SaaS Expert Voices presented by Maxio

Randy Wootton, Maxio CEO
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SaaS Expert Voices presented by Maxio

Welcome to SaaS Expert Voices presented by Maxio with host, Randy Wootton, 3x SaaS CEO (public, private, VC and PE backed), and board member of multiple private companies. On this show, Randy engages in conversations with SaaS and finance experts, delving into the challenges they face, the victories they’ve achieved, the lessons they’ve learned, and what they see on the horizon for the industry. Whether you’re a seasoned leader or just stepping into the world of SaaS, join us as we explore the dynamic SaaS landscape with Expert Voices from around the world.

  1. 4 DAYS AGO

    From Autocratic to Empowered: Leading the Gen Z Workforce with Matt Tresidder

    This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Matt Tresidder, Co-founder and CEO of Leadr, a software company dedicated to enhancing personal and professional development. He is also the author of the thought-provoking book, "Management is Dead: There's a Better Way." Randy and Matt discuss the evolving landscape of management, exploring why traditional management methods are becoming obsolete in today's hybrid and generationally diverse workplace. Matt also sheds light on the various shifts affecting today's workplace—particularly the challenges of leading hybrid teams and the differing needs of Gen X, Millennials, and Gen Z employees.  Quotes "I like the sales analogy of moving from an IC to a manager because I think it's quite binary. People understand the act of selling, the act of managing, but it's apples and oranges. It literally is apples and oranges to say that someone's really good at selling and then say that they're just magically going to be able to teach someone else how to do it. It's not the same thing” -Matt Tresidder [04:08] “NPS is a very quantitative example. So, we have a pulse survey tool built within our platform called Leadr Insights, and it's literally doing what you just did. So, it's sending out a pulse survey anonymously to all your employees every single month. That allows me to stack rank the health of my managers based on what the employees would rate their experience at the company being.” -Matt Tresidder [27:59] Expert Takeaways  Management Evolution: The shift from autocratic, top-down leadership to more empowering, developmental approaches.Hybrid Workforce Challenges: Balancing autonomy, freedom, and access to maintain an engaging work environment for both in-office and remote employees.Generational Differences: Understanding and adapting to the varying management styles preferred by Gen X, Millennials, and Gen Z.Importance of Regular One-on-Ones: The critical role of effective one-on-ones in fostering employee engagement and mitigating misunderstandings.Integration of Tech and Services: How Leader’s software, paired with tailored services, helps managers develop their teams and drive organizational health. Timestamps (00:15) From Sales to CEO: Matt Tresidder's Journey and Insights (03:03) The Crucial Difference Between Knowledge and Experience in Management (06:09) Challenges of Managing Hybrid Teams and Generational Differences (11:54) Balancing Autonomy and Community in Hybrid Work Environments (17:48) Clarity in Communication Prevents Workplace Misunderstandings (19:45) Transforming Managers into Coaches for Better Employee Development (29:24) Innovative SaaS Models: Integrating Services to Drive Adoption (35:30) Balancing Efficient Growth and Visionary Leadership in Tech Startups (39:41) Understanding Team Dynamics Through Working Genius and Insights Links Maxio Upcoming Events Maxio Institute...

    46 min

  2. SEP 25

    Optimizing High-Intent Pages: Secrets to Streamlining Conversion Forms with Sahil Patel

