import re
rx = r"\$(\d[\d,.]*)[\n\r]+(?:.*[\r\n]+){0,2}Issued\s+on\b"
s = "Delivery Charge $2\nPromo - (FIRST) ($4)\n$1,000.55\nNew Coins earned $5\nIssued on behalf of ......................."
match = re.search(rx, s, re.M)
if match:
print(match.group(1))
aW1wb3J0IHJlCnJ4ID0gciJcJChcZFtcZCwuXSopW1xuXHJdKyg/Oi4qW1xyXG5dKyl7MCwyfUlzc3VlZFxzK29uXGIiCnMgPSAiRGVsaXZlcnkgQ2hhcmdlICQyXG5Qcm9tbyAtIChGSVJTVCkgKCQ0KVxuJDEsMDAwLjU1XG5OZXcgQ29pbnMgZWFybmVkICQ1XG5Jc3N1ZWQgb24gYmVoYWxmIG9mIC4uLi4uLi4uLi4uLi4uLi4uLi4uLi4uIgptYXRjaCA9IHJlLnNlYXJjaChyeCwgcywgcmUuTSkKaWYgbWF0Y2g6CglwcmludChtYXRjaC5ncm91cCgxKSk=