I have been in a multi-year process of transitioning my wardrobe from a mix of formal and business casual corporate attire to a casual and WFH optional mix. I just did my switch from Not Summer to Summer clothing and did my usual item by item review to take out pieces in bad condition. After the review I did a piece count and realized I am now down to a workable number of Not Summer pieces, with just a handful of pants from the business casual era still to wear out. I am also close to wearing out the last of my boring sweater collection! For Summer, I am in a similar situation! It took just a few years to make the switch and in the interim I didn’t bin serviceable pieces, but instead remixed them. If you are in a similar transition, I think it may be helpful to make slow changes and see how it goes.