Join us Dec. 1-3 in Nashville for the Digiday Programmatic Marketing Summit
The Internet has long faced a problem. Consumer attention continues to shift to it, yet ad dollars from brands have lagged. The big reason for this is the Web’s fragmentation. That causes high transaction costs and a feeling from advertisers their ads will appear in bad places. Unfortunately, bad placements still occur. Each week we’ll feature a particularly unfortunate placement. This week’s winner is Citibank and Groupon, both of which were fortunate enough to appear with (now former) Rep. Anthony Weiner’s lewd photos on TMZ.com. Probably not the placement a brand like Citibank wants.

More in Media
Yahoo becomes first licensee of ‘Spotify-like’ collective AI content licensing model
Yahoo is the first licensee of the Internet Licensing Collective, offering publishers a new way to get paid for content used in AI search.
Media Briefing: The IAB finds AI measurement standards elusive for publishers amid platform data gaps
The IAB’s new AI attribution framework promises to standardize measurement, but a lack of platform data leaves much of AI’s impact invisible.
TwitchCon is at a crossroads as creators question its value
Ahead of TwitchCon 2026, brands and creators weigh in on if the platform’s big IRL event is worth the cost and potential safety issues.