

Metrics that Measure Up
Ray Rike
B2B SaaS and Cloud founders, CEOs, and Go-To-Market operating executives share their journey as they scaled their business from $0M ARR to $100M and beyond. The guests share their insights on measurements of success, performance metrics, and benchmarks they use to guide and inform their decision-making and growth journey.Guests include founders and CEOs of amazing success stories such as LinkedIn, DocuSign, Marketo, Gainsight, Salesforce Commerce Cloud, ringDNA, InsightSquared, Cloudera and Gong. Beyond founders and CEOs, we also speak with leading Venture Capitalists, Go-To-Market executives and industry thought leaders who share their experience and insights into customer acquisition, customer retention, and customer expansion best practices.
Episodes
Mentioned books

May 8, 2025 • 29min
The Data Intelligence Market in 2025 - with Ben Eisenberg, CEO People Data Labs
The Data and Sales Intelligence category includes a list of well known players such as ZoomInfo, Seamless and Apollo, and are now joined by new entrants like Clay and Lusha. But where does a pure play Data (Sales) Intelligence provider like People Data Labs fit - their CEO, Brian Eisenberg who has grown through the ranks at People Data Labs from Data Engineer to CEO provides his insights in how the Sales (People) Intelligence category is evolving.During today's episode, our host Ray Rike discusses multiple topics with Ben including:The top challenges customers are facing with today’s Data Intelligence solutions?How does People Data Labs ensure they remain compliant with the evolving data privacy laws and vendor specific Terms of ServiceHow will next generation Data Intelligence solutions address the current challengesBen’s personal career journey - from Data Engineer to CEO in 7 yearsIf your B2B SaaS or technology company uses Sales Intelligence Data to feed your outbound machine - this conversation is a must listen!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Apr 29, 2025 • 33min
The CFO Journey from Private Equity Acquisition to Initial Public Offering (IPO) - with Bill Koefoed, CFO OneStream
Bill Koefoed is the CFO of OneStream which went public in 2024 after being acquired by KKR in 2021. The CFO journey from being a Private Equity owned company to preparing for an IPO and beyond, while also transitioning from a perpetual license model to a subscription business is a fascinating experience and story.During this episode, Bill and Ray discuss a wide variety of topics and experiences during this CFO journey including:How the role of CFO changes in a Private Equity majority owned B2B SaaS companyThe lessons learned in transitioning from a perpetual license to a B2B SaaS subscription modelThe preparation required to take a B2B SaaS company publicHow technology has changed the Office of Finance and the CFO roleThe journey to becoming a B2B SaaS CFO - the Bill Koefoed pathBill mentioned that he had previously been the CFO of a Private equity-owned company. Once you have the first experience under your belt, your reputation as a Private equity-experienced CFO will be the access ticket to the next CFO position.Bill highlighted the importance that pricing plays when first starting the transition from perpetual to subscription. The cross-over or break-even point was targeted at 5 years, which essentially says that beginning in Year 6 the benefit of operating in a subscription business model materially increase.Bill shared the metrics that he prioritizes, and he started with the 98% Gross Revenue Retention Rate which highlights their priority and focus on customer satisfaction. In addition, Net New ARR, Net Revenue Retention and how much of Net New ARR is coming from "new customers" versus customer expansion. In fact, new logo acquisition is a top focus for 2025, including going from 1,600 customer to 10,000 plus new customers. New customer ARR contributes about 60% of the total new ARR.What customer acquisition efficiency metric does Bill use - he really likes LTV:CAC Ratio and the CAC Payback Period which they currently stand at 24 months - but that is with a $340K ACV!If you are a CFO in a B2B SaaS company, or are an executive leader looking to evolve into a private equity acquisition or initial public offering - this conversation with Bill Koefoed, Chief Financial Officer at OneStream is an enlightening conversation that covers a broad variety of insights, experiences and inspiration!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Apr 10, 2025 • 33min
Measuring the ROI of Transitioning from Outbound to Inbound GTM - with Aviv Canaani, CRO Datarails
Aviv Canaani is the Chief Revenue Officer at Datarails who recently transformed their Go-to-Market motion to be primarily inbound from the traditional outbound motion. During today's episode Aviv and our host, Ray Rike dive deep into multiple GTM strategies and measurements including:Top performance measurements for a B2B SaaS CROThe catalyst for transitioning to an "inbound GTM motion"The ROI for an Inbound vs Outbound GTM motionLeveraging Social Media to build awareness with the Office of FinanceMeasuring ROI in content and media investmentsAviv was initially the head of Marketing and then took overall responsibility for Sales, Marketing, and Customer Success. Soon thereafter, he quickly realized that they needed to increase the efficiency of their Go-to-Market investments and associated processes. But before we dive into the transition from a 90% outbound strategy, we discussed the top metrics for CROs.First, Aviv highlighted that CAC efficiency, as measured by the CAC Payback Period (CPP) where they have decreased the CAC Payback Period by 50% is a TOP metric for CROs. One of the first topics we discussed was the primary "input signals" to decrease the payback period. One of the things Aviv highlighted is that increasing the quality of leads that are provided to AEs was a good first place to start. The ultimate goal was that