    This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Sahil Patel, CEO of Spiralyze, a firm specializing in optimizing website conversions through data-driven A/B testing. The conversation kicks off with an exploration of Spiralyze's mission to make websites the most efficient and productive sales tools for B2B SaaS businesses. Patel elaborates on common pitfalls companies encounter when A/B testing, such as relying on anecdotes, running meek tests, and facing operational bottlenecks. Sahil and Randy discuss the importance of utilizing comprehensive data analytics to inform testing processes, mentioning Spiralyze’s approach of crawling thousands of web pages to identify effective strategies.  Quotes "A/B testing is the best way to continually get your website to perform better, to turn it into that high performing salesperson because if you don't A/B test, you're just doing ideas, hunches. Someone goes, “I heard that if you put the CEO's dog on the home page, you get more people to click." By the way, don't do that. A/B testing as a process is the best way to do it. But what most companies do is they test meek ideas. They do things like button color changes, or they test hunches and impulses." -Sahil Patel [06:52] “Sometimes my clients ask me, "Well, we have three products. Should we show a different product depending on what someone's interested in?" What I tell them is, "You're overthinking it. You actually don't want your audience thinking about what page that is." First of all, I don't actually think they care or remember. Number two, if they're thinking about the image, they're probably not going to convert. What you're looking for is an instinctive emotional response that you're trying to evoke for them. I call it the tinted window effect.” -Sahil Patel [34:00] Expert Takeaways  Website as Sales Tool: Understand your website as the most expensive but crucial sales tool, crucial for driving leads and conversions.Show the Product: Highlighting the actual product prominently on the website boosts visitor engagement and conversions significantly.Effective Copywriting: Use short, bold headlines along with the rule of three to convey key messages succinctly.Bold Claims: Make clear, quantifiable, and positive claims to captivate the user's interest immediately.Optimize for Intent: Tailor landing pages and forms to align with user intent, simplifying navigation for high-intent users and minimizing distractions. Timestamps (02:35) The Importance of A/B Testing for Websites (05:52) Common Mistakes in A/B Testing (09:43) Operational Challenges in A/B Testing (12:47) Best Practices: Show Your Product (14:40) The Role of Copywriting (18:00) Bold Claims and Their Impact (20:48) Live Teardown: Maxio Homepage Review (27:16) Demo Request Page Insights (33:12) Asset Download Page Recommendations Links Maxio Upcoming Events Maxio Institute Report a...

    42 min

  3. SEP 18

    Diagnose Before You Deploy: Smarter Strategies for CEOs with Michelle Valentine

    This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, welcomes back Michelle Valentine, Co-founder and CEO of Anrok and a prominent figure in the SaaS industry known for her innovative strategies and effective leadership. Randy and Michelle explore the "Seven Secrets of Success," focusing on delivering results, building winning strategies, and shaping company values. Michelle shares her unique experiences and methodologies, including the concept of "murphyjitsu," a strategic approach to anticipate and mitigate potential failures in business projects. She also shares how creating culture holds people accountable and fosters growth, elaborating on the power of intuition and making space for reflection.   Quotes People want to work on winning teams, and so results matter. Rallying the team and seeing what you're doing together is really important. Creating a culture that holds people accountable and stretches people for those goals is absolutely the number one thing that a CEO needs to keep their eye on." -Michelle Valentine [02:40] “The best CEOs tend to be right a lot, and the only way to do that is to invest in building your intuition. In our last conversation, you and I talked about how to quantify how confident you are about something. This could be like, "I have low epistemic confidence, I'm medium, I have high epistemic confidence." Then you could even start prescribing a percentage on that. It really is so subjective.” -Michelle Valentine [26:57] Expert Takeaways  Outcome-Driven Culture: Driving results and creating a culture that holds people accountable are paramount for a CEO's success.Murphy Jitsu Framework: An innovative approach borrowed from the Center for Applied Rationality, focusing on anticipating and mitigating what could go wrong in strategic plans.Shaping Values and Standards: Building a company's values and standards through a mix of aspirational and actual values, ensuring they evolve as the company grows.Building Intuition: The path to being 'right a lot' as a CEO involves honing one’s intuition through curiosity, pattern matching, and continuous learning.Effective Team Dynamics: The importance of transparent communication within executive teams, balancing one-on-one interactions with group problem-solving to enhance decision-making. Timestamps (00:05) Seven Secrets of Success for CEOs (03:35) Applying Murphyjitsu for Effective Risk Management in Business (12:58) Shaping Company Values and Standards for Long-Term Success (21:58) Balancing One-on-Ones and Group Discussions for Effective Leadership (32:51) The Importance of Reflection and Meditation for Problem Solving (35:28) Diagnose Before Deploying Resources for Efficient Strategy and Operations Links Maxio Upcoming Events Maxio Institute Report Randy Wootton LinkedIn  a...

