Ray Rike

AI to ROI

Business EN ↓ 247 episodes

AI to ROI is a podcast that shares how enterprises translate AI investments into measurable business value. Hosted by Ray Rike, Founder and CEO of Benchmarkit, the show features senior enterprise leaders and AI software executives who share how AI initiatives move from pilots to production, and how ROI is actually measured and achieved. In addition, each week, we publish a bonus episode with AI to ROI Newsletter co-author, Peter Buchanan to discuss the Big Story of the Week. The AI to ROI podcast is the evolution of the original "Metrics to Measure Up" podcast.

Author

Ray Rike

Category

Business

Podcast website

art19.com

Latest episode

Jul 7, 2026

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Episodes

Scale your SaaS - with Matt Wolach, founder of Xsellus and "Scale your SaaS" podcast 26.04.2023

Matt Wolach is the founder of Xsellus and host of the Scale your SaaS podcast. Matt is one of those guests that have taken over a year to be on the Metrics that Measure Up podcast. Matt has hosted over 250 episodes of "Scale your SaaS" and was one of the inspirations for this podcast. The first question I asked Matt was about the common attributes that successful SaaS founders exhibited. By being...

SaaS Spend Management Trends - with Eric Christopher, Founder and CEO Zylo 11.04.2023

Eric Christopher, the founder, and CEO of Zylo is sitting on top of one of the industry's largest SaaS spend data repositories and thus benchmarks, a key reason I knew I needed to have Eric as a guest on the podcast. What was the catalyst for founding Zylo? It started with Eric's experience as a revenue leader in two social media platform companies. Eric realized that by introducing new solutions...

SaaS Expansion across Europe - with Rick Pizzoli, Sales Force Europe 11.04.2023

In 2023 many SaaS companies are searching for what market(s) are going to drive their next phase of growth - and international markets, especially English-speaking countries are often considered by U.S. B2B SaaS companies. Rick Pizzoli, moved to Europe over 25 years ago to launch the European presence for U.S. based software companies. Based upon that experience, Rick and Sales Force Europe has he...

The Future of SaaS Spend Management - with Ryan Neu, Founder and CEO Vendr 28.03.2023

SaaS Spend Management is an emerging and rapidly evolving category - yet Ryan Neu, Co-Founder, and CEO of Vendr has a unique vision for how the category needs to evolve. Ryan has a background in public accounting, and then transitioned to software sales, including a role in the early days at Hubspot. During his career selling, he realized that selling great products is hard, takes too much time an...

The Evolution of Forecast Management - with Guy Rubin, Founder and CEO ebsta 21.03.2023

If you have ever been frustrated with the forecasting process and accuracy at your company - this episode is for you! Guy Rubin is the founder and CEO of ebsta, a leading provider of Revenue Intelligence - the next generation of forecast management. Guy founded ebsta to automate the logging of sales rep activity directly into their Customer Relationship Management (CRM) like Salesforce and Hubspot...

Lessons learned from the Silicon Valley Bank collapse - with Todd Gardner, SaaS Advisors 14.03.2023

Friday, March 10th, 2023 - a moment in B2B Technology and Start-Up ecosystem history that many will never forget and hopefully provides a foundation for learning the risks and rewards of venture-backed, early-stage entrepreneurship. Todd Gardner founded SaaS Capital in 2007, the industry's first "recurring revenue credit facility". Before names like Salesforce, Workday, and Snowflake were wel...

When to introduce SaaS Spend Management - with Cledara co-founder and COO, Brad Van Leeuwen 07.03.2023

Over February and March 2023, we spoke with several founders, CEOs, and executives at SaaS Spend Management vendors. In this episode of the Metrics that Measure Up podcast, we discussed the evolution, best practices, and ideas on how to introduce a SaaS Spend Management program with Brad Van Leeuwen, Co-Founder and COO at Cledara. Brad stated that his own experience as an entrepreneur with the cha...

