import re

regex = r"\b([A-Z]+(?:[^\S\r\n]+[A-Z]+)*):[^\S\r\n]+([A-Z0-9].*?(?= [A-Z]|$))"
test_str = "COMPANY NAME:   Ruff name of company TYPE OF EVENT: Party NOTIFIED DATE: 1/27/20   COMPANY NAME: Company2/CPT TYPE OF EVENT: Fire NOTIFIED DATE: 1/31/20"
matches = re.finditer(regex, test_str)
items = [];

for matchNum, match in enumerate(matches, start=1):
	items.append(match.group(1))
	items.append(match.group(2))
	
print(items)