Customer Retention

Stop doing these 3 things now to improve your customer retention strategy

By
Joel Passen
January 16, 2023
5 min read

Customer retention is the ultimate force multiplier in any B2B SaaS business. It involves building strong relationships with existing customers, ensuring they stay loyal to your brand, helping them use more of your product or service, and becoming advocates who bring in more customers through word of mouth. By investing in customer retention and ultimately increasing your customers' lifetime value (LTV), SaaS businesses unlock tremendous potential for growth and profitability.

Sometimes the SaaS world seems like alphabet soup. Lots of acronyms. As a reminder, Lifetime Value (LTV) is an essential metric for SaaS businesses. It measures the profitability of a customer over their entire lifetime of their contract or subscription. LTV provides an indication of how much revenue can be expected from a customer within any given point in time. 

Calculate LTV

Here’s how I suggest calculating LTV. First, determine the average revenue per user (ARPU). This is calculated by dividing total revenues by the number of users over a specific timeframe. Then, divide this result by the customer churn rate for that same period — this will estimate how long each customer’s subscription lasts on average. Multiply the ARPU and estimated lifecycle together to get your lifetime value. Doing so will allow you to accurately measure customer loyalty and help you devise meaningful customer retention strategies. 

Over the course of my career, I’ve learned that sometimes the best strategy is to stop doing something rather than create a new process. Making changes and implementing new processes and workflows can be time-consuming, lead to more complications, and cause confusion for your teams and customers. Simply put, here are a few things you can do to stop pissing off your customers because we can all agree that pissing off customers is a bad strategy.  

Stop ignoring customer feedback

Ignoring customer feedback is more than a mistake; it’s negligence. Customer feedback is the single most valuable thing a customer can provide — arguably more than their contract value. Insights about your products or services allow you to make improvements and create better experiences for every customer and every prospective customer. 

I’ve written about the perils of relying on surveys to capture customer feedback. So as a modern business leader, it’s high time you establish the channels to capture it and share it with the teams that can benefit the most. Have a system for everyone in your organization to access and analyze customer feedback — make feedback a collective reality. Democratize it. 

At one company where I served as the chief revenue officer, we provided hiring software to medium-sized employers, which helped them attract job applicants and manage the interview and hiring processes. We monitored customer feedback carefully. In fact, we monitored feedback so closely that it became a part of our culture and was more or less the genesis of my current company, Sturdy. 

In addition to fielding and responding to occasional issues and concerns about how our service worked, we identified patterns within the feedback: features that were missing, UI that was confusing, bugs that caused frustrations, coaching opportunities for associates, and more. These patterns in the customer feedback informed the creation of very focused rules of engagement and playbooks that ultimately increased our LTV. This lift in LTV helped us successfully sell that business to one of the largest payroll providers in the world. 

Stop overpromising

Whether the account manager said “yes” when they should have said “no,” or what they said was accurate until someone else messed it up, overpromising often comes back to haunt post-sales teams. Poorly aligned expectations leave everyone involved feeling disappointed and let down. This fracture in the customer-to-business relationship is one of the leading causes of cancellations. It’s also one that often goes undocumented or improperly categorized. 

Just as important as capturing the reasons why customers cancel, customer success teams should identify and document common trends and topics that indicate overpromises. By understanding the areas where false promises are made, you can enable customer-facing teams to consistently provide accurate information about the capabilities of your product and services. 

Shameless plug for Sturdy — Our AI looks for Signals of overpromises in communications with your customers. This Signal detects when a customer indicates a discrepancy between the product or service they expected and the one they received.

Here are some overpromise signals that were detected in customer-business emails. Sound familiar? 

"This is something that was promised in the implementation stage."

"… even excited about the features that were promised. But do feel ... underdelivered on the capabilities."

"Below is a list of things that were promised and hasn’t happened:"

"That was promised, but I still have not received anything."

"We can't use these services that were promised/promoted."

Stop doing Silly QBRs 

Ok. This may seem trivial and maybe even a little silly itself, but I can’t let this one go. For those unfamiliar with the term, a Quarterly Business Review (QBR) is a look into the performance and value of your service over the past quarter. The objective of a QBR is to identify areas of improvement and offer strategies for moving the relationship with your customer forward. As the name suggests, QBRs are typically conducted at least once per quarter and most often with a typical, boring format — a presentation on some slides.  The TLDR — 95% of the time, QBRs are awful. Personally, I loathe being on either end of them.