AEs could spend the majority of their time on selling and closing opportunities, versus doing cold outbound prospecting.Another key tactic was to ensure he had a very predictable way to know for each dollar investment in Go-to-Market, what the expected outcomes as measured by new customer ARR could be generated. Using a "waterfall" methodology, Aviv knows that for every dollar of Marketing spend what are the predictable outcomes as measured by meetings, opportunities, new customers, and the associated new ARR.By having a predictable model, Aviv can go to the CFO and confidently show what the ROI is for every dollar invested in Marketing, they can begin to allocate more to brand building which will have more impact in a few quarters versus just measuring the short-term ROI on Demand investments.Next, we dove into the transition from a primarily outbound GTM motion to primarily an inbound GTM motion. First, in 2022, even though SDRs were hitting their "meeting goals" they were not converting to customers. As a result, they increased the focus on "high intent" leads which increased the efficiency of the GTM investments. One of the primary measurements they used to validate the inbound focus, they found a 3x-4x higher win rate, and a shorter sales cycle all leading to increased GTM efficiency.What is the primary source for 90% of new ARR coming from inbound? First, they brought on a team of B2C Marketing professionals who used paid search, paid media, and social media strategies to drive higher intent inbounds. This even included the use of Instagram and TikTok...to reach the Office of Finance! In addition, they focused on SEO and even a podcast to get their brand and message in front of finance executives. Now that the brand has been enhanced through the media investments will over time also increase the efficiency of the outbound activities.Another strategy was to divide outbound and inbound SDRs, and in fact, a majority of the outbound SDRs are now located in the Philippines which maintained effectiveness and increased efficiency as measured by outputs (New ARR) versus inputs (SDR investments).If you are a B2B SaaS CFO or GTM leader, this conversation with Aviv is full of ideas, insights, and successful experiences in evolving the GTM playbook!!!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Apr 1, 2025 • 35min
Capturing Value with SaaS Pricing - with James D. Wilton, Author Capturing Value
This episode of the “Metrics that Measure Up” Podcast features James D. Wilton, Author of Capturing Value - The Definitive Guide to Transforming SaaS Pricing and Unshackling Growth and Managing Partner, MonevateDuring our conversation we covered four primary topics with James:Actual Value versus Perceived Value - which matters mostPrice Metric Evaluation CriteriaInnovative Monetization StrategiesMeasuring a Customer’s Willingness to PayIf you are considering changing your existing pricing model and/or introducing new pricing for either an existing or new product - like a new AI module, this conversation is loaded with great ideas and insights into the different pricing models being used in the B2B SaaS industry!!!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Mar 19, 2025 • 28min
The Next Frontier of SaaS Pricing - with Bill Wilson, Pace Pricing
SaaS Pricing is evolving to better align the value received to the pricing model. The trend to using new pricing models including Usage-Base Pricing, Value-Based Pricing and Outcome-Based Pricing is evolving quickly and Bill provides his insights into the current trends and future of SaaS and AI pricing.During the episode Bill and Ray discuss several trends including:The top trends in SaaS pricingHow SaaS companies are adapting their pricing modelsThe risks and rewards of changing pricing modelsOverview of the FAST "Pricing Page" FrameworkBill’s crystal ball on where AI pricing is headedIf you are evaluating evolving your SaaS pricing model - this is a highly informative and instructive conversation.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Mar 6, 2025 • 29min
Next Generation ERP - with Sandeep Chopra, Co-founder and Co-CEO at Everest Systems
Enterprise Resource Planning (ERP) has been the foundation for larger companies dating back to the introduction of SAP R-3 in the late nineties. Sandeep Chopra, Co-Founder and Co-CEO of Everest Systems says that ERP vendors have lost their "customer focus" and believes their is a large opportunity to re-invent ERP in the cloud to help companies run their business more efficiently. Introducing Next Generation ERP to the SaaS industry is the first step.During today's episode our host Ray Rike and Sandeep discuss the next era of ERP includingThe need for a next generation ERP platformAdvantage of leading edge technology to re-engineer business processesWhat stage of company should evaluate ERPOffice of Finance use cases for leveraging AIBenefits of integrating accounting, billing and planning in one platformIf you are currently a Quick Books user and/or are evaluating the benefits of an integrated accounting, billing, revenue management and planning platform this conversation is full of interesting ideas and business reasons to consider this strategy.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Feb 20, 2025 • 26min
Rule of X - with the co-author, Sam Bondy, Bessemer Venture Partners
The Rule of X is a recently published SaaS metric that factors in the relevant importance of growth rate and operating profitability for B2B SaaS companies. Sam Bondy is the co-author of this metric and shares the catalyst for creating the metric, the latest trends and how the Rule of X impacts Enterprise Value to Revenue multiples.Sam joined me as a speaker at the recent SaaS Metrics Palooza to provide the details behind the metric and why it is an important metric that helps to evolve the traditional Rule of 40 metric.This episode is part of the "SaaS Metrics Palooza" re-load series on the Metric that Measure Up podcast.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Feb 7, 2025 • 26min
