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Elevate your game (& software pricing!)
by Mike Anello and Kane Hochster

Special thanks to Mark Roberge, former Hubspot CRO, and Tim Bertrand, the CRO at Project44, for inspiring us to dig deep into this topic.

Bottom Line: Ensure your team has a process to regularly review and test your pricing. It could be the difference in needing 3,500 versus 10,000 customers to hit the same ARR.

As we spoke with a dozen seasoned sales executives, an interesting theme emerged related to pricing. Most of these experienced sales leaders admitted to not having spent much time actively thinking through a long-term pricing strategy. A common approach was the age-old method of holding a finger in the air to decide when and by what magnitude to increase pricing. To their astonishment, most companies faced little resistance and lost very little business due to these haphazard increases.


Tim Bertrand, Acquia’s CRO, shared his experience: “We increased prices last year by 15% and again this year by 10%. In just over a year we’ve increased our total price by 26.5% and haven’t lost any business because of this.”


Survey Data

As part of a survey we conducted of scaling sales leaders, we found on average these individuals raised prices 2.7x over the prior 24 months. The magnitude of these increases averaged 29.1% each.


Why This Is Meaningful

What this means is that in less than two years, these companies charged new customers 2x the price as they had 24 months earlier. If you had to close 5,000 vs. 10,000 customers to hit $100M ARR - think about the impact this would have across your entire organization:

  • Fewer deals reps need to close — greater focus on high quality leads
  • Fewer leads marketing needs to generate — pass fewer, but higher quality leads to reps
  • More time to focus on existing customers — greater customer satisfaction resulting in more referenceable clients
  • Reduced strain on your implementation team — fewer new customers to onboard
  • Fewer customers to provide customer support — fewer customer support reps needed, higher quality of service or both!
  • Greater focus on high quality prospects and customers — more efficient and scalable company

This creates a virtuous cycle resulting in a stronger overall company. See the chart below for the math behind these numbers.

The final pricing question we asked was how much further sales leaders believed they could increase prices without losing deals. Once again to our surprise this was significant, averaging 42.9%. This means that if these teams were to increase prices to this perceived optimal level, their solution would be 2.9x higher than when they started 24 months earlier — nearly triple the revenue from the same customer!


Yeah, But What If We...

Published Pricing

When we first set out to test this hypothesis, the question that came to mind was how would companies who publish their prices effectively increase prices without losing business. We were surprised to find that although these companies on average increased prices slightly less (2.2x over the past 24 months), they did so at a greater magnitude (32.2%). This resulted in an 83.5% increase in overall price during this time period, falling just 16.5% short of the aggregate respondents.

Product Evolution over 24 Months

We agree the product does evolve over time providing a greater ability to capture additional value through price increases. However, given the magnitude and frequency of the increases by our respondents coupled with their perceived optimal price, we believe many firms are leaving money on the table by not regularly evaluating and testing price increases.


Ways of Implementing Price Increases

Team Wide — Increase Discount Levels

If reps are traditionally allowed to discount up to a certain percent prior to seeking manager approval, then you could choose to increase the magnitude of this discounting level by the new price increase for a trial period.

A simple example would be if your rep were allowed to discount up to 10% without manager approval, she could decrease the price of a product from $1,000 to $900. Now you decide to implement a 20% price increase, bringing the new sticker price to $1,200. Since the rep would still have the ability to discount to $900, she would now have greater flexibility to discount up to 25%.

Territory or Rep Specific Testing (assumes pricing is not published)

One of my favorite ways of testing new ideas is through creating a subset of reps or territories. This provides the ability to test the new idea — in this case pricing — with a control group. If the size of your team permits, it is always better to have at least two reps trying this new approach to avoid false negatives. For a situation like this, I would make sure that at least one of these reps was a strong value focused sales rep as they tend to be less intimidated by these increases.



While every company faces unique challenges both internally and externally, we believe the opportunity to regularly evaluate the price of your products is something sales leaders and the broader management team should commit to regular check-ins. Even if you cannot get to the top end of the ~3x increase, but can still get to 1.5x its current price, this can have a meaningful impact as you scale your firm through needing fewer total sales reps, fewer marketing driven prospects, and fewer customer support and implementation reps to hit your growth goals. This does not just increase a firm’s financial strength, but also reduces the complexity in scaling given fewer bodies needed to hire, train and deliver on the same top line numbers.