In this episode of Selling the Cloud, Kristina Jaramillo, President of Personal ABM, joins KK Anderson to unpack why most ABM programs fall short; and what it really takes to win and expand six- to seven-figure enterprise accounts.

Kristina shares how B2B teams can go beyond persona-based playbooks to deliver personalized, strategic account experiences. She explains how to redefine your ICP, align marketing and sales with shared revenue accountability, and build campaigns that influence real pipeline movement; especially when targeting enterprise buyers.

What You’ll Learn:

• ABM Foundations that Win: How true account insights—beyond intent data or personas—unlock six- and seven-figure deals.
• Strategic ICP Redefinition: Mapping accounts by strategic readiness and revenue potential, not just firmographics.
• Full-Funnel Alignment: Tactics that unite sales, marketing, and CS around shared expansion and retention goals.
• Personalization at Scale: Frameworks for moving from one-to-one to one-to-few without losing relevance.
• Revenue-Centric Metrics: Using stage progression, influenced pipeline, and NRR to prove ABM impact.

Key Topics:

• Strategic account-based marketing for mid-market & enterprise growth
• Differentiating ABM from demand gen
• Intent data traps and tech misuse
• Metrics that go beyond MQLs: NRR, stage progression, deal influence
• Aligning CS, sales, and marketing around buyer relevance
• Orchestrating account experiences, not just sourcing leads

Guest Spotlight: Kristina Jaramillo

Kristina is President of Personal ABM and host of the ABM Done Right podcast. With a deep focus on revenue-driven marketing, she helps B2B tech and SaaS companies build customized go-to-market motions that win and expand high-value enterprise accounts.

Resources & Mentions:

• Podcast: ABM Done Right
• Go-to-market strategist to follow: Sangram Vajre
• Recommended Books:
• The Challenger Sale
• The Challenger Customer
• The JOLT Effect

🎧 Listen now and follow Selling the Cloud for more GTM insights from leading voices in enterprise growth. Subscribe wherever you get your podcasts.

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

In this Part 2 episode, co-host Mark Petruzzi continues the conversation with Jack Zimnavoda, Head of Customer Success at Insightful. This time, they explore how Jack’s team is scaling Customer Success by embedding AI, aligning post-sale marketing, and applying smart segmentation strategies.

Jack shares how predictive tools, data-informed health scores, and hybrid touch models enable CS teams to identify churn risks, streamline workflows, and drive expansion; all while maintaining a personal touch.

What You’ll Learn

• Predictive CS in Action: Jack explains how his team uses AI within their CS platform to surface risk, recommend proactive next steps, and highlight expansion-ready accounts.
• Marketing + CS = Growth: How Insightful brings CS and marketing together to educate customers, promote feature adoption, and scale communication—without losing personalization.
• Segmentation for Scale: Why Insightful uses a hybrid touch model to support over 5,000 customers across different industries and sizes—without compromising value delivery.
• Retention Forecasting: Discover how qualitative inputs, usage data, and AI models combine to anticipate churn and improve long-term customer outcomes.

Key Topics

• Building a predictive, AI-supported CS platform
• Aligning CS, product, and marketing post-sale
• Hybrid-touch models for scale
• Customer health scoring and churn prediction
• Operationalizing expansion strategy
• Creating scalable CS motions with a human touch

Guest Spotlight: Jack Zimnavoda

Jack is Head of Customer Success at Insightful, where he leads global efforts in retention, adoption, and expansion. With over 10 years of experience in B2B SaaS, Jack has developed practical, scalable strategies that connect Customer Success with revenue growth.

Resources & Mentions

• Book: The Seven Pillars of Customer Success by Wayne McCulloch
• Podcast Mention: This is Growth by Daphne Costa Lopes
• Tool: Vitally – CS platform used by Insightful

🎧 Listen now and follow Selling the Cloud for more expert insights on scaling GTM teams. Subscribe wherever you get your podcasts.

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

In this episode, co-host Mark Petruzzi welcomes Jack Zimnavoda, Head of Customer Success at Insightful. Jack shares how modern B2B SaaS organizations can turn customer success from a support function into a true driver of revenue and retention.

Together, they explore what it takes to align CS with sales, marketing, and product—without creating channel conflict. Jack reveals how predictive AI, smart segmentation, and aligned incentives can turn expansion into a scalable and proactive motion.

