SC

Company Case Studies

Why customers chose or rejected these companies, and what shaped their results. 188 histories connected to the strategy canon.

Allbirds

Consumer commerceLost

Allbirds made a distinctive wool shoe easy to recognize, but expansion beyond its core customers failed to sustain the business before a footwear asset sale.

Resource allocation

Anthropic

Enterprise software · Digital Product DevelopmentOutcome not yet determined

Anthropic made improving models available through enterprise buying channels, then brought Claude Code into the developer workflow.

Usage-Based Pricing

Appian

Enterprise software · Digital Product DevelopmentPartial win

Appian used customer projects to build a software business, then had to escape their pull

End-to-End Workflow

Booking Holdings

Travel and accommodationWinner

Booking paired an easy hotel offer with a booking engine that converted demand well enough to keep buying more of it.

Aggregator Strategy

Box

Enterprise softwarePartial win

Box made simple sharing acceptable to the enterprise buyer

Casper

Consumer commerceLimited outcome

Casper made mattress buying easier with a narrow offer and a home trial, but the cost of selling and expanding kept it unprofitable before its sale.

Free TrialDistribution Partnerships

Chewy

Consumer commerceWinner

Chewy paired pet-specific service with routine replenishment, then built the fulfillment capacity to keep customers ordering.

Focus Strategy

Cloudera

Enterprise software · Cloud infrastructure · IT Infrastructure & OperationsWinner

Cloudera made Hadoop usable for enterprises. Cloud services then weakened the platform those customers had standardized on.

Professional Services

Cursor

Enterprise software · Digital Product DevelopmentWinner

Cursor controlled the editor to make AI changes easier to use. Rapid adoption exposed the cost of relying on outside models.

Usage-Based Pricing

Datavant

B2B Health TechOutcome not yet determined

Datavant made fragmented patient records easier to connect, then combined its software with Ciox’s provider relationships to reach the records themselves.

Component Specialization

Despegar

Travel and accommodationPartial win

Despegar made regional travel inventory easier to buy with local service and payment options.

Embedded Finance

Dun & Bradstreet

Enterprise softwarePartial win

Dun & Bradstreet made distant businesses easier to assess, then embedded a shared business identifier in customer systems; that position did not guarantee growth.

Switching costs

Dynatrace

Enterprise software · Cloud infrastructure · IT Infrastructure & OperationsWinner

Dynatrace rebuilt monitoring around automatic discovery, then used its enterprise customer base to move the new platform into production.

End-to-End Workflow

Earnest

Consumer financeLimited outcome

Earnest priced loans from young borrowers' bank data and let them choose their payment, but it chased the same graduates as a far better-funded SoFi and sold to Navient for less than half its 2015 valuation.

Personalization

Equifax

Enterprise software · B2B FintechWinner

Equifax extended its credit bureau with payroll verification, making access to regularly refreshed records a separate source of customer value.

M&A Strategy

Expedia

Travel and accommodationWinner

Expedia put booking in travelers’ hands, moved into hotel economics, and built a second distribution business through partners.

Democratize the Expert Task

Farfetch

Consumer commerceLost

Farfetch brought boutique inventory to global shoppers, but expansion and funding needs ended the independent company in an asset rescue.

M&A Strategy

GitLab

Cloud infrastructure · Digital Product DevelopmentWinner

Free open source GitLab, run behind company firewalls, grew into one application for shipping software, sold upward from developers to their bosses and, after Microsoft bought GitHub, to enterprises that wanted a vendor tied to no cloud.

Freemium ModelEnd-to-End WorkflowProduct-Led Sales

Greenhouse

Enterprise software · HR TechPartial win

Greenhouse made structured interviews part of the hiring workflow, but had to learn how to sell beyond early adopters.

End-to-End Workflow

Instructure

Enterprise software · HR TechPartial win

Canvas made institutional learning software easier to adopt; Bridge tested how far that approach could travel into employee training.

Ease of UseSwitching costs

IQVIA

Enterprise software · B2B Health TechWinner

IQVIA combined IMS’s health data with Quintiles’ trial operations, giving drugmakers one supplier for choosing where to run studies and carrying them out.

Switching costs

Iterable

Enterprise software · GTM TechnologyOutcome not yet determined

Iterable helped marketers turn customer data into campaigns, then expanded the channels and connections around that work.

