Dynamic Personalized Experiences Transform Users into Advocates for Calendly

CLIENT

Calendly

SERVICE

Digital Journey & CRO, Integrated Marketing, Personalization

INDUSTRY

SaaS and Lead Gen, Technology

+2.6% Product Visits

+3.5% Events Created

+5% Key Actions Taken

Social proof for Calendly’s personalized homepage

Background

Calendly, a business communication platform for scheduling and managing meetings, faced friction across the user journey, from login struggles to underused product features. They partnered with Cro Metrics to deliver tailored, personalized experiences that drive engagement, trial-to-paid conversions, and overall retention.

Challenge

Too Much Friction, Not Enough Product Adoption

Users struggled to access calendar links, create events, and login efficiently. Low trial-to-paid conversions, underutilized features, and suboptimal engagement hindered growth and user satisfaction.

Solution

Personalization That Meets the Moment

Cro Metrics designed and tested dynamic, personalized experiences to remove friction, highlight product value, and guide users toward meaningful actions, turning passive visits into high-value engagement.

Client Testimonial

“The amount of experience that Cro Metrics has is very impressive. We’re able to learn best practices, and have the benefit of ideas and strategies that we wouldn’t otherwise have access to if run internally.” – Senior Director of Digital Product, Calendly

Methodology

Tailor Messaging, Streamline Journeys, Highlight Features

Cro Metrics partnered closely with Calendly’s marketing and product teams to develop an on-page iterative testing strategy grounded in real user behavior, focusing on three critical engagement actions

Tailored messaging to build trust and guide next steps
Streamlined user journeys with instant access to calendar links and faster account navigation
Highlighted product features and secondary CTAs to drive adoption

Through these experiments, a static homepage evolved into a dynamic, action-oriented experience. Users were prompted to utilize product features during their free trial, encouraging adoption and highlighting value. The improvements not only boosted key metrics, but also drove organic praise on social media for the thoughtful UX and seamless design.

Results

Personalization So Good, It Generated Social Media Hype

Personalizing Calendly’s user experience transformed engagement, enabling smoother access, faster event creation, and more meaningful interactions. Users navigated the platform more efficiently, discovered product value quickly, and responded positively to experiences tailored to their journey – even posting about the personalized pages on social media with excitement.

+2.6% Product Visits

+3.5% Events Created

+5% Key Actions Taken