I suggest taking a page out of Customer Success Keynote Speaker & Educator Aaron Thompson’s playbook and turning QBRs into something meaningful for your customers. Use them as an opportunity to strengthen your relationship. Don’t just go through the motions. Here are some other tips from Aaron’s blog post on LinkedIn titled “Stupid Is As Stupid Does...And QBRs Are In Fact Stupid

  1. Make them a conversation, not a presentation.
  2. Come with more questions than statements.
  3. Don't get into SLAs, IRTs, or anything tactical. The topic du jour is their business strategy, and you are there to learn, not to teach. 
  4. Make them 50% retrospective and 50% prospective. 100% strategic still. 
  5. Get Creative. Much like Spotify's #Wrapped2019 (and 2020 and 2021) campaign, they demonstrate value to their millions of subscribers at the end of each year at scale.

At several of the companies that I’ve started, advised, consulted for, and worked at, we’ve used the ‘stop, start, continue’ framework. If you aren’t familiar, the ‘stop, start, continue’ framework facilitates retrospectives. The outcome is improving future work performance through open communication and collaboration. In that vein, if you stop doing these things that damage customer relationships, you will open up the possibility of developing deeper relationships with your customers based on trust and value. Implementing even one of these changes can significantly impact your customer retention strategy. Which of these are you going to commit to first? 

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Software

STURDY.AI ANNOUNCES $6M SEED ROUND

Joel Passen
April 1, 2025
5 min read

Sturdy's Customer Intelligence Platform performs real-time revenue threat root cause analysis, and delivers cross-functional insights to the teams and systems to mitigate churn.

Portland, OR — April 1, 2025 — Sturdy.ai, a pioneer in AI-powered customer intelligence, today announced it has raised $6M in Series Seed funding. Voyager Capital led this round, with participation from Fortson VC as well as existing investor, Grotech Ventures. The funds will be used to deepen Sturdy’s AI capabilities, expand integrations with customer data silos, and grow its go-to-market and engineering teams.

Modern Teams Need Actionable Intelligence to Protect and Grow Revenue

With customer expectations higher than ever and retention under pressure, the need for proactive, AI-driven revenue insights has never been more urgent. According to industry data, reducing churn by just 5% can increase profits by up to 95%. Enterprises have spent millions on building silos of applications to get closer to their customers and create active communication channels in the hope of mitigating churn risk early. Yet, this has failed to provide the proactive warning signals required. Sturdy closes the gap by seeing across these silos for a unified view of customer communication.

“We’re creating an AI-first intelligent interface for all things customer. This allows Sturdy to provide an almost magical understanding of every customer interaction across every data silo,” said Steve Hazelton, CEO and co-founder of Sturdy.ai. “This funding enables us to move faster to empower teams to stay ahead of risk and unlock new revenue opportunities.”

Investors Bet Big on AI-Powered Revenue Threat Detection

The funding round attracted a strong syndicate of investors aligned on Sturdy’s vision for a more innovative, AI-native approach to revenue intelligence. Voyager Capital, known for backing category-defining SaaS platforms, led the round, with General Partner Diane Fraiman joining Sturdy's board.

“Sturdy is tackling one of the most urgent and overlooked problems in enterprise software—how to extract proactive insights from the flood of daily customer interactions,” said Diane Fraiman, Managing Director of Voyager Capital. “Retention has become a critical topic in boardrooms. We believe that every business will have a system of intelligence in the next 3 years. Sturdy’s platform is positioned to become essential infrastructure for any company serious about protecting and growing revenues while truly putting their customers first.”

“Sturdy is one of the most powerful and immediate applications of AI and natural language processing we’ve seen,” said Thomas O’Keefe, CEO of Solo LLC. “At both Solo and previously at Syntrio, it has delivered instant value—surfacing proactive, actionable customer insights and driving measurable improvements in retention.”

About Voyager

Voyager Capital is a leading West Coast early-stage venture firm, providing entrepreneurs with the resources, experience, and connections to build successful companies for today’s modern economy. Voyager invests primarily in B2B technology companies, including AI-driven business solutions, software-driven hardware, sustainable agriculture, and supply chain. The firm's domain expertise, go-to-market, and team-building resources are proven to help build market leaders. Voyager Capital has over $550 million under management with offices and resources in Seattle, Portland, Vancouver, and Calgary. 

About Fortson VC

Fortson VC is a seed-stage venture firm based in the Pacific Northwest, built for exceptionally rare founders who are pushing the boundaries of what’s possible.  Led by Cole Younger, Fortson brings over two decades of early-stage investing experience and a disciplined approach grounded in authenticity, grit, and courage.  While driven by curiosity, our primary focus is B2B software and the technological frontier around it—the infrastructure, intelligence, and automation shaping the future of how businesses create value.

