'' event, MC saved Roland, Edumnd and Lenny, after that MC met Roland and Edumnd in Bernard's shop when offered help but did not met Lenny anymore.
Until I tried to trigger the rework gloryhole event in farmstead, and it said MC can seek help from Lenny, when I choose to track Lenny in Bareshade and Lenny said he don't remember MC.
So I tried ''offer help in Bernard's shop'' again several times, but it still just Roland and Edumnd visited the shop.
Would Lenny visit Bernard's shop? Or MC have to meet him somewhere else first (after the ''Country Road'' event)?
Or the ''don't remember'' dialogues is a fixed plot, when choose to track Lenny, he always said don't remember MC?