Hillary will not win if she runs in 2020. No "ifs" or "buts" about it.
Her end-game strategy for the 2016 election left her far too muddied, and the DNC is still running damage control on the exposure to their own corruption. She lacks the strength within her own party to make a second push; the DNC will have no choice but to pick someone new for their 2020 nominee. That's just the truth of things.