MAN is a hinge word: 33 words make a compound in front of it and 5 make one after it, so it can sit in the middle of a chain and hold two compounds together at once.
Each of these makes a compound ending in MAN.
Each of these makes a compound starting with MAN.
MAN is the busiest hinge in this set, mostly as an agent ending: POSTMAN, FIREMAN, CHAIRMAN. Running the other way it is much rarer, which is why MANPOWER, MANHUNT and MANHOLE feel like a short list.
Put any word from the first list in front and any word from the second behind, and you have a three-word chain in which both neighbouring pairs join. Here are some of them.
BAG → MAN → HOLE — bagman and manholeBOAT → MAN → HOOD — boatman and manhoodBOW → MAN → HUNT — bowman and manhuntBUSINESS → MAN → KIND — businessman and mankindCAMERA → MAN → POWER — cameraman and manpowerKEYSTONE is a free daily puzzle built entirely out of chains like these. You get the two ends and have to fill the two words in the middle. Three bridges a day, no account, no cookies.
Each of these has a page like this one. There is also an index of all 60.
AWAY · BACK · BALL · BED · BLACK · BOARD · BOAT · BOOK · BOY · BREAK · CHECK · CROSS · DAY · DOOR · DOWN · FALL · FATHER · FIRE · FOOT · GROUND · GUARD · GUN · HAND · HEAD · HOOD · HOUSE · LAND · LESS · LIFE · LIGHT · LINE · LOAD · MOTHER · NIGHT · OFF · OUT · OVER · PAY · POINT · POST · POWER · ROOM · RUN · SET · SHIP · SIDE · SOME · STEP · SUN · TAKE · TIME · TURN · UNDER · WALK · WARD · WATER · WAY · WOOD · WORK