For fiteen years I've been designing a quarterly forty-page publication (print & online) and numerous other smaller projects for a small city. Now I'm planning to retire in the next six to twelve months. I haven't yet told my client this. How far in advance should I do so? And when/how do I approach the subject of selling them the native InDesign files?
I charge a flat per-page fee for the publication. I've done one major design revision and several smaller ones over the years, for which I've charged additional fees based on my time. When I recently made minor revisions at their request, my liaison said the city didn't want a major change because "if it ain't broke, don't fix it". This leads me to believe the city would like to continue using my design, but it could also mean they don't have it in their budget to pay for a redesign.
However, they recently gave to another design firm an annual poster project that I had always done for years. So they may already have that firm in mind to eventually take over this publication. I have reason to believe that other firm may have extracted some artwork from one of my previous posters (logos that I vectorized from low-res images). This is another can of worms I'm not sure how to deal with, because I don't have any proof of that, except for one of the logos that I designed myself.
Any advice on how to play my cards right and transition into retirement with some extra cash would be appreciated!