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3 Must-Have Skills for Customer Success Pros. Skill #2: Proactive Problem-Solving

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In our limited blog series on the top qualities that make a Customer Success Manager truly exceptional, we’re breaking down the key skills that separate average CSMs from the best in the field. Last time, we explored Empathy—how understanding and prioritising customer needs builds trust and advocacy.

Today, let’s talk about the second essential skill: Proactive Problem-Solving—the ability to anticipate and address customer challenges before they even arise.

 

Why Proactive Problem-Solving Matters

The best CSMs don’t just react to problems—they predict and prevent them. A customer struggling with adoption today could be tomorrow’s churn risk. A technical roadblock today could become a frustration that sends them searching for alternatives. Being proactive helps customers stay on track, reduces frustration, and builds confidence in your product and support.

 

A Real-World Example

Imagine you’re managing an account for a fast-growing startup. Their usage data shows a steep decline in engagement, and you notice their product champion hasn’t logged in for weeks. Instead of waiting for the customer to reach out with a problem, you take action. You set up a quick call, only to find out they’re overwhelmed with a major project deadline and haven’t had time to onboard their new team members.

You pick up the phone and say:
Hey Dave, I noticed the team's engagement has dipped recently, and I just wanted to check in. I know you’ve got a big project on your plate right now—how can we help lighten the load?

Instead of pushing for more product adoption, you offer to help:

“I’ll send over a quick onboarding guide for your new hires so they can ramp up faster.”
“Would an automated workflow help speed things up? I can walk you through setting it up in five minutes.”
“Actually, another customer in your space tackled this exact challenge recently—want me to introduce you?”

The result? The customer feels supported, stays engaged, and trusts you as a partner—not just a vendor.

 

 

Be a Proactive Problem-Solver

🔹 Monitor Key Data & Signals – Track product usage, support tickets, and NPS scores to spot early warning signs.
🔹 Ask the Right Questions – In QBRs or check-ins, go beyond the basics and uncover hidden pain points.
🔹 Build Playbooks for Common Challenges – Have a game plan for onboarding issues, renewal risks, and low adoption cases.
🔹 Leverage AI & Automation – Use proactive alerts and AI-driven recommendations to stay ahead of risks.

 

The Impact of Being Proactive

Studies show that 65% of customers expect companies to anticipate their needs. Businesses that invest in proactive customer success see higher retention rates, stronger advocacy, and reduced support costs.

The key takeaway? The best CSMs don’t just solve problems—they prevent them.

Next up in our series: Skill #3 – The Art of Effective Communication. Stay tuned!

#CustomerSuccess #CSM #CustomerRetention #ProactiveSupport #CustomerExperience #SuccessMatters

 

ABOUT AUTHOR

Richard Convery

Richard Convery is the Founder and CEO of Ascendr, a B2B SaaS platform designed to revolutionise customer onboarding. With over 15 years of experience in implementing software solutions like ERP, BI, PSA, and CRM for high-value clients, Richard brings deep expertise in reducing churn and driving adoption. His passion lies in creating seamless, effective onboarding processes that help SaaS companies grow and thrive. At Ascendr, he's focused on helping businesses enhance customer experience, simplify project management, and boost ARR.

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