CFO lessons learned in planning and forecasting - with Dan Fletcher, CFO Planful 01.03.2023

Planning in 2020 continues to be chalked full of uncertainty based on the current macroeconomic reality. Assuch, being a finance leader in 2023 is even more challenging, and unpredictable -  but developing an operating plan and budget is an important and critical component of the CFO's job. First, is being "hyper-realistic" is the theme of the year, especially on top-line revenue. Understanding re...

SaaS Spend Management - with David Campbell, Founder and CEO Tropic.ai 21.02.2023

How does writing a 400-page novel lead to founding a SaaS Spend Management company? It was the start of David Campbell's journey which including breaking into B2B technology sales where he saw the challenges companies of all sizes have with buying technology. What is the definition of "SaaS Spend Management" according to David? David defines it as "spend management for the most important asset cat...

Corporate Spend Management - with Oded Zehavi, Founder and CEO Mesh Payments 14.02.2023

Oded Zehavi has global payment experience from his time as an executive at leaders including PayPal and Payoneer. With Spend Management, especially SaaS Spend Management, becoming such a hot topic in 2023 - we wanted to start our conversation with Oded to understand his definition of "Spend Management"? Oded defines spend management as enabling finance teams to automate, control, and increase visi...

Full Funnel Conversion Optimization - With Guy Yalif, Founder and CEO - Intellimize 07.02.2023

Have you ever met someone in their "early career" that you just knew was going to be successful? That was my feeling when I first met Guy Yalif, Founder and CEO of Intellimize almost 20 years ago! Guy has been both a Marketing and Product leader, which led to his creation of a company focused on optimizing full funnel conversion. Guy's vision is to personalize each website visit at the moment to c...

No Forms - No SPAM - No Cold Calls - with Latane Conant, Chief Market Officer 6sense 31.01.2023

How many times have you visited a B2B website and cringed at being asked to provide your contact information, including your email just to download a white paper or watch a video? Why is this a reality in 2023 on most B2B SaaS websites? Because "leads" are still a primary measurement of Marketing success and marketers have not yet invested in the processes and instrumentation to focus on both the...

Building a media asset inside a B2B SaaS company - with Patrick Campbell, Founder and CEO ProfitWell (Paddle) 25.01.2023

Media-Led Growth (MLG) is a term first introduced here on the Metrics that Measure Up podcast and the central theme of this episode. Who better to discuss this topic than Patrick Campbell, Founder, and CEO of ProfitWell, recently purchased by Paddle for an unofficial $180M+ Patrick was a pioneer in building brand media assets inside a B2B SaaS company at ProfitWell - what led to the decision to in...

Product Analytics and Metrics that Matter - with Todd Olson, Founder and CEO Pendo 17.01.2023

Product-Led Growth is one of the hottest topics and trends in the B2B SaaS industry. Heading into 2023, most company will be evaluating their usage of every SaaS tool, and as a vendor understanding how customers are using your product is foundational to understanding and forecast customer retention metrics. Todd Olso founded Pendo, the leading Product Analytics solution provider, over 9 years ago....

The Power of Go-to-Market Experience + Capital - with Mark Roberge, Stage 2 Capital 11.01.2023

Mark Roberge is the founder and Managing Director of Stage 2 Capital and previously was the Chief Revenue Officer at HubSpot from 2007 to 2016.  Mark is also the author of the best-selling book "The Sales Acceleration Formula". The lessons learned over his nine years leading revenue at HubSpot have led to several new endeavors including creating a Sales curriculum being taught at Harvard Business...

A Chief Revenue Officer's learnings from $0 - $100M+ ARR - with Mark Kosoglow, CRO Catalyst and SVP Sales, Outreach 04.01.2023

Imagine having your founder and CEO working weekends to develop leads and a calling list for the VP Sales in an early-stage B2B SaaS company.  That was Mark Kosoglow's experience when he first joined Manny Medina, the founder, and CEO at Outreach - the leading Sales Engagement Platform company in the industry. I asked Mark about the reality of leading Sales at an early-stage B2B SaaS company, and...

