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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

Bonobos Guideshop Appointments

RetailTech

Bonobos

The app-based appointment booking system for in-store consultations failed due to technical bugs and poor usability.

WHAT WENT WRONG

  • Technical glitches in the booking process

  • Lack of integration with in-store schedules

SIGNALS MISSED

  • Customer complaints about failed or missed appointments

  • Low booking rates despite marketing efforts

HOW COULD THEY HAVE AVOIDED THIS

  • Testing the app with real users before launch

  • Integrating the tool with in-store systems for real-time updates

TEAMS INVOLVED

Product, Engineering, Customer Success, Operations

Google Express

RetailTech

Google

A delivery service designed to compete with Amazon Prime failed due to a limited selection and poor user experience.

WHAT WENT WRONG

  • Weak partnerships with retailers for inventory

  • Lack of differentiation from competitors

SIGNALS MISSED

  • Customer feedback highlighting limited product selection

  • Low repeat usage by early adopters

HOW COULD THEY HAVE AVOIDED THIS

  • Expanding retailer partnerships to diversify inventory

  • Offering unique benefits to attract and retain customers

TEAMS INVOLVED

Product, Operations, Sales, Marketing

Shopify AR (Augmented Reality)

RetailTech

Shopify

Augmented reality tools for e-commerce failed to gain traction due to high costs for merchants and limited consumer interest.

WHAT WENT WRONG

  • Overestimating merchant and consumer readiness for AR

  • Lack of easy integration with existing Shopify stores

SIGNALS MISSED

  • Low adoption rates by Shopify merchants

  • Feedback from merchants about the complexity of implementation

HOW COULD THEY HAVE AVOIDED THIS

  • Simplifying AR integration for merchants

  • Offering AR features for free to incentivize adoption

TEAMS INVOLVED

Product, Engineering, Design, Marketing

IKEA Virtual Reality Showroom

RetailTech

IKEA

VR-based showroom failed to resonate with users due to a clunky interface and limited utility for online shoppers.

WHAT WENT WRONG

  • Poor VR experience with technical glitches

  • Limited integration with the e-commerce platform

SIGNALS MISSED

  • Low engagement rates during initial tests

  • Feedback highlighting difficulties navigating the VR platform

HOW COULD THEY HAVE AVOIDED THIS

  • Improving the interface through iterative user testing

  • Expanding the VR platform’s functionality for online shoppers

TEAMS INVOLVED

Product, Design, Engineering, Marketing

Macy’s Beacon Technology

RetailTech

Macy’s

In-store beacons aimed to improve personalized shopping experiences but failed due to low consumer engagement and technical glitches.

WHAT WENT WRONG

  • Poor implementation of beacon technology in stores

  • Limited consumer interest in location-based notifications

SIGNALS MISSED

  • Feedback from customers citing intrusive or irrelevant notifications

  • Low activation rates for the mobile app

HOW COULD THEY HAVE AVOIDED THIS

  • Refining notification algorithms to prioritize relevance

  • Testing consumer interest in specific use cases before scaling

TEAMS INVOLVED

Product, Marketing, Engineering, Operations

Target Canada Inventory Software

RetailTech

Target

Poorly implemented inventory management software led to stock issues and contributed to Target’s exit from Canada.

WHAT WENT WRONG

  • Weak inventory tracking and supply chain integration

  • Limited testing before full deployment

SIGNALS MISSED

  • Stores consistently reported stock mismatches

  • Customer complaints about unavailable items

HOW COULD THEY HAVE AVOIDED THIS

  • Gradual rollout with rigorous testing in select stores

  • Better alignment of supply chain data with inventory systems

TEAMS INVOLVED

Product, Engineering, Operations, Customer Success

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