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First, I’d never step in on my mom’s projects/plans unless she asked. At 90 she is still lucid and fiercely independent. It would insult her if I did.
That said, I have a friend who bought and renovated a condo in the Marina towers in Chicago. All the barriers you mention (he didn’t live near Chicago, uses it as a crash pad). He talked to other owners who were or just had remodeled, got their contractors/subs and hired as needed. Those folks knew the ins and outs of the building (structure, HOA, palms to grease, etc). Cost him a few 100s to get the doorman and others to look away occasionally, but got the job done pretty quickly and very well. If you can’t do it yourself, look for people with experience and good references in her building.
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