The Different Buying Team Profiles - with Brent Adamson, author the Challenger Customer 29.12.2022

Heading into 2023 companies are preparing for larger buying teams, and increased scrutiny on every purchase. I could not think of a better backdrop to speak with Brent Adamson, the author of The Challenger Sale and The Challenger Customer. The Challenger Customer is based on research focusing on the different "profiles" of the buying team in a considered "SaaS" purchase. This i...

Marketing Metrics that Matter to the CFO - with Chris Golec, Founder and CEO Channel99 and Demandbase 20.12.2022

Heading into 2023, B2B SaaS CFOs are doubling down on using performance metrics to guide the 2023 operating budget. A key question is what metrics they use to help evaluate the Marketing budget, and what metrics they wish they had from Marketing to help inform budget allocation and investment decisions. Chris Golec, the founder, and CEO of intent data and account-based program platform leader Dema...

The journey from FP&A to SaaS CFO - with CJ Gustafson, CFO PartsTech 13.12.2022

Mergers and Acquisition analyst to FP&A professional to SaaS CFO. This is the path that CJ Gustafson took on his journey to becoming the CFO at Parts Tech. The common thread across each step of his journey was metrics, a perfect subject for CJ's appearance on the show. CJ developed his excel and financial chops during his first role as an M&A analyst, which served as the foundation fo...

Kind Folks Finish First - Sam Jacobs, Founder and CEO Pavilion 06.12.2022

STOP if you do not think that the concept of "Kind Folks Finish First" is applicable in corporate America! Sam Jacobs, the founder, and CEO of Pavilion realized that getting fired for the third time was the catalyst for finally understanding that pursuing his real passion "to help others" was the key to finding both success and fulfillment. Sam credits a shift in "mindset&...

Saas Metrics for Investors and Execution Decision Making - with Nick Franklin, Founder and CEO ChartMogul 30.11.2022

Nick Franklin is the Founder and CEO of ChartMogul, a leading SaaS Metrics Reporting, and Subscription Analytics Platform. Nick worked for five years at ZenDesk, where he led both Europe and then Asia-Pacific before founding ChartMogul eight years ago. With 2,500 B2B SaaS companies as customers, Nick's insights around how companies use metrics to inform decision-making are unmatched. Nick&apo...

Revenue Operations Outsourcing Strategy - with Cliff Simon, CRO Carabiner Group 15.11.2022

Revenue Operations - the buzz has continued in 2022 but how to introduce and then maximize the return on investment is still a work in process. Cliff Simon, the Chief Revenue Officer at Carabiner Group, an early leader in Revenue Operations stopped by to share his insights into how to maximize the return on RevOps. First, we discussed if Revenue Operations is viewed and delivering as a Strategic f...

RevOps as a Strategic Revenue Planning Partner - with Toni Hohlbein, Growblocks 10.11.2022

As a Chief Revenue Officer, Toni has had a front-row view on scaling revenue engines, and one major challenge he faced was that too much time was spent on financial planning and budgets, versus how to best make money. The first question we discussed was the difference between FP&A and Revenue Operations. Toni's perspective is that Revenue Operations is much closer to the revenue generatin...

Customer Lifecycle Metrics - With Craig Rosenberg 01.11.2022

Craig Rosenberg has worked with hundreds, if not thousands of B2B SaaS companies as the co-founder of TOPO, Distinguished analyst at Gartner, and now as Chief Platform Officer at Scale Venture Partners. Across Craig's roles, he was able to take an expensive view across each stage of a SaaS company's growth including strategy, people, process, technology, tactics, and over time METRICS! C...

Metrics Require Context - with Scott Stouffer, founder and CEO scaleMatters 25.10.2022

Have you ever looked at all of the reports, dashboards, and data presented across your company and felt overwhelmed and under-informed? Today's data-driven world far too often results in a lot of data but not better decision-making or company performance. Scott Stouffer founded his first company in 1993 and has lived the reality of how Go-to-Market Strategy is not a one-time thing, but a seri...

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