Revenue trajectory is the headline question
Pull five years of revenue by category. Newspapers report several distinct revenue streams: print advertising, digital advertising, subscriptions, classifieds, legal notices, commercial printing, events. Look at the trajectory of each line over five years. If print is declining 10–15% annually and digital isn't growing fast enough to compensate, you're buying a business in structural decline. If diversified revenue is stable or growing, the business has a future.