State of Interactive Product Demonstrations - with Natalie Marcotullio, Head of Growth at Navattic
SaaS buyers complete ~70% of the buying process before they speak to a vendor's sales organization. As a result more and more SaaS companies are leveraging interactive product demonstrations on their website which is the topic of today's episode. Natalie Marcotullio, Head of Growth at Navattic discusses their recent "State of Interactive Product Demonstrations" with our host Ray Rike where they cover multiple topics including:The State of Interactive Product DemonstrationsTo Gate or Not to Gate - what is the best practiceMeasuring the Impact of “Self-Directed” Interactive DemonstrationsIn 2024, almost 12% of SaaS companies are providing interactive product demonstrations on their website which is an increase from 9.3% in 2023. Surprisingly, 73% of interactive demonstrations are not gated, and one primary reason is that non-gated interactive demonstrations have a 10% higher engagement rate.How do we measure engagement on interactive demonstrations? Natalie highlighted four: 1) Number of users who get past step one of the demo; 2) Number of users who complete the demo; 3) Users who click at least one CTA to an external resource and; 4) time spent on the interactive demonstration.Of course, at the end of the day measuring the outcomes from an investment in an interactive demo is critical, and the top two metrics that Natalie recommends include the number of qualified leads and win rate from those leads and users who engaged with the interactive demonstration.If you are looking for new ways to engage with your target buyers and ensure your product is initially understood and evaluated by potential buyers, this is a great conversation to understand how to introduce and leverage the power of self-guided, interactive demonstrations on your website!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Jan 23, 2025 • 38min
B2B Sales Elixir of AI + Collective Intelligence with Stephen Messer, Founder and CEO Collective[I]
The possibilities of combining AI with the collective intelligence from hundreds of B2B companies to increase their customer acquisition efficiency are limitless. Stephen Messer, Founder and CEO of Collective[I] shares his unique insights into how the potential is becoming a reality for many B2B companies. During today's episode, Stephen and our host, Ray Rike will cover the following topics:The vision behind founding Collective[I] and the Economic Foundation ModelWhy buyer’s historic behavior is more important than a selling processThe challenges and benefits of a “give to get” collective for go-to-market data sharingIf you have ever used Waze to identify the shortest time from where you are to where you need to go, you understand the value of "collective intelligence". When you start to think about being able to understand which companies are most likely to buy your product and/or to understand why a specific customer buys, and who are the key decision makers you need to engage with, the possibilities that come to mind are limitless!Stephen shares how a Neural Network (AI) is being applied to Go-to-Market data to help B2B companies materially increase the ROI on their customer acquisition investments.Stephen shares how his experience founding LinkShare and the concept of affiliate networks is foundational to Collective[I]. Over 10 years ago, Stephen identified that salespeople create a new "roadmap" for every new opportunity. He envisioned building a network where everyone shares their sales process data anonymously so that the collective group can benefit from the collective wisdom generated by the group.The result was building one large neural network and creating an economic foundation model trained on how buyers buy from real-world processes.One of the fundamental premises is that companies cannot build their own neural network and thus not build their own foundational model - as they do not have the insights required into how new target companies actually buy.If you are responsible for leading a B2B Sales team, rely upon a sales team to achieve your financial plan, or are an individual sales professional who would like to know more about how a target customer or existing prospect buys, this conversation is one of the most thought-provoking discussions that we have had on the Metrics that Measure Up podcast.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Jan 16, 2025 • 22min
The Role of a SaaS Acquisition Marketplace - with Andrew Gazdecki, Founder and CEO Acquire
SaaS company acquisition velocity will increase in 2025 and the role of marketplaces purpose built for buyer and sellers will become a must visit for both. If you are considering selling or buying a SaaS company, this discussion with Andrew Gazdecki, Founder and CEO at Acquire.com is a must listen. During the episode Andrew and our host, Ray Rike cover the following topics:The catalyst for founding Acquire.comThe trends in B2B SaaS start-up and early stage company acquisitionsTop lessons learned from the insights of hundreds of B2B SaaS acquisitionsSome of the key insights shared during the episode include:The value of preparing for the Confidential Information Memorandum (CIM)The importance of a discovery call with buyers prior to the Letter of Intent (LOI) The role of international buyers for U.S. companiesValuation expectations need to be realistic and reflect the current realityEBITDA is key for companies under $5M - know the current rangesDeal structures are widely varied - be open to different structuresGrowth Rate, Churn and Quality of Revenue are key metrics to highlightIf you are considering selling your SaaS company or a buyer thinking about buying an existing SaaS company, this conversation with Andrew Gazdecki, Founder and CEO of Acqiure.com is a must listen!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.