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Self-Service Cancellation

Over the past 5 to 10 years many software companies have introduced self-guided buying options enabling new customers to purchase online. Some have extended these self-service options to the full customer lifecycle, offering online upgrades and renewals as well. However, one part of the lifecycle that many SaaS companies have been slower to migrate online is cancellations. To cancel most software subscriptions, customers typically need to contact their account manager.

Cancelations have more complex workflows that involve ascertaining the reason why the customer wants to leave and offering incentives for them to stay. Historically, most SaaS companies have held the belief that a human touch is critical to maximizing retention. However, attitudes are starting to change. A number of market leaders have introduced self-service cancellation models in recent years. In this article we will review Calendly’s workflows for self-service cancelation.

abstract image of woman standing next to calendar and alarm clock

Step 1

Downgrade Plan

In the admin page, customers navigate to the billing section where they can see their current plan, monthly fee, the amount, and the date of their next invoice.  There is a drop-down menu under current plans to upgrade or downgrade.  Calendly doesn’t hide the downgrade option like other providers.

Also, note that they don’t use the word “cancel” because they use a reverse freemium model, in which no customers lose access.  Even customers who cancel a paid plan retain access to a freemium version of Calendly.

screen shot of Calendly admin console with downgrade plan selected

Step 2

Reverse Freemium

Choosing to downgrade takes you to the plan selection page, which follows the same flow as when upgrading.  The prices and features of all four plans are displayed.  A detailed comparison table is available below the plan options, just as shown on the website’s pricing page.

Calendly switch to free plan

There is a smaller gray button to switch to the free plan below the three paid options.   As you might expect, the downgrade option is not visually highlighted, but it isn’t hidden either.

Step 3

Pause Subscription Option

Before switching customers to the free plan, Calendly presents the customer with an offer to pause the subscription for 1 to 3 months. Pausing suspends billing and access to premium features for a short interval, then resumes automatically.

Calendly screen showing option to pause subscription

There are some complex gymnastics required by the provisioning and billing system to downgrade the plan and suppress invoicing, and then automatically resume a few months later. However, it’s worth the added effort to prevent the churn. Although reporting on metrics like ARR gets tricky in these scenarios.

Step 4

Cancellation Reason

Before switching customers to the free plan, Calendly presents the customer with an offer to pause the subscription for 1 to 3 months. Pausing suspends billing and access to premium features for a short interval, then resumes automatically.

Calendly cancellation reason screen

There are some complex gymnastics required by the provisioning and billing system to downgrade the plan and suppress invoicing, and then automatically resume a few months later. However, it’s worth the added effort to prevent the churn. Although reporting on metrics like ARR gets tricky in these scenarios.

Step 5

Discount Incentive Option

Before switching customers to the free plan, Calendly presents the customer with an offer to pause the subscription for 1 to 3 months. Pausing suspends billing and access to premium features for a short interval, then resumes automatically.

Calendly discount offer

There are some complex gymnastics required by the provisioning and billing system to downgrade the plan and suppress invoicing, and then automatically resume a few months later. However, it’s worth the added effort to prevent the churn. Although reporting on metrics like ARR gets tricky in these scenarios.

Step 6

Value Statement

The final step in Calendly’s cancellation workflow is to remind the customer of the valuable features that will be lost if they downgrade to the freemium plan. Calendly has cleverly packaged several “must-have” features in the base plan, such as Salesforce.com integration and round-robin scheduling for web-based meeting requests.

Calendly final cancellation screen

The customer is presented with the option to “Go Back” to capture the discount incentive or pause the subscription.  Alternatively, the customer can press “Confirm & Cancel” to process the downgrade.

Step 7

Confirmation Message

Once the cancellation is processed, the customer is presented with another pop-up confirming the change. There is also a reassuring message that they will not be billed going forward.

Calendly cancellation confirmation message

Step 8

Keep Subscription Option

The user is then returned to the admin center for their account. Although the customer has cancelled, they still have access to the paid features plan until the end of the current billing cycle. As a result, the current plan shows as the “Teams” paid plan versus the freemium option. However, on the right side of the screen, the user can see that their next bill will be $0.

Calendly admin center showing plan cancelled

Also, at the top of the screen, the customer is presented with a message explaining that their plan was cancelled as of the date shown.  A final retention CTA is offered for customers who change their minds and wish to undo the downgrade.  By clicking the button in the upper right, the customer can keep their subscription.

Steve Keifer

Steve Keifer has led marketing and product management teams at seven different SaaS and cloud providers ranging from venture-backed, early-stage startups to multi-billion, publicly traded companies - including several that experienced hypergrowth, filed IPOs, and reached unicorn status. In Bantrr, Steve shares many of the best practices and lessons learned from building and scaling marketing organizations. Topics include new category creation, brand development, and demand generation.