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Customer Success Best Practices: Guide to Improve Long-Term Retention

Discover customer success best practices that help you reduce churn and improve retention, plus learn how to measure and scale support with Pylon.

Dan Guo
December 12, 2025

There’s a lot to customer success — you have to guide accounts toward the unique outcomes they want while monitoring for early signs of customer churn. But with the right customer success best practices, you’ll help customers make progress sooner, keep accounts in good shape, and show your teams where to focus their efforts.

Read on to learn about the customer success process, and find out how you can build a program that grows with your company.

What’s Customer Success, and Why Does It Matter?

Customer success involves guiding customers toward the results they want from your product. While customer support focuses on questions and urgent issues, and account management builds trust on an individual level, customer success looks ahead to avoid problems and meet support needs over the long term.

The best customer success strategies increase renewals, because they keep customers growing with your company. These strategies also help SaaS and B2B companies scale, because they give you repeatable playbooks to follow instead of one-off solutions.

What’s a Customer Success Manager?

A customer success manager supports customers’ progress after onboarding. They watch account goals, monitor activity, and work with post-sales teams to move customers in the right direction.

What Does a Customer Success Manager Do?

The typical customer success manager’s week includes product usage reviews, check-ins with accounts that show slower activity, answering questions from customers and support teams, and preparing for renewals. These leaders are often first to notice when customers have trouble, so your team can respond right away.

Building a Strong Foundation for Customer Success

Tasks and Projects View on Pylon’s Account Intelligence
Organize Tasks and Projects With Pylon’s Account Intelligence

A quality customer success program starts with:

  • Tools. Use omnichannel platforms that bring conversations into one place and give you shared context for support and success teams. This makes it easier to spot account issues and lets your team reply fast with accurate information.
  • People. Set clear responsibilities — for example, customer success managers guide accounts toward outcomes while your support team handles ad hoc questions.
  • Processes. Define clear goals for what success looks like, and tie those goals to solutions. Build repeatable steps so everyone knows how to respond when a customer asks for help or shows signs of struggle.

6 Customer Success Best Practices

Here are a few common ways success teams keep customers happy.

1. Personalize Onboarding and Customer Experience

Personalization makes customers feel listened to and valued, and it helps you give them the right kind of support. Pay attention to customer types and goals, and make sure each account gets information and messages that are very relevant to their specific needs.

2. Educate Customers Over Time

As your product evolves, you’ll need to inform customers about new features and introduce workflows that help them get the most out of your product. They’ll need resources that match their skill and experience levels, like knowledge base articles that walk through basic features and then jump into complex use cases.

3. Measure and Improve Customer Health

Customer health scores give your team a quick snapshot of account health. You’ll look at open tickets, renewal timelines, feature adoption, and direct feedback, then use that information to spot issues early and support accounts that need more attention.

4. Create a Feedback Loop

Feedback shows your team what customers need and where they struggle. For example, customer surveys and satisfaction scores can tell you how well your product and support meet expectations. Make sure these insights reach the right people fast, so teams can plan improvements and updates.

5. Encourage Product Expansion and Contract Renewals

If your product brings value and your support is reliable, customers are more likely to expand their contracts and use new features. Treat upsells as a natural way to help customers reach their goals — when you position new products as ways to reach outcomes faster or more often, growth often follows naturally.

6. Use Automation and Playbooks to Handle Repeat Tasks

Automation can complete common, simple tasks and give your team more time for relationship-focused work. Tools like AI assistants and automated routing create more reliable workflows and reduce manual steps.

When combined with success playbooks that show your team exactly how to deal with common issues, you can cut out a lot of wasted time and unnecessary back-and-forths.

How to Measure and Scale Customer Success

Accounts view on Pylon’s Account Intelligence
Use Pylon to Keep Track of All Customer Accounts

Tracking a few important customer success metrics can let you see if your program works and where you can improve. Those metrics include:

  • Retention rate: How many customers use your product over time.
  • Churn rate: The percentage of customers who end their contracts after a specific time period.
  • Product adoption: How often customers use certain features.
  • Expansion: When and how fast accounts grow through added seats or higher plans.
  • Net promoter scores: How likely customers are to recommend your product or company.

Segmentation makes it easier to understand these metrics. You can look at accounts based on size, industry, or goal to see which need more attention and which groups respond well to different support strategies. Over time, these insights help you improve your customer success plan and let your team make decisions easily.

You’ll also need a tool to help your team track and review metrics. Pylon gives you a single platform to review customer activity and Account Intelligence that shows you important signals, like which features customers use most and how often they’re reaching out with questions.

How to Overcome Customer Success Challenges

Here are some problems you could face while you build a customer success strategy, and how to deal with them:

  • Poor alignment. This happens when support and success teams use different information, so customers get inconsistent or even wrong answers. Make sure all relevant teams have access to the same, up-to-date product information and customer details.
  • Lack of resources. Some teams don’t have enough time or the right tools to stay on top of customer needs. If you build a customer success playbook that focuses on the most common repeat tasks, you can remove confusion and speed up work.
  • Reactive mindsets. Without early signals or clear workflows, a lot of teams only step in after problems pop up. You can prevent this with regular product usage reviews and triggers that remind your team to do follow-ups and check-ins.

Turn Best Practices Into Results With Pylon

Top customer success teams rely on clear data and consistent workflows. Pylon brings all this together in a complete customer 360, so you get a shared view of conversations from support channels, customer signals that hint at issues before they grow, and automated workflows that help your team lead customers toward their goals.

Pylon is the modern B2B support platform that offers true omnichannel support across Slack, Teams, email, chat, ticket forms, and more. Our AI Agents and Assistants automate busywork and reduce response times. Plus, with Account Intelligence that unifies scattered customer signals to calculate health scores and identify churn risk, we're built for customer success at scale.

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