    40 min

  4. SEP 11

    Small Companies, Big Growth: Why SaaS Companies Under $1M are Booming

    This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Ray Rike, CEO of Benchmark IT, a company specializing in providing the SaaS industry with comprehensive and contextualized benchmarking data. Randy and Ray discuss the growth trends seen among private B2B SaaS companies, emphasizing how certain market dynamics are influencing growth rates. They further break down the distinction between small companies under $1 million in revenue and their larger counterparts, elucidating intriguing growth patterns and the impact of pricing models on these dynamics. Listen as Randy and Ray examine infrastructure industries, pointing out how investment behaviors and market conditions are shaping which sectors thrive.     Quotes “CAC ratio measures your sales and marketing expenses divided by your new ARR, which is new name customer and expansion customer ARR. But then be more granular, and look at your sales and marketing investment expenses allocated to the pursuit of new logos in the ARR. And divide that by the new logo, ARR. What I do with a lot of our customers is I actually build a matrix. " -Ray Rike [13:40] “One of the most illuminating things from the Maxio Institute report was you segmented by fixed rate pricing, that is, traditional subscription pricing and usage based pricing. Now, you did that for small companies, below a million and then above. So below a million, the fixed rate pricing companies were growing. They hit 44% in Q1 and 41% in Q2 of 24. Compare that to usage based pricing companies.” -Ray Rike [23:02] Expert Takeaways  Private B2B SaaS Growth: Private B2B SaaS companies are currently experiencing an average annual growth rate of 17%, a significant yet stable rate compared to prior exuberant expectations.Small Business Resurgence: Companies with less than $1 million in annual revenue are seeing robust growth rates of 26% in Q1 and 21% in Q2 of 2024, suggesting a revival in the small business sector.Impact of Pricing Models: Fixed rate pricing is benefiting smaller companies with rapid growth, whereas usage-based pricing drives substantial growth for larger enterprises.Industry Investment Trends: Infrastructure-related industries like cybersecurity, transportation, and healthcare are thriving, in contrast to the slower growth in entertainment and e-commerce sectors.AI Evolution: Investment in AI, particularly foundational models, has increased dramatically, with the trend continuing to shape the SaaS landscape.  Timestamps (00:04) Benchmarking SaaS Growth with Data-Driven Insights (05:24) Key Insights from Q2 Maxio Growth Report (11:43) Balancing Growth and Efficiency in Sales and Marketing Investments (19:33) Small Companies See Significant Growth Amid AI Investments (23:02) Usage Based Pricing Versus Fixed Rate Pricing in SaaS Growth (29:54) Impact of Inflation and Funding on B2B Tech Companies (33:45) Investment Trends and Business Models in AI Companies (38:52) Strategies for Scaling Companies and Optimizing Customer Profiles (46:35) Ray Reich on SaaS Wisdom and Learning from Industry Experts Links Maxio a href="https://www.maxio.com/events/expert-voices/?utm_source=shownotes&utm_medium=podcast&utm_campaign=mx_pod_saas%20expert%20voices%20season%201_23-10_all" rel="noopener noreferrer"...

    48 min

  5. SEP 4

    The Evolution of FP&A: Building Financial Models for Success with Paul Barnhurst

    This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Paul Barnhurst, an expert in Financial Planning & Analysis (FP&A). Known as the "FP&A Guy," Paul explores the evolution of FP&A over the past two decades, highlighting shifts from back-office reporting functions to becoming strategic partners within organizations. Randy and Paul discuss essential modeling principles and tools that today's FP&A professionals should master, including modern Excel capabilities and the strategic use of AI in forecasting and planning processes.   Quotes “FP&A is a lot more than just the reporting and the analysis. That is what I see as FP&A today. I think it's been a gradual shift and it's really accelerated the last few years.” -Paul Barnhurst [09:07] “I think the most mature thing and where we're pricing the most benefit and planning is with machine learning, predictive modeling. Now, when we talk generative AI, I think there are a few areas that are going to be really helpful, where we're seeing the most use right now. I think the number one area is helping with emails, content, brainstorming, writing.” -Paul Barnhurst [31:34] Expert Takeaways  Career Shifts and Entrepreneurship: Paul Barnhurst’s journey from government procurement to a leading FP&A influencer showcases the importance of being open to opportunities and continuous learning.Evolution of FP&A: The transition from back-office reporting to strategic business partnering has made FP&A a critical function in navigating today’s rapidly changing business environment.Technological Advancements: Advances in cloud-based SaaS technologies and the expanded capacity of modern tools like Excel have revolutionized data management and analysis in FP&A.Financial Modeling Best Practices: Effective model design is paramount. Principles such as color coding, structured inputs and outputs, and avoiding hard-coded values ensure reliability and scalability.AI Integration: The role of AI in finance, particularly generative AI and machine learning, is set to make FP&A both more strategic and technically involved, allowing for more sophisticated decision-making processes. Timestamps (00:04) Navigating Career Shifts and Embracing Opportunities in FP&A (06:54) The Evolution of FP and A from Reporting to Strategic Partner (10:30) The Evolution of Data Analysis and AI in Finance (17:08) Top Financial Modeling Practices and Common Pitfalls (19:04) Challenges and Trust in Building Financial Models for Tech Startups (27:13) The Role of AI and Machine Learning in Finance (36:15) Key Metrics and Influences in SaaS Business Growth (38:23) Influential Figures in Finance, AI, and Financial Modeling Links Maxio Upcoming Events Maxio Institute Report Randy Wootton...

