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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

ASOS AR Try-On Tool

FashionTech

ASOS

An augmented reality tool to let users virtually try on clothing failed due to poor usability and limited realism in its outputs.

WHAT WENT WRONG

  • Poor accuracy in virtual try-on sizing and fit

  • Limited device compatibility for users

SIGNALS MISSED

  • Negative user feedback about the accuracy of try-ons

  • Low engagement rates compared to other product features

HOW COULD THEY HAVE AVOIDED THIS

  • Refining AR algorithms for better accuracy in sizing

  • Conducting usability testing across a broader range of devices

TEAMS INVOLVED

Product, Engineering, Design, Marketing

Rent the Runway Unlimited (Early Versions)

FashionTech

Rent the Runway

The subscription service struggled with inventory management and fulfillment delays, leading to customer dissatisfaction.

WHAT WENT WRONG

  • Poor backend systems for tracking inventory and logistics

  • Inability to meet demand spikes during peak seasons

SIGNALS MISSED

  • Customer complaints about delayed shipments and availability

  • High churn rates among subscribers

HOW COULD THEY HAVE AVOIDED THIS

  • Investing in robust inventory management software

  • Scaling operations gradually with proper forecasting

TEAMS INVOLVED

Product, Operations, Customer Success, Engineering

J.Crew Mobile Checkout

RetailTech

J.Crew

A mobile checkout system was discontinued due to technical bugs and low adoption by in-store staff.

WHAT WENT WRONG

  • Technical issues during payment processing

  • Resistance from store employees to adopt the system

SIGNALS MISSED

  • Reports from staff about unreliable functionality

  • High customer frustration with failed transactions

HOW COULD THEY HAVE AVOIDED THIS

  • Conducting usability testing with store staff before launch

  • Offering better training and support for employees

TEAMS INVOLVED

Product, Engineering, Customer Success, Operations

Farfetch Curate AI

FashionTech

Farfetch

An AI-driven personalization feature failed to resonate with users due to poor recommendations and a lack of transparency in the algorithm.

WHAT WENT WRONG

  • Weak AI model training on diverse fashion preferences

  • Lack of explainability for how recommendations were made

SIGNALS MISSED

  • Low engagement rates with recommended items

  • User feedback about irrelevant or repetitive suggestions

HOW COULD THEY HAVE AVOIDED THIS

  • Testing AI models with real customer data before scaling

  • Adding options for users to customize recommendations

TEAMS INVOLVED

Product, AI, Engineering, Customer Success

Nordstrom Personal Stylist App

RetailTech

Nordstrom

The app, designed to connect customers with in-store stylists, failed due to low engagement and poor scheduling functionality.

WHAT WENT WRONG

  • Weak user interface for booking appointments

  • Poor integration with stylist availability

SIGNALS MISSED

  • Low adoption rates among customers and stylists

  • Feedback about scheduling errors and app crashes

HOW COULD THEY HAVE AVOIDED THIS

  • Conducting iterative testing with both customers and stylists

  • Streamlining scheduling workflows for better usability

TEAMS INVOLVED

Product, Design, Customer Success, Operations

Memory Mirror

RetailTech

Neiman Marcus

A smart mirror that allowed customers to try on clothes virtually failed due to high costs and low adoption.

WHAT WENT WRONG

  • Poor ROI for the high-cost technology

  • Limited consumer interest in the in-store experience

SIGNALS MISSED

  • Low customer engagement with the mirror

  • Complaints from stores about the cost-to-benefit ratio

HOW COULD THEY HAVE AVOIDED THIS

  • Testing with a larger audience to gauge interest

  • Offering lower-cost versions for wider rollout

TEAMS INVOLVED

Product, Operations, Marketing, Design

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