What You’ll Learn

• Customer Success as a Revenue Driver: Jack explains how to reframe CS from a cost center to a growth engine—through structure, ownership, and incentives.
• Avoiding Channel Conflict: Learn how clearly defined swim lanes, compensation clarity, and collaboration between CS and Sales create harmony and momentum.
• Building a Scalable CS Model: From white-glove enterprise accounts to hybrid-touch models, Jack outlines how to maintain personalized value delivery at scale.
• Metrics That Matter: Understand the importance of net retention, lifetime value, and how CS teams can build pipelines and forecast revenue just like Sales.
• AI + Customer Health: Hear how Jack uses predictive AI to monitor product usage, signal risk, and surface expansion opportunities at scale.

Key Topics

• Structuring CS to own post-sale revenue
• Aligning CS, Sales, Marketing, and Product
• Channel conflict: where it happens and how to prevent it
• Using AI in CS forecasting and health scoring
• Segmenting your customer base to drive upsell plays
• Scaling without losing the human touch
• How to hire for commercial CSMs (hint: curiosity and creativity)

Guest Spotlight: Jack Zimnavoda

Jack is Head of Customer Success at Insightful, where he leads a global team focused on retention, adoption, and expansion. With over a decade of experience in B2B SaaS, Jack has helped transform CS into a proactive, commercial function that partners across the go-to-market org to drive real business outcomes.

Resources & Mentions:

• Book: The Seven Pillars of Customer Success by Wayne McCulloch
• Podcast Mention: This is Growth by Daphne Costa Lopes
• Tool: Vitally – CS platform used by Insightful

🎧 Listen now and follow Selling the Cloud for more expert insights on scaling GTM teams. Subscribe wherever you get your podcasts.

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

In this episode, co-hosts Mark Petruzzi and KK Anderson welcome back their friend and former Selling the Cloud host, Cathy Minter, now CEO of Wisdom.io. Cathy brings her deep go-to-market expertise to a timely conversation on what it really takes to scale in today’s fast-changing SaaS environment.

Together, they explore why the traditional, siloed approach to sales, marketing, and customer success no longer works—and why a unified CRO model is becoming essential for growth-minded organizations.

What You’ll Learn

• Why a Unified CRO Model Works
• Discover the strategic advantages of aligning sales, marketing, and customer success under one revenue leader and when it doesn’t make sense.
• The Death of Departmental Silos
• Learn how shifting buyer behavior, faster sales cycles, and AI-driven insights demand end-to-end alignment across the customer journey.
• Data Fluency as a CRO Superpower
• Cathy shares why today’s CROs must think like data scientists and psychologists and how that’s changing the role forever.
• From Chaos to Clarity: Leading Through Change
• Practical advice for CROs navigating organizational chaos, short tenures, and constant pivots. Hint: Start with what you can change tomorrow.
• AI as Your New Intern
• Hear how Cathy leverages AI to supercharge research, prep, and forecasting—freeing up time to do what matters most: build trust and close deals.

Key Topics

• The evolution of the modern CRO
• Aligning KPIs across sales, marketing, and success
• Why boards have resisted the unified model and how to change their minds
• The impact of AI on seller productivity and buyer behavior
• Building trust in a late-stage, digitally empowered buying process
• Practical tips for early wins in your first 90 days as a CRO

Guest Spotlight: Cathy Minter

Cathy is the CEO of Wisdom.io and a proven go-to-market executive with a track record of scaling high-growth SaaS businesses. She has led world-class sales, marketing, and customer success teams and now shares her playbook for building modern, aligned revenue organizations.

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

In this episode, co-hosts Mark Petruzzi and KK Anderson welcome back their friend and former Selling the Cloud host, Cathy Minter, now CEO of Wisdom.io. Cathy brings her deep go-to-market expertise to a timely conversation on what it really takes to scale in today’s fast-changing SaaS environment.

Together, they explore why the traditional, siloed approach to sales, marketing, and customer success no longer works—and why a unified CRO model is becoming essential for growth-minded organizations.

What You’ll Learn

• Why a Unified CRO Model Works
• Discover the strategic advantages of aligning sales, marketing, and customer success under one revenue leader and when it doesn’t make sense.
• The Death of Departmental Silos
• Learn how shifting buyer behavior, faster sales cycles, and AI-driven insights demand end-to-end alignment across the customer journey.
• Data Fluency as a CRO Superpower
• Cathy shares why today’s CROs must think like data scientists and psychologists and how that’s changing the role forever.
• From Chaos to Clarity: Leading Through Change
• Practical advice for CROs navigating organizational chaos, short tenures, and constant pivots. Hint: Start with what you can change tomorrow.
• AI as Your New Intern
• Hear how Cathy leverages AI to supercharge research, prep, and forecasting—freeing up time to do what matters most: build trust and close deals.

