The Art of Upselling in SaaS Sales: How to Increase Customer Value

We all know that retaining existing customers is more cost-effective than acquiring new ones. But one of the best ways to really boost profitability without a lot of extra effort is using upselling in SaaS sales.

To quantify, research has found that “upselling increases revenue by 10-30% on average,” and “the probability of selling to an existing customer, with whom you have established a relationship, is 60-70%.” Those are some impressive numbers and show firsthand how big of an impact upselling in SaaS sales can have.

For this post, I’ll share with you some practical strategies, along with examples so you’ll know how to implement upselling in your SaaS sales properly.

Identify High-Probability Upsell Opportunities

Just like not all leads are created equal, neither are existing customers from an upsell perspective. By this, I mean that certain segments will have a high likelihood of converting to a more expensive product version while others will only have a low likelihood. So the first step to having success is knowing how to identify high-probability upsell opportunities.

There are a few ways to do that, but here’s what I feel are two of the best.

One is to use analytics to monitor SaaS product usage, behavior, and engagement and then target the segment of customers that rank highly in these areas. If, for example, one customer used your SaaS product daily and took advantage of most of the features, they would be a much better upsell candidate than someone who only logged into your SaaS product weekly and only used a feature or two.

After narrowing down your high-priority list, you could then have your SaaS sales team initiate outreach through each customer’s preferred channel (email, phone, text, etc.). This brings me to my next point.

Personalize Your Outreach

Once you know which customers to reach out to, you’ll need to tailor your outreach to ensure your offerings address each customer’s unique needs. Let’s look at Slack’s pricing options as an example.

Say one of their customers was using the free version. They used Slack consistently but were only running a small team where they could likely gain value from some additional features but didn’t need all the bells and whistles. When performing outreach, a sales rep would likely want to suggest the Pro or Business+ version of Slack, as it offers plenty of great benefits for small businesses.

However, they probably wouldn’t want to suggest Enterprise Grid because this is aimed at much larger companies with extensive needs.

This is a hyper-simple example, but I think you get the idea. The point here is that you should always make personalized upsell offers, as that’s going to A) increase your chances of converting and B) ensure your customers get the maximum value.

Automate Upselling with Triggers

Up until this point, the SaaS upselling outreach methods I’ve discussed have required a manual approach. But for this point, let me talk about automating your upselling.

One of the best ways to do this is by using upselling triggers that let high-potential customers know about relevant offers based on their behaviors. There are two main ways to go about this.

First, you can use native, in-app messaging to encourage customers to upgrade their plan by showing them the benefits they’ll get at the opportune time. This is something Slack does expertly by letting users know when they’re approaching the maximum amount of searchable messages.

While their policy has since changed, it used to be that free users were limited to 10,000 searchable messages. Once they exceeded that limit, some of a user’s older messages were no longer shown.

When a free user approached 10,000 messages, it would trigger Slack to automatically display this upsell that showed the limitations of their free plan.

Users who were interested could simply click “Learn more” and get the full rundown and upgrade.

Convey Value

Once an existing customer has been propositioned for an upsell, they need to understand at a glance the exact value they’ll get from it. The more concise you are about conveying value, the stronger your chances are of converting.

Most SaaS companies that succeed at upselling simply provide a side-by-side comparison so customers can see how one plan differs from the next. AI image generation platform Leonardo, for example, offers a succinct breakdown of different plan benefits.

So if a customer wanted to generate more images per month (which is done with tokens), they may be interested in making the jump from the Apprentice plan, which only offers 8,500 tokens per month to the Artisan plan, which offers 25,000 tokens.

And for customers who are on the fence about an upsell, you can always leverage testimonials or case studies that show how other real-life customers have benefited by making the switch.

Incentivize Upselling Offers

Finally, you can often increase your conversion rate even more by offering targeted incentives, with two of the most popular being a free trial or discount. This is a technique that Leonardo currently uses where they’re giving customers a percentage off when they upgrade product versions.

And to encourage customers to take action right away, you may only want to make your incentives available for a limited time to create a sense of urgency.

Succeeding with Upselling in SaaS Sales

With companies routinely increasing revenue by as much as 30% through upselling in SaaS sales, it’s hard to argue with the impact this technique can have. As long as your customers are genuinely getting more value, it’s the ultimate win-win. It’s just a matter of fleshing out your upselling strategy and taking the right steps to maximize your conversion rate.