    41 min

  6. AUG 28

    From Startup to Success: The Journey of SaaSOptics with Clayton Whitfield

    This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Clayton Whitfield, Co-founder of SaaSOptics, a company that revolutionized financial operations for SaaS businesses by addressing critical gaps in their finance and operational systems. Clayton discusses the evolving roles within the office of the CFO, particularly focusing on critical SaaS metrics like revenue recognition, customer churn, and the composition of revenues. Randy and Clayton also underscore the importance of a finely-tuned work environment that facilitates a balance between front-office growth and back-office efficiency.  Quotes “When you're trying to run a SaaS business to get your revenues right, get your metrics right and all that kind of stuff, especially a growing SaaS business, if you use all those disconnected tools, it puts a lot of pressure on the finance team and all those disconnected tools as you grow." -Clayton Whitfield [01:03] “The big thing for SaaS in particular is revenue recognition. The revenue recognition rules are just different, right? If you go and mow somebody's lawn and give them an invoice or let them or run their credit card, you basically can take all the revenue right away because you've satisfied all the rules for recognizing that revenue.” -Clayton Whitfield [14:10] Expert Takeaways  Foundational Insights on SaaSOptics: Clayton Whitfield elaborates on the journey and challenges that led to the creation of SaaSOptics, providing a historical perspective on solving pressing financial issues for SaaS companies.Critical SaaS Metrics: The episode emphasizes the importance of metrics like revenue recognition, customer churn, LTV to CAC, and the nuances in defining these metrics to accurately manage and scale a SaaS business.Evolution in the Office of the CFO: Clayton discusses how the role of CFOs has evolved with the advent of SaaS-specific financial challenges, and how businesses must balance their investment between front-office growth and back-office efficiency. Strategic Leadership in SaaS: Both guests offer insights into what makes a great CEO, focusing on building effective teams, cultivating a strong culture, and the importance of allocating capital strategically. Timestamps (00:04) The Journey and Success of SaaSOptics (07:13) Transforming SaaS Business with Daily Invoicing Integration (09:28) Navigating SaaS Growth and Financial Maturity (14:10) Key Metrics for Running a Successful SaaS Business (20:42) Understanding and Utilizing Key Business Metrics for Growth (22:55) Understanding Metrics and Segmentation in SaaS Businesses (30:01) Building a High-Integrity, Hardworking Team for Success (34:40) Critical Skills for CEOs: Capital Allocation and Detailed Involvement (38:29) Key Metrics, Essential Reads, and Influential Voices for CEOs Links Maxio Upcoming Events Maxio Institute Report a href="https://www.linkedin.com/in/randy-wootton-%F0%9F%9A%80-910/" rel="noopener noreferrer"...

    42 min

  7. AUG 21

    From Cash Basis to Accrual: Transforming Financial Reports for SaaS with Chris Morgan

