import re
regex = r"\d{2}\/\d{2}\/\d{2}(?:(?!\d{2}\/\d{2}\/\d{2}).)*string(?:(?!string|\d{2}\/\d{2}\/\d{2}).)*\d{2}\/\d{2}\/\d{2}"
test_str = """01/20/20\n\n"
"string\n\n"
"01/21/20\n\n"
"01/20/20\n\n"
"this isn't the phrase you're looking for\n\n"
"01/21/20\n\n"
"string"""
print(re.findall(regex, test_str, re.DOTALL))
aW1wb3J0IHJlCgpyZWdleCA9IHIiXGR7Mn1cL1xkezJ9XC9cZHsyfSg/Oig/IVxkezJ9XC9cZHsyfVwvXGR7Mn0pLikqc3RyaW5nKD86KD8hc3RyaW5nfFxkezJ9XC9cZHsyfVwvXGR7Mn0pLikqXGR7Mn1cL1xkezJ9XC9cZHsyfSIKCnRlc3Rfc3RyID0gIiIiMDEvMjAvMjBcblxuIgoJInN0cmluZ1xuXG4iCgkiMDEvMjEvMjBcblxuIgoJIjAxLzIwLzIwXG5cbiIKCSJ0aGlzIGlzbid0IHRoZSBwaHJhc2UgeW91J3JlIGxvb2tpbmcgZm9yXG5cbiIKCSIwMS8yMS8yMFxuXG4iCgkic3RyaW5nIiIiCgkKcHJpbnQocmUuZmluZGFsbChyZWdleCwgdGVzdF9zdHIsIHJlLkRPVEFMTCkp