ups Perhaps instead of sitting down and telling your DH what you want, which might result in him feeling threatened by your new assertiveness, you could try a collaborative approach.
Ask him if he would like to do a SWOT analysis with you.
What this means is that together you look at what your situation might be when he has retired, and work out:
The Strengths - what might be the good things
The Weaknesses - what might be difficult
The Opportunities - what you might be able to do that you can’t do now
The Threats - what could happen that might be to your disadvantage or detriment.
This is a non-confrontational approach and you might be surprised at what you learn about each other’s feelings.
Good luck.
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