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Metrics that Measure Up

Metrics that Measure Up

Von: Ray Rike
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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.

© © 2023 Metrics that Measure Up
Management & Leadership Ökonomie
  • Exit Ready Analytics - with Will Sullivan, Managing Partner at Predictive Analytics
    Aug 19 2025

    Exit Ready Analytics is a concept that any B2B SaaS company CFO and CEO should become familiar with before entering into any potential strategic company sell initiative, deal due diligence and/or data room preparation.

    During this episode, Will Sullivan, Managing Partner at Predictive Analytics Partners discusses his experiences from over $30 Billion in strategic acquisitions across 20 transactions. Topics discussed include:


    • Exit Ready Analytics - the when, what, and how
    • The differences between a strategic Chief Revenue Officer and a Head of Sales
    • When to hire a CRO and their responsibilities
    • How to bridge the CRO and CFO relationship


    If you are a CEO, CFO or CRO in a B2B SaaS company that is either considering a strategic sell process and/or want to increase the strength of the CFO and CFO relationship - this episode has something for you!



    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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    29 Min.
  • Real-time Data-Driven Insights and Decisions - with Josh Schauer, CFO insightsoftware
    Aug 15 2025

    Imagine leading Finance for a company that has made 31 acquisitions over the last six years. Then, imagine the challenges of having near real-time visibility into a recently acquired company to ensure the forecast accuracy that a Private Equity firm expects from their portfolio companies, specifically from their CFO.

    That is exactly the environment that Josh Schauer, CFO at insightsoftware, operates in every day! During today's episode, we discuss three main topics that are part and parcel to achieving near real-time insight into the data, performance metrics, and trends required to drive financial decisions - quickly. Those topics include:

    • The challenges with fragmented data for financial decision-making
    • Moving from historic to real-time data for Financial decision-making
    • Developing a process to quickly integrate acquired companies into your financial systems
    • Modifying budgets based on actual performance insights


    If you are considering private equity as a potential exit strategy, or are part of a company that is growing through acquisition, this is a must-listen-to episode!!!


    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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    34 Min.
  • The Scaler Role, Personality Traits and Business Impact - with Casey Woo, Founder and CEO Operators Guild
    Jul 17 2025

    Casey Woo, Founder and CEO of the Operators Guild has a very interesting journey, from being a West Point cadet, a Harvard graduate, an investment banker at Goldman Sachs, a multiple-time CFO and now the founder and CEO of the Operators Guild, and General Partner at Fog Ventures. With this background Casey has been able to experience and identify the critical role of the "scaler" in companies.

    During the conversation with Casey we cover multiple topics including:

    • The role of the scaler versus specialist in business
    • The personality traits of a scaler
    • How process and performance interact from a scaler's perspective
    • How the Operators Guild became a community of scalers


    If you have ever felt that one department, one role and doing the same thing day over day was not fully leveraging your skill set and talents - this conversation is thought provoking and inspirational.

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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    32 Min.
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