Focus StrategyEnd-to-End Workflow

JFrog

Enterprise software · Cloud infrastructure · Cybersecurity · Digital Product DevelopmentWinner

JFrog used the artifact repository to earn a larger role in software delivery

Developer-First Strategy

Kabbage

Consumer finance · B2B FintechPartial win

Kabbage used connected business data to speed up small-business lending, then split between an acquired technology business and a troubled loan estate.

Distribution Partnerships

Lyft

Mobility and deliveryWinner

A local driver network made Lyft a usable alternative; easy switching kept Uber in every purchase decision.

Netskope

Enterprise software · CybersecurityWinner

Netskope won deployments with cloud application controls and built a global network to deliver broader security services.

Channel Partners

OpenAI

Enterprise software · Digital Product DevelopmentOutcome not yet determined

An API made models usable by developers; ChatGPT gave OpenAI a direct relationship with the people using them.

Oportun

Consumer financeLimited outcome

Oportun reached borrowers without conventional credit histories through local service, then narrowed its ambitions as losses and costs tested expansion.

Focus Strategy

PagerDuty

Enterprise software · Cloud infrastructure · IT Infrastructure & OperationsPartial win

PagerDuty solved the handoff from a monitoring alert to a person who would act

Drop-In Adoption

Parker

B2B FintechLost

Parker tailored card limits and payment terms to ecommerce cash flow, but the business ended in liquidation.

Vertical Specialization

Pinterest

Social NetworksWinner

Pinterest made saving ideas useful. Those collections supported discovery and advertising before every visit became a purchase.

User-Generated Content

Porch Group

HousingPartial win

Porch moved upstream from contractor leads to the software used before a home purchase

M&A Strategy

Revel Systems

SMB Software · Commerce software · B2B FintechLimited outcome

Revel expanded iPad checkout into store operations. A payments buyer then found value the software business had not fully captured.

Customer Discovery

Roblox

Social NetworksWinner

Roblox gave creators tools and an audience, while a shared identity and currency kept players moving between their games.

User-Generated Content

Sabre

Enterprise softwarePartial win

Sabre made airline inventory bookable at scale, but debt, a severe travel shock and weaker control of distribution eroded the value left for shareholders.

Switching costs

ServiceNow

Enterprise software · IT Infrastructure & OperationsWinner

ServiceNow entered through IT service management, then made the same workflow platform useful across more of the enterprise.

Platform StrategyMulti-Product

Shift Technologies

Consumer commerceLost

Shift brought the test drive and purchase process to the buyer, but its shrinking retail business could not cover operating costs before funding ran out.

Resource allocation

Stitch Fix

Consumer commerceLimited outcome

Stitch Fix reduced shopping effort through personalized selections, but its larger catalog and direct-buy expansion did not prevent a prolonged loss of clients.

Tech-Enabled ServicesPersonalization

SurveyMonkey

Enterprise softwarePartial win

SurveyMonkey built the best-known survey brand on a free tool that spread with every survey sent, but it sold to organizations late, cut its business sales team in 2016, bought its way into customer experience after Qualtrics had launched its platform, and was taken private for $1.5 billion.

Growth LoopBrandingFreemium ModelOwned MediaSelf-Serve Only

UiPath

Enterprise software · Digital Product DevelopmentWinner

UiPath found its market in a customer’s processes, then invested in the people who could automate them

Customer Discovery

Warby Parker

Consumer commercePartial win

Warby Parker made lower-priced glasses easier to trust with Home Try-On, then grew through stores and a broader vision-care offer.

Free Trial

Wayfair

Consumer commerceWinner

Wayfair assembled a much larger furniture selection than local stores, then invested in a common brand and delivery network to bring shoppers back.

Brand Marketing

Windsurf

Enterprise software · Digital Product DevelopmentLimited outcome

Windsurf turned enterprise code assistance into an integrated editor, preserving a paid business through changes in ownership.

Drop-In Adoption

Wiz

Enterprise software · CybersecurityWinner

Wiz made cloud security easy to evaluate, then turned a risk map into a shared tool for security and development teams.

Customer DiscoveryDrop-In Adoption

Zipcar

Consumer Subscription · Mobility and deliveryPartial win

Zipcar put reservable cars near urban members, then expanded a service whose economics depended on location and paid usage.

Usage-Based PricingSubscription Pricing