About Grotech Ventures

Founded in 1984, Grotech Ventures is a leading early investor in high-potential technology companies. Grotech seeks innovative, early-stage investments across the technology landscape and continues to invest and add value throughout the life cycle of each portfolio company. The firm has a strong combination of financial backing, industry relationships, and deep domain and operational expertise to accelerate growth. With more than $1.0 billion in committed capital, Grotech supports early-stage companies through investments starting as small as $500,000. For more information, visit http://www.grotech.com.

About Sturdy

Founded in 2020, Sturdy is an AI-forward autonomous Customer Intelligence platform that proactively identifies churn risks across all customer-facing silos. Sturdy analyzes unstructured customer interactions—emails, calls, support tickets, chats, and more—discovering revenue threats, pinpointing root causes, and delivering cross-functional insights in real time. Sturdy has analyzed billions of customer interactions, giving it one of the largest proprietary datasets in the category and enabling its models to surface insights faster and more accurately than competitors. At a time when customer retention is a top priority for every business, Sturdy turns the noise of customer conversations into a strategic advantage.

For more information, visit www.sturdy.ai or reach out to Joel Passen at joel@sturdy.ai

Integrations

Product Update! Sturdy now integrates with Jira

Joel Passen
March 10, 2025
5 min read

We’re making it easier than ever to turn customer feedback into action while saving businesses hundreds of thousands of dollars per year. With Sturdy’s new Jira Connect, any AI-powered Signal in Sturdy can be automatically logged in Jira—helping teams capture, prioritize, and resolve issues faster than ever.

Sturdy for Jira is a Game Changer

Every team needs to know more about their customers. 

Turn customer feedback into valuable Jira content automatically. Sturdy’s AI accurately detects feature requests, bug reports, and other critical product feedback. Customizable agents then deliver this context-rich intelligence to a configurable staging area in Jira with all relevant user and account details, such as segment, ARR, and more. The content is objectively summarized automatically. From there, assigning it to an epic, task, sprint, or release is just one click.

Productivity Gains that Move the Needle

Businesses are unknowingly spending hundreds of thousands of dollars per year on something as simple as manually logging Jira issues. A single customer-facing rep wastes nearly 87 hours annually on repetitive data entry—scaling up to a staggering $354,200 per year for a team of 100 reps. By integrating Sturdy’s AI-driven automation, businesses can reclaim thousands of hours, improve productivity, and reinvest those savings into growth and innovation—all while ensuring more accurate, real-time data flows into Jira effortlessly.

Align product teams with customer reality.

By centralizing AI-powered insights in Jira, Sturdy ensures that product and engineering teams get a complete, objective picture of what’s working, what’s broken, and what needs to be built—without relying on anecdotal feedback. Customer-reported issues appear in Jira moments after they happen, ensuring your product and engineering teams stay ahead of emerging trends and critical bugs—without the lag of traditional reporting.

Effortless setup, immediate impact.

Sturdy’s turnkey integration takes minutes to configure. Once connected, your team gains instant access to context-rich, structured feedback—helping you make faster, data-driven decisions that improve customer satisfaction.

Want to get started? Click the 'Schedule Demo' button at the top of the page.

Integrations

Product Update! Sturdy Now Analyzes Customer Slack Channels

Joel Passen
March 3, 2025
5 min read

We’re making it easier than ever for teams to tap into the power of customer conversations. With this integration, Sturdy’s AI-driven insights—trained to spot key behaviors and trends unique to your business—are now right where your team works. That means more proactive decisions, better collaboration, and a serious productivity boost.

Here’s how Sturdy works with Slack.

  • Get the right insights, right in Slack. Sturdy delivers AI-powered Signals where your team already works, flagging risks, expansion opportunities, and other key moments in real-time. No more digging through conversations—just actionable insights when you need them.

  • Stay on top of every conversation. If your team works asynchronously in Slack channels, it’s easy for important feedback to get lost. Sturdy keeps you ahead by surfacing critical insights before they slip through the cracks.

  • Act fast, not after the fact. Whether it’s a service risk, a feature request, or a potential upsell, Sturdy helps teams spot and respond to what matters—without disrupting their workflow.

Seamless sync with your tools. Sturdy doesn’t just stop at Slack. Insights discovered in customer Slack channels automatically flow into Jira, CSPs, CRMs, and other systems, ensuring the right teams get the right info—without extra work.

How many customers will you have to lose before you try Sturdy?

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