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How to Enhance SaaS Sales Performance By Leveraging Key Data

I think we can all agree that efficiently using data is an asset. For perspective, McKinsey & Company reports that “data-driven organizations are 23 times more likely to acquire customers, six times as likely to retain customers, and 19 times more likely to be profitable.” But what are some specific ways you can enhance SaaS sales performance by leveraging data?

That’s what I’ll tackle in this post so we can have a clear understanding of how to put SaaS sales data to use in a practical way. More specifically, I’ll cover core areas of SaaS sales that can be dramatically improved by leveraging key data.

Let’s jump in.

Audience Segmentation

Today’s customer is more sophisticated than ever, with most having incredibly high expectations. This is true in traditional e-commerce, and it’s especially true in SaaS.

One of the best ways to meet or exceed customer expectations is with audience segmentation, as it paves the way for personalization. For reference, “80% of audiences tend to do business with a brand that personalizes their experience with it,” and “80% of companies that use market segmentation report increased sales.”

For example, you could use SaaS sales data to break your audience down into different segments, such as demographics, purchase history, engagement level, product interest, and so on. From there, you could tailor your sales approach to address each segment’s unique needs, thus creating a more enjoyable lead experience and increasing your odds of converting.

Lead Scoring

Your SaaS sales team’s time is valuable. If they spend time pursuing the wrong leads with a low likelihood of converting, they waste time and money, often with nothing to show for it.

On the other hand, if they pursue the right leads — sales qualified leads — with a high interest in buying, your conversion rate can’t help but increase. And you can send leads that aren’t yet sales-ready to your marketing team to be nurtured.

But how do you quantify leads and know who’s sales qualified and who’s only marketing qualified? This can be done with lead scoring.

By assigning leads points based on behaviors like website pages visited, website interactions, and contact methods, you can assign each lead a score.

For instance, a lead that simply read a couple of your blog posts and visited your pricing page would receive a lower score than someone who visited your pricing page, signed up for your newsletter, downloaded a PDF, and contacted you through a web form.

Using lead scoring data like this can be invaluable for identifying which leads to prioritize, which to nurture, and in some cases, which leads will never close.

Customer Journey Analysis

Every customer journey consists of a series of touchpoints. From the very first time someone learns about your SaaS product to the moment they actually buy, there’s a customer journey that takes place in between.

The better you understand the customer journey, the smoother you can make it. In turn, this creates a better customer experience, which sets the tone for more SaaS sales. And in the grand scheme of things, this can factor into deeper customer loyalty because it creates a great first impression, which will make many customers want to stick around longer, renew their subscriptions, become brand ambassadors, and more.

Another key way to enhance SaaS sales performance with data is through customer journey analytics, which “is the process of identifying customer touchpoints and understanding how they affect customer experiences and business outcomes.”

Here’s an example of what that looks like using a customer journey analytics platform like Woopra.

Using data like this gives you a bird’s-eye view of each customer touchpoint end-to-end so you can understand the customer journey on a granular level. This brings us to our next point.

Identifying Friction Points That Lead to Drop-off

By having customer journey analysis data, you can see exactly where leads are dropping off in the sales process.

Say, for example, there’s a higher-than-average drop-off from the sales demo to the free trial signup. There’s a smooth transition from one touchpoint to another throughout the rest of the customer journey, but your data shows that not as many leads are signing up for your free trial as there should be.

This would signify that your sales demo could use improvement. As a result, you could zero in on your sales demo further to figure out what’s wrong and come up with a solution. Then, once you optimize your sales demo, this hiccup in the customer journey should be resolved, and an increase in conversions should occur.

Identifying Strengths in the Customer Journey

Besides spotting friction points, you can also use customer journey analysis data to determine what you’re doing right.

Say that a higher-than-average number of leads are moving from your pricing page to requesting a demo. This would indicate that the core elements of your pricing page like design, informational structure, layout, CTA, and so on are working well and leads are responding favorably.

In this case, you’d likely want to leave your pricing page alone, as it’s already getting results. Also, you could analyze your current pricing page so you can pinpoint precisely what’s working for future purposes.

For instance, you could take screenshots and share this information with new members of your sales team.

Using Key Data to Enhance SaaS Sales Performance

There’s no denying the impact that data can have on SaaS sales performance. Companies that use it intelligently have a much greater advantage over those that merely “rely on a hunch.”

By understanding tangible ways to put data to use and which areas to focus on, you should be able to get the most from your SaaS sales team and make everyone’s life easier, while simultaneously creating the best possible customer experience for the ultimate win-win.

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