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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

Zalando Wardrobe Assistant

FashionTech

Zalando

A virtual closet feature allowing users to manage their wardrobe failed due to poor usability and lack of integration with Zalando’s main shopping platform.

WHAT WENT WRONG

  • Clunky interface for uploading and organizing wardrobe items

  • Limited connection to product recommendations on Zalando

SIGNALS MISSED

  • User complaints about time-consuming setup processes

  • Low conversion rates for recommended products

HOW COULD THEY HAVE AVOIDED THIS

  • Simplifying wardrobe setup through automation tools

  • Integrating personalized recommendations seamlessly

TEAMS INVOLVED

Product, Design, Engineering, Marketing

Net-a-Porter Style Bot

FashionTech

Net-a-Porter

A chatbot designed to assist customers with styling advice failed due to limited conversational abilities and inaccurate suggestions.

WHAT WENT WRONG

  • Poor natural language processing capabilities

  • Limited data on individual customer preferences

SIGNALS MISSED

  • User complaints about irrelevant or generic style suggestions

  • Low engagement rates with the chatbot feature

HOW COULD THEY HAVE AVOIDED THIS

  • Improving NLP with fashion-specific datasets

  • Training the bot on customer feedback to enhance personalization

TEAMS INVOLVED

Product, AI, Engineering, Customer Success

Stitch Fix Freestyle

FashionTech

Stitch Fix

The standalone shopping experience outside their core subscription model failed to attract users due to poor curation and limited inventory.

WHAT WENT WRONG

  • Weak personalization algorithms compared to the subscription model

  • Inventory limitations preventing a broader product offering

SIGNALS MISSED

  • Low engagement rates for the new feature

  • Feedback from users citing repetitive or irrelevant recommendations

HOW COULD THEY HAVE AVOIDED THIS

  • Gradually expanding inventory to support personalization

  • Conducting A/B tests to refine the shopping experience

TEAMS INVOLVED

Product, AI, Operations, Marketing

Boohoo Sustainability Tracker

FashionTech

Boohoo

A transparency tool aimed at showcasing sustainable practices failed due to limited data and poor credibility among users.

WHAT WENT WRONG

  • Insufficient data to back sustainability claims

  • Poor communication of the tool’s purpose and impact

SIGNALS MISSED

  • User skepticism over vague sustainability metrics

  • Low usage rates among environmentally conscious shoppers

HOW COULD THEY HAVE AVOIDED THIS

  • Partnering with third-party auditors to validate claims

  • Clearly communicating sustainability efforts through the tool

TEAMS INVOLVED

Product, Data, Customer Success, Marketing

Moda Operandi Trunk Show App

FashionTech

Moda Operandi

An app designed to showcase exclusive runway collections failed due to technical glitches and poor user engagement.

WHAT WENT WRONG

  • Frequent app crashes during live trunk shows

  • Limited engagement features for high-end customers

SIGNALS MISSED

  • Customer complaints about technical issues during live events

  • Low app retention rates among luxury shoppers

HOW COULD THEY HAVE AVOIDED THIS

  • Stress-testing the app for live event stability

  • Adding engagement features like chat or exclusive previews

TEAMS INVOLVED

Product, Engineering, Marketing, QA

Glossier Community Commerce Platform

FashionTech

Glossier

A platform aimed to blend social media with e-commerce but failed to gain traction due to limited functionality and technical bugs.

WHAT WENT WRONG

  • Poorly executed social commerce features

  • Lack of seamless integration with Glossier’s main e-commerce platform

SIGNALS MISSED

  • Feedback from users citing difficulty navigating the platform

  • Low conversion rates compared to direct website traffic

HOW COULD THEY HAVE AVOIDED THIS

  • Partnering with influencers to drive early adoption

  • Iterating the platform based on real-world user feedback

TEAMS INVOLVED

Product, Engineering, Design, Marketing

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