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What Went Wrong...

Examining the missteps of various software products across industries reveals common pitfalls that can derail even the most promising innovations. From inadequate market research and poor user experience design to insufficient testing and failure to adapt to technological advancements, these challenges underscore the importance of thorough planning and execution. The following section outlines specific cases, offering insights into how these factors contributed to their downfall and the lessons that can be gleaned to inform future endeavors.

Available Lessons:

200

Snapchat Self-Serve Ad Manager (Early Versions)

AdTech

Snap Inc.

The early versions of the self-serve ad tool faced technical bugs and lacked advanced features for advertisers.

WHAT WENT WRONG

  • Limited targeting options compared to competitors like Facebook

  • Technical bugs in the ad creation process

SIGNALS MISSED

  • High support requests due to technical issues

  • Advertiser feedback highlighting missing features

HOW COULD THEY HAVE AVOIDED THIS

  • Conducting extensive beta testing with key advertisers

  • Expanding targeting and reporting functionalities

TEAMS INVOLVED

Product, Engineering, Customer Success, Marketing

Twitter Promote Mode

AdTech

Twitter

A subscription-based ad service failed due to lack of customization and poor ROI for advertisers.

WHAT WENT WRONG

  • One-size-fits-all approach to ad targeting

  • Limited control for advertisers over audience and content

SIGNALS MISSED

  • Negative feedback about poor ROI and low engagement

  • Low subscription renewal rates among advertisers

HOW COULD THEY HAVE AVOIDED THIS

  • Offering more targeting flexibility and customization

  • Testing with pilot users before full-scale release

TEAMS INVOLVED

Product, Engineering, Sales, Customer Success

Rocket Fuel AI Ad Optimization

AdTech

Rocket Fuel

Promised to optimize ad delivery with AI but faced criticism for delivering low-quality placements and lack of transparency in how AI worked.

WHAT WENT WRONG

  • Weak AI algorithms that prioritized volume over quality

  • Lack of transparency about AI decision-making processes

SIGNALS MISSED

  • Complaints about low-quality ad placements

  • Declining ROI for advertisers using the platform

HOW COULD THEY HAVE AVOIDED THIS

  • Testing AI with real-world campaigns before scaling

  • Providing transparency into how ad optimization decisions were made

TEAMS INVOLVED

Product, Engineering, AI, Sales

Yahoo Gemini

AdTech

Yahoo

A native advertising platform that failed to gain traction due to limited reach and poor targeting capabilities.

WHAT WENT WRONG

  • Weak ad targeting algorithms

  • Poor user interface for campaign management

SIGNALS MISSED

  • Low advertiser engagement compared to competitors

  • Rising customer complaints about poor targeting accuracy

HOW COULD THEY HAVE AVOIDED THIS

  • Improving algorithmic precision for ad delivery

  • Enhancing the platform’s usability for advertisers

TEAMS INVOLVED

Product, Engineering, Marketing, Sales

AppNexus Video Ad Server

AdTech

AppNexus

Struggled to compete in the video ad market due to limited features and unreliable ad serving for large campaigns.

WHAT WENT WRONG

  • Technical instability during video ad delivery

  • Failure to match advanced features offered by Google Ad Manager

SIGNALS MISSED

  • Reports of glitches in video playback and delivery

  • Customer churn to competitors offering more robust tools

HOW COULD THEY HAVE AVOIDED THIS

  • Ensuring stable ad delivery infrastructure before launch

  • Adding advanced video targeting and reporting features

TEAMS INVOLVED

Product, Engineering, QA, Customer Success

Facebook Attribution Tool

AdTech

Facebook (Meta)

Struggled to provide accurate attribution insights due to limited cross-platform tracking capabilities.

WHAT WENT WRONG

  • Overreliance on Facebook-centric data without integrating third-party platforms

  • Poor accuracy in multi-touch attribution

SIGNALS MISSED

  • Advertisers reported discrepancies in attribution data

  • Low adoption rates among large agencies

HOW COULD THEY HAVE AVOIDED THIS

  • Building stronger cross-platform tracking capabilities

  • Collaborating with third-party platforms for attribution models

TEAMS INVOLVED

Product, Data, Marketing, Customer Success

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