Topline

Pavilion
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45 snips
May 15, 2025 • 21min

SPOTLIGHT: How CEO Sam Jacobs Is Redefining Pavilion’s Identity

Sam Jacobs shares the journey of transforming Pavilion into a thriving community for startup operators. He discusses the challenges faced with rapid growth and how it caused the community's focus to waver. The introduction of Pavilion Gold aims to bring value to high-performing members. Insights into using platforms like LinkedIn and Slack for collaboration reveal the modern landscape of community building. Jacobs emphasizes the need for strategic planning and maintaining a balance between exclusivity and expansion for sustained success.
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43 snips
May 11, 2025 • 1h 8min

E108: Unpacking Ebsta’s Benchmarking Report with Guy Rubin

Guy Rubin, Founder and CEO of Ebsta, shares insights from their latest sales benchmarking report. He discusses alarming trends in quota attainment and the reasons many sales teams fall short. The conversation highlights the impact of effective leadership and data-driven strategies on sales success. Rubin emphasizes the importance of nurturing talent and adapting to today's competitive landscape. Additionally, he explores the evolving dynamics in sales with a focus on relationship-building and maintaining continuity with customers.
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7 snips
May 8, 2025 • 26min

SPOTLIGHT: How Rick Smolen Built Confidence Leading Outside of Sales

Rick Smolen, the Chief Revenue Officer of ShipHero, shares insights from his diverse career in finance and software sales. He discusses the challenges of stepping into the CRO role, managing the entire customer lifecycle, and leading teams in unfamiliar areas. Curiosity emerged as his strongest leadership tool, helping him navigate early mistakes. Rick emphasizes the importance of building a collaborative leadership team, embracing failure for growth, and prioritizing meaningful over urgent tasks in today’s fast-paced environment.
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60 snips
May 4, 2025 • 1h 12min

E107: Scaling ClickUp to 10M+ Users with COO Gaurav Agarwal

Gaurav Agarwal, COO of ClickUp, has propelled the company to over 10 million users while optimizing customer acquisition costs. He discusses the power of a hybrid growth strategy combining Product-Led Growth and Sales-Led Growth. Gaurav shares insights on reducing CAC through smart spending, the balancing act between brand marketing and measurable results, and the importance of self-awareness in leadership. The need for strong teams and the productivity benefits of a clean workspace also make for engaging highlights from this insightful conversation.
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May 1, 2025 • 27min

SPOTLIGHT: Untangling Tech Debt and Finding Product-Market Fit with Russ Mikowski of SurePeople

In this discussion, Russ Mikowski, CEO of SurePeople and a seasoned revenue leader, shares insights from his journey to leadership. He addresses the complexities of managing technical debt while focusing on a clear market strategy. Russ emphasizes the importance of saying 'no' to legacy customers to build a robust product. He also highlights innovative psychometric assessments to boost company culture and performance. Dive into his thoughts on transparent communication and the essential traits of leadership in tech environments.
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72 snips
Apr 27, 2025 • 1h 18min

E106: AI-Driven vs AI-First vs AI-Native with Eric Wolford of Accel

In this discussion, Eric Wolford, a venture partner at Accel specializing in enterprise IT, explores the landscape of AI-first companies. He delves into the importance of genuine AI integration versus superficial adoption and how this impacts product development. Eric also addresses the effects of macroeconomic conditions on investment strategies and startup valuations. He shares insights on raising capital, the challenge of aligning founder goals with investor expectations, and highlights the necessity of authenticity in entrepreneurship.
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Apr 24, 2025 • 26min

SPOTLIGHT: Solving SaaS Pricing Challenges with Pricing I/O Founder Marcos Rivera

Marcos Rivera, Founder and CEO of Pricing I/O offers an inside look into how he transformed his solo consultancy into a thriving team of SaaS pricing experts. He shares practical insights on pricing strategy, including why companies should revisit pricing regularly, how underpricing affects customer perception, and why adding more features isn't always the solution to retention problems. You're invited! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast! Subscribe to the Topline Newsletter to get the latest industry developments and emerging go-to-market trends delivered to your inbox every Thursday. Tune into The Revenue Leadership Podcast with Kyle Norton every Wednesday. Kyle dives deep into the strategies and tactics that drive success for revenue leaders like Jason Lemkins of SaaStr, Stevie Case of Vanta, and Ron Gabrisko of Databricks. Key Moments: (01:50) - Interview with Marcos Rivera: Pricing Expertise (04:44) - Common Misconceptions About Pricing (14:10) - Solving Business Problems: Talent Acquisition (23:05) - Reflections and Recommendations (25:48) - Closing Remarks and Call to Action
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39 snips
Apr 20, 2025 • 1h 10min

E105: AI-Native CRMs and Early Stage Resilience: Scaling in Economic Uncertainty

The hosts dissect Attio's AI-native CRM disrupting traditional customer management and examine the surprisingly resilient seed/Series B funding landscape despite economic headwinds. Learn how AI is fundamentally changing go-to-market playbooks, enabling tech companies to scale faster than ever before, and which AI sales tools have genuine staying power. Thanks for tuning in! Join the free Topline Slack channel to connect with 600+ revenue leaders, share insights, and keep the conversation going beyond the podcast! Subscribe to the Topline Newsletter to get the latest industry developments and emerging go-to-market trends delivered to your inbox every Thursday. Tune into The Revenue Leadership Podcast with Kyle Norton every Wednesday. Kyle dives deep into the strategies and tactics that drive success for revenue leaders like Jason Lemkins of SaaStr, Stevie Case of Vanta, and Ron Gabrisko of Databricks. Key Moments: [02:07] AJ's Boating Adventure [04:05] Sam on Pavilion's CMO Summit and Personal Updates [06:56] Marketing and Revenue Insights [10:36] AI in Business [13:34] Economic Sentiment and Business Strategy [33:02] Hiring in Volatile Times [37:04] Compensation Strategies for Sales Teams [40:55] AI in Sales: A Conversation with an AI SDR Founder [48:06] The Future of AI in Sales and Marketing [01:00:15] Novel Uses of AI [01:08:54] Closing Remarks and Shoutouts
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9 snips
Apr 17, 2025 • 26min

SPOTLIGHT: Resilience and Growth with LucidLink CEO Pete Thompson

Pete Thompson, CEO and Co-founder of LucidLink, reveals how his company revolutionizes cloud storage into a high-performance solution. He shares the challenges of achieving product-market fit and the pivotal strategies that fueled their growth, especially during the pandemic. Pete discusses navigating adversity and the emotional rollercoaster of entrepreneurship. He emphasizes the importance of company culture and values in fostering resilience. Personal insights on leadership and the future outlook provide an inspiring glimpse into transformative growth.
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33 snips
Apr 13, 2025 • 1h 10min

E104: Tariffs, Turbulence, and Tough Calls: Operating in an Era of Economic Whiplash

Discover how to navigate economic turbulence with insights on market volatility and the impact of tariffs. The hosts discuss the ever-changing nature of customer psychology and the keyword of the year: 'delay.' Learn strategies to balance defensive moves with offensive plays, and the significance of data-driven decisions. Uncover how geopolitical shifts affect American brands and the importance of leadership during challenging times. Plus, a glimpse at live data reveals companies adjusting their forecasts amid uncertainty.

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