The roving instructor is a full time job, but it does allow for more home time than if you are attached to a team.

Managers and coaches spend half their time in their home city and half on the road.  Depending on one's family situation you may not see much of your family in-season.  If your wife works, or if your kids are older and maybe playing ball themselves, you might only see them a couple of times per season.  If you can get a job close to your home base it helps.  Fasano's family is in Chicago and no Jays team is near there.  Pete Walker was a coach two years ago for the Fisher Cats.  Walker's family lives in Connecticut, I believe.  Several of the road trips in the EL go into Connecticut and in any event it is not a long drive from New Hampshire to CT.

The minor league roving instructors have a responsibility to all teams.  They usually head to a team and stay for 4-5 days, then leave.  In that time they will observe and instruct players relevant to their area, in Fasano's case the catchers.  But after the 4-5 days they often return home for a couple of days before heading out again.  From April to mid-June (9-10 weeks) Fasano has six groups to cover... the 4 teams, extended spring and the DSL.  He would likely go home for a week after spring training, then spend the next 8 weeks rotating around the six groups.  He may make 2 trips to the higher profile guys like Jimenez and Nessy.

Then in June the roving guys would be in Dunedin to orient the new players.  For July and August the instructors have eight teams to cover, enough time for one visit to each team perhaps.

There is also a looser ambassador type role where the guys go to spring training and then from time to time head out as requested to see teams or players.  Cito Gaston, George Bell and Tony Fernandez have had these roles.  You typically see them in spring training and maybe doing some orientation with new players, such as DSL players, and maybe if requested with a specific player.  But that is a much lesser time commitment.