• 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.
  • Future of FP&A + AI - with Melissa Howatson, CFO Vena Solutions
    Jul 11 2025

    Melissa Howatson is the CFO of Vena Solutions, a $100M+ ARR cloud-based financial planning and analysis (FP&A) platform that helps companies streamline budgeting, forecasting, reporting, and financial modeling, with a strong emphasis on Excel integration.

    During the episode, we covered multiple topics with Melissa including:

    • Latest trends in B2B SaaS FP&A
    • AI in Finance - the importance of change management
    • Metrics that Matter at > $100M ARR
    • Measuring the Impact of a podcast


    The 30-minute conversation hit upon multiple key trending topics including: 1) how FP&A is evolving as a strategic business partner to the other key functions; 2) why the CFO needs to lead a culture of experimentation with AI; 3) how EBITDA increases in importance as a company scales and; 4) how to measure the impact of a company sponsored podcast!

    If you are an aspiring CFO, or a CFO looking to scale your company beyond $100M ARR or are interested in how a world-class CFO came to be this conversation 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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    37 Min.
  • Integrating GTM in a PLG Company - with Shane Murphy-Reuter, President GTM Calendly
    Jun 18 2025

    Shane Murphy-Reuter, GTM President at Calendly, has been part of multiple B2B SaaS companies during their hypergrowth phase, including Webflow, ZoomInfo, and Intercom. He recently joined Calendly to integrate the Go-to-Market functions and continue to find new opportunities to increase growth and growth efficiency.

    Shane is responsible for creating a more seamless customer experience across each stage of the Calendly customer journey. During today's episode, the discussion covers a wide variety of topics including:

    • The Primary Role of the GTM Executive in a PLG Company
    • The key inflection points in scaling a PLG company
    • How to evolve a brand - from the buyer’s perspective
    • How to build an integrated GTM team in a PLG company


    One of the key aspects of this conversation is that we dive deep into how to leverage and apply B2C best practices in a B2B and PLG environment - at scale. Another key insight here is the importance of becoming a multi-product company and evolving the brand of a primarily self-service, single-product company.

    If you are evaluating or recently transitioned to an integrated GTM organizational structure that begins and ends with the customer experience in a Product-Led Growth environment - this conversation is 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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    33 Min.
  • The Role of the Fractional CFO - with Josh Aharonoff, Your CFO Guy and Founder Mighty Digits
    Jun 11 2025

    Josh Aharonoff, better known as "Your CFO Guy" and the founder of Might Digits, a consultancy specializing in accounting, finance and fractional CFO services. Josh has amassed 450,000+ followers on LinkedIn, which is extremely rare for anyone, especially someone who caters to the corporate finance community!

    During Josh's appearance on the Metrics that Measure Up Podcast, he and our host, Ray Rike discuss a wide variety of topics including:

    • The Role of the Fractional CFO
    • When to consider an internal VP Finance or CFO
    • Why excel is a CFOs best friend…or NOT
    • Building a LinkedIn following of 450K+ - the business case and the process


    If you are a small or medium size business CEO, and are interested in when it might be the right time to bring in a VP Finance or CFO, or a finance professional looking to scale-up your personal brand, want to enhance your excel skills or considering starting your own business this conversation with Josh is chalked full of great insights, ideas and best practices!

    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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    30 Min.
  • Revenue Recognition in B2B SaaS and Native-AI has never been harder - with Dan Miller, CFO RightRev
    Jun 4 2025

    Dan Miller, CFO at RightRev, has been at the center of Usage-Based Pricing, having served as CFO at Fastly and previously as VP of Finance and General Manager at NetSuite. During today's episode, Dan and Ray discuss how Usage-Based Pricing and AI Outcome-Based Pricing are impacting ARR Reporting and Revenue Recognition Management.

    During today's episode, Dan and Ray cover several emerging trends in SaaS and Native-AI companies including:

    • How variable pricing models impact revenue recognition
    • How does the evolution of Outcome-Based pricing impact revenue recognition
    • How AI is and will impact the Office of Finance

    A few key takeaways from the episode that are worthy of a deeper dive and listen include:

    • Understanding how contract modifications impact revenue recognition policy, process, and reporting
    • Blended offerings including a fixed fee + usage are great for customers - but hard to manage revenue recognition
    • How token and credit-based pricing impacts revenue recognition and gross profit calculation and reporting
    • The strategic impact and tactical challenges of transitioning from pure subscription or hybrid Usage-Based Pricing


    If you are a CFO or SaaS executive looking to better understand how pricing trends are challenging existing revenue recognition processes, infrastructure, and automation - this episode is a great listen!


    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.