Farmaajo's reelection prospects will be determined two factors should he seek a second term:
1. Will Qatar's bankroll his reelection bid? Given the ongoing security situation in the South and fragile political institutions in place, I would be surprised to see 1M1V election carried out in 2020. Another round of bribing and clan coalitions will decide who the next president is. The venue by default is the Airport hangar. Damul Jadid and other prominent politicians(Cumar Cabdirashid, Sheekh Shariif, etc) will receive heavy backing from the Saudi/UAE Axis, Qatar will back its preferred candidate recommended by their middleman Fahad Yasin. Qatar backed Hassan Sheekh in 2012 before opting to support and finance Farmaajo's election in 2016.
2. Will Kheyre return as his Prime Minister? Kheyre is the ultimate opportunist. He was working with Hassan Sheikh's campaign team prior to being appointed PM by Farmaajo so it wouldn't surprise me if his ambition for this upcoming election is to break away from Farmaajo to seek the highest office. If he does win, I believe he will appoint the current planning minister Jamal Hassan as his PM.