    This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Chris Morgan, CEO of LBMC. Randy and Chris highlight the evolving intricacies in financial operations within B2B SaaS companies. They discuss the necessity for moving beyond simple cash accounting to sophisticated systems capable of managing accrual accounting and providing deeper insights into business performance. With a rich background in accounting and finance, Chris talks about the significance of order-to-cash cycles, the dangers of revenue leakage, and the sophisticated demands placed on modern CFOs in today's data-rich business environment. Quotes “I think it’s really consistency. Not all businesses are the same. And you really want to have somebody who’s going to take the time and really kind of dive in and understand the business and the nuances around it so they can kind of better guide you on how all that should be captured and reported.” -Chris Morgan [19:54] “I think if a client is keeping their customers and growing and they're not losing business, then that's a great business, especially if they're hitting those two really well. And hopefully on the other side of it they're not losing customers, they're growing and adding customers as well from that standpoint.” -Chris Morgan [37:07] Expert Takeaways  Implement Robust Accounting Systems: Utilize specialized SaaS tools to manage accounting operations, ensuring accurate and timely financial data.Maintain Consistency in Reporting: Develop and adhere to standardized methods for financial reporting and analysis.Prepare for Growth: Anticipate the inflection points in business growth that require enhanced financial oversight and transition smoothly with prepared systems and personnel.Embrace a Strategic Role: CFOs should evolve beyond the numbers, contributing to strategic business decisions and operational efficiencies. Timestamps (00:04) The Evolution of the CFO Role and LBMC's Growth (02:30) Outsourced Accounting Solutions for Growing Businesses (07:24) Navigating Financial Operations for Early-Stage B2B SaaS Companies (09:42) The Critical Role of Accurate Accounting in Capital Raises (16:12 Complexities of Consumption-Based Models in SaaS Revenue Recognition (28:40) Creating Consistent and Digestible Financial Reports (30:12) Strategic Financial Insights for SaaS Companies (33:38) The Importance of Data Visualization for Modern CFOs (33:44) The Evolution of CFOs from Compliance Officers to Strategic Partners (37:07) The Importance of Gross Retention and Churn in SaaS Links Maxio Upcoming Events Maxio Institute Report Randy Wootton LinkedIn  Chris Morgan LinkedIn

    42 min

  8. AUG 14

    Culture is Connection: How to Empower Your Team with Purpose with Cory Sanford

    This week on the Expert Voices podcast, Randy Wootton, CEO of Maxio, speaks with Cory Sanford, Vice President of Culture and Talent at Guidant Financial. Randy and Cory dig into what it takes to be a successful CEO, offering actionable advice for founders, leaders, and aspiring entrepreneurs. Cory's innovative framework for measuring and fostering organizational culture through connection is meticulously detailed. While emphasizing the importance of effective one-on-ones and streamlined performance management, Cory also discusses the need for simplicity and clarity in leadership practices.  Quotes “There's not a silver bullet in leadership. The closest thing that I have found though is effective in regular one-on-ones. The most important relationship in the workplace is the direct supervisor relationship. At Guidant we've really invested in making sure we're hiring good people leaders, not just technical experts, but these are people that may actually have less technical expertise. But we know are actually going to be the better people leaders because that relationship is so important.” -Cory Sanford [26:54] “I like to say that a good onboarding is the best recruiting insurance. And so investing in onboarding. When emotions are high, the chance for high leverage and high success is equally high. And so when people are nervous starting a job, we know we can make a big impact by investing there. So we give them a partner in crime. Somebody that they can ask all the questions.” -Cory Sanford [31:48] Expert Takeaways  Cultural Stewardship: The CEO should be the chief storyteller, setting clear values and principles exemplified through consistent storytelling and strategic communication.Effective Questioning: As one ascends the organizational hierarchy, the skill set should shift from having answers to asking the right questions, fostering a culture of curiosity and continuous improvement.Connection as Culture: Cory's framework posits that culture is fundamentally about connection – to purpose, leaders, and each other. Measuring and acting upon these connections drive a strong organizational culture.Performance Management: A simplified approach to performance reviews can foster better conversations and relationships, focusing on impactful and actionable feedback.Strategic Engagement: Regular, meaningful engagement through Timestamps (00:04) Unlocking Potential: HR Strategies for Remote Companies (02:21) Empowering Small Business Owners Through Retirement Fund Financing (06:05) Seven Secrets of Success for CEOs (14:06) The Importance of Asking Good Questions as a CEO (20:21) Measuring and Enhancing Workplace Culture Through Connection (24:56) High Participation in Global Virtual Events at a Hybrid Company (26:44) The Importance of Effective One-on-Ones in Leadership (30:15) Building Connections and Best Practices for Remote Teams (37:16) Balancing Performance Reviews with Budget Constraints and Calibration (43:00) Metrics, Business Books, and Influencers Links Maxio Upcoming Events a...

    47 min
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About

Welcome to SaaS Expert Voices presented by Maxio with host, Randy Wootton, 3x SaaS CEO (public, private, VC and PE backed), and board member of multiple private companies. On this show, Randy engages in conversations with SaaS and finance experts, delving into the challenges they face, the victories they’ve achieved, the lessons they’ve learned, and what they see on the horizon for the industry. Whether you’re a seasoned leader or just stepping into the world of SaaS, join us as we explore the dynamic SaaS landscape with Expert Voices from around the world.

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