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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

Zumper Instant Apply

PropTech

Zumper

The feature to simplify rental applications failed due to technical bugs and poor adoption by landlords.

WHAT WENT WRONG

  • Technical glitches in the application process

  • Limited landlord participation in the program

SIGNALS MISSED

  • High user complaints about failed application submissions

  • Low participation rates among landlords

HOW COULD THEY HAVE AVOIDED THIS

  • Fixing technical issues before scaling

  • Offering incentives to landlords to adopt the feature

TEAMS INVOLVED

Product, Engineering, Customer Success, Marketing

Redfin Concierge Service

PropTech

Redfin

Aimed to help sellers prepare homes for sale, but failed due to high costs and limited customer adoption.

WHAT WENT WRONG

  • Inefficient processes for home preparation

  • Poor marketing of the service’s benefits to homeowners

SIGNALS MISSED

  • Low adoption rates in pilot markets

  • Negative feedback about the service’s cost-effectiveness

HOW COULD THEY HAVE AVOIDED THIS

  • Streamlining processes to reduce operational costs

  • Highlighting case studies to demonstrate ROI for sellers

TEAMS INVOLVED

Product, Operations, Marketing, Sales

Opendoor Rental Platform

PropTech

Opendoor

Aimed to simplify the rental process but faced challenges due to poor property inventory management and tenant dissatisfaction.

WHAT WENT WRONG

  • Weak backend systems for managing rental inventory

  • Limited focus on tenant experience and support

SIGNALS MISSED

  • High tenant complaints about delayed responses and issues with listings

  • Feedback from landlords about poor visibility into rental activity

HOW COULD THEY HAVE AVOIDED THIS

  • Building robust inventory management tools

  • Creating a tenant-focused support team to resolve issues quickly

TEAMS INVOLVED

Product, Engineering, Customer Success, Operations

Knotel Property Matching Software

PropTech

Knotel

Aimed at matching businesses with flexible office spaces, the tool failed due to limited inventory and poor search functionality.

WHAT WENT WRONG

  • Lack of robust property database

  • Poor UX for businesses searching for spaces

SIGNALS MISSED

  • Low engagement rates during search queries

  • Feedback highlighting difficulty finding relevant spaces

HOW COULD THEY HAVE AVOIDED THIS

  • Expanding inventory partnerships before launching

  • Conducting UX testing to simplify the search process

TEAMS INVOLVED

Product, Engineering, Design, Sales

Airbnb Plus

PropTech

Airbnb

The premium property listing service aimed at high-end travelers struggled due to inconsistent quality standards and lack of clear differentiation from regular listings.

WHAT WENT WRONG

  • Poorly enforced quality control for premium properties

  • Confusion among users about the value of Airbnb Plus

SIGNALS MISSED

  • Complaints from travelers about properties not meeting promised standards

  • Low conversion rates for listings upgrading to Airbnb Plus

HOW COULD THEY HAVE AVOIDED THIS

  • Establishing stricter quality checks for Plus properties

  • Communicating the unique value of the service more effectively

TEAMS INVOLVED

Product, Operations, Marketing, Customer Success

Compass AI Pricing Tool

PropTech

Compass

The AI-powered tool to suggest property prices failed due to inaccurate predictions and lack of transparency in the model.

WHAT WENT WRONG

  • Weak AI model training and limited data inputs

  • Lack of explainability in how price suggestions were generated

SIGNALS MISSED

  • Agent complaints about irrelevant or misleading price suggestions

  • Declining trust among real estate professionals

HOW COULD THEY HAVE AVOIDED THIS

  • Training AI models with diverse, high-quality datasets

  • Adding transparency features to explain pricing logic

TEAMS INVOLVED

Product, AI, Data, Customer Success, Marketing

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