Podcast discussion: Texted an old quote list and closed $100K

The 270-lead example raises a question I'm trying to validate with contractors:

If you have a large old quote list, how do you decide which 5–10 leads are actually worth re-engaging first?

Do you simply contact the whole list, or do you prioritize using things like quote age, value, previous engagement and notes?

I'm trying to understand whether prioritizing old quotes is a real workflow problem or whether existing follow-up automation already makes it unnecessary.