I wonder, how long is the path that has to be cleaned? Is it also for a car? Are you good with a path of 1 ft wide. Such a path is easy enough to dig yourself (unless the snow is 2' thick) and kept open by strewing a little salt.
There are also those iron clamps for under your shoes to prevent you from slipping.
Just a few thoughts.

Oh, what a cheap landlord. She/he left it unaddressed and now it has become your problem, as the most responsible person. I have had this happen I put out heavy trash despite that I can't handle it because one person in the building is more disabled than me and the other two strong men are not responsible. I am going to put signs that I will not do it anymore as I have taken my turn. I have taken alternate plans to put by trash elsewhere in the experiment to see if they will do something to care for the trash they make. If your landlord is decent you might let her/him know. I know that I am tired of injuring myself because able-bodied people refuse to notice that the driveway and trash needs care.

I am going to assume you are the tenant, and you are seeking one or more changes in your apartment/house. Don't get into anything from the past ("You promised me X or Y!" type of thing.) There's no point in dredging up the past. Focus on issues/problems, not feelings. Figure out what you want to have changed, and when you meet with that person, simply say: "There are problems in this apartment that I think need to be fixed. These are: X, Y, and Z. Not being able to do A, B, and C because of these problems is a great inconvenience. Could we set a date for when these will be repaired? Could we do Z first (whatever is top priority)?"

Don't apologize for inconveniencing the landlord. If s/he complains, you can simply say, "I realize doing this is not fun, but it IS part of the landlord's responsibility." Don't go off script by much. If you start talking about other issues, you will get sidetracked from your main objective. Silence makes people uncomfortable. If you state your issues and then quietly wait, it may put enough pressure on him/her that THEY will start talking. Or it may just piss them off. Hard to know without more details.

If anything, introverts can get a point across with minimal verbage. Are you thinking of shy introverts? Or that introverts are unassertive? I don't think that's the case.

Are you the landlord or tenant, and what is the issue? I have been a landlord for over 25 yrs

A 2x4 works, if you can't find a baseball bat

I work for my landlord.

yes more details please

Are you the land lord or the tenant?