Key Topics

• The evolution of the modern CRO
• Aligning KPIs across sales, marketing, and success
• Why boards have resisted the unified model and how to change their minds
• The impact of AI on seller productivity and buyer behavior
• Building trust in a late-stage, digitally empowered buying process
• Practical tips for early wins in your first 90 days as a CRO

Guest Spotlight: Cathy Minter

Cathy is the CEO of Wisdom.io and a proven go-to-market executive with a track record of scaling high-growth SaaS businesses. She has led world-class sales, marketing, and customer success teams and now shares her playbook for building modern, aligned revenue organizations.

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

In Part 2 of our conversation with B2B Sales Playbook co-author and Growth Forum CEO David Fastuca, we dig deeper into the realities of modern B2B selling—where sales efficiency meets brand experience, and AI is no longer optional.

From the dangers of AI-powered spam to the rise of seller personal branding, David, Mark, and KK unpack the current sales landscape and where it's headed.

In this episode, we explore:

• Why AI spam is killing your brand—even if your numbers look “okay” on paper
• How to realign your go-to-market strategy around quality, not just quantity
• The rise of seller-led branding and why BDRs must now build trust and visibility online
• How great sales leaders create calm, consistent, performance-driven cultures
• The new standard for sales-marketing alignment: shared metrics, shared messaging, and shared accountability
• How to use AI to forecast accurately and coach reps in real time using sales call transcripts

Quote to remember:

“Your brand is being shaped by every outbound touch—even the ones that get ignored. AI makes it easier to scale, but much easier to erode trust.” – David Fastuca

Don’t miss this if you’re a CEO, CRO, or RevOps leader rethinking how to scale sales in the AI age.

Listen to the full episode now and learn how to balance automation with authenticity.

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

In this episode of Selling the Cloud, we sit down with David Fastuca, CEO and Co-Founder of Growth Forum and co-author of the bestselling new book B2B Sales Playbook. From his base in Melbourne, David shares how high-growth teams can stop relying on random acts of selling and start building systemized, scalable sales engines. If you're still managing sales with gut instinct and ad-hoc processes, this episode is your wake-up call.

What We Cover:

• Systemizing Sales Growth: Why repeatable processes always outperform superstar sellers—and how to build one.
• Calendar = Control: How elite sellers block time for prospecting, CRM updates, and continuous improvement.
• Avoiding RevOps Pitfalls: Common mistakes in go-to-market execution and how to get your ICP and messaging right.
• Give Power Back to the Buyer: Why a buyer-led process can result in better conversion and stronger relationships.
• AI & Automation in Sales: What works, what doesn’t, and how to avoid falling into the spam trap.
• The Right Way to Use AI: Using tools like Loom and ChatGPT not to automate junk—but to amplify thoughtful, insight-driven outreach.

Mic-Drop Insight:

“If your sales process depends on gut instinct or a single rainmaker, you’re gambling—not growing.” – David Fastuca

Why You Should Listen:

This episode is a blueprint for B2B sales leaders looking to create predictable pipeline, reduce churn in their sales team, and finally align marketing and sales under one scalable system.

Subscribe to Selling the Cloud for more insights from top go-to-market leaders and B2B growth experts.

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

In this episode of Selling the Cloud, hosts Mark Petruzzi and Kristin Anderson sit down with Stephen Messer, co-founder of Collective[i], to unpack why traditional sales playbooks are failing in today’s volatile markets—and what elite revenue organizations are doing differently.

Stephen brings a bold, data-backed perspective on why so many sales teams are flying blind and how AI-powered feedback loops are becoming essential for navigating constant change.

What You’ll Learn:

• Why playbooks break down when market conditions shift
• How reliance on historical data leads to broken forecasts
• The growing gap between buyer behavior and seller actions
• What boards and executive teams really want from forecasting
• Why superintelligent sellers outperform rigid process followers
• How AI transforms pipeline visibility, speed, and decision-making

Key Quote:

“In volatile markets, you don’t need a better playbook—you need a better way to listen, learn, and adapt in real time.”

Guest Bio:

Stephen Messer is the co-founder of Collective[i], an AI-powered platform designed to transform the way revenue organizations operate. A pioneer in tech and data-driven strategy, Stephen has spent his career building companies that help businesses make smarter, faster decisions.

Available on Apple Podcasts, Spotify, or wherever you listen.

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