Reimagining Go To Market with AI Powered Workflows with Adrian Rosenkranz | Ep. #305
Release Date: 09/10/2025
The Modern Selling Podcast
Sales leadership isn't just about hitting numbers—it's about creating a strategic framework that transforms your entire organization into a revenue-generating machine. When you shift from viewing sales as a transactional function to positioning it as the strategic heartbeat of your company, everything changes. In this conversation with John Allen, CRO of G&A Partners, we explore how to build a consultative selling culture that puts customer outcomes first. John shares his journey from operations to sales leadership, revealing how his operational background became his secret weapon in...
info_outlineThe Modern Selling Podcast
Are you struggling to retain top sales talent because your team members can't find meaning in their work? The secret isn't just about hitting revenue targets—it's about building a purpose-driven organization that attracts exceptional people and creates lasting value. In this episode, I sit down with Enrique Alvarez, co-founder and managing director of Vector Global Logistics, to explore how purpose and profit can coexist in high-performance sales organizations. Enrique shares his unique approach to building a global sales team that operates on three core pillars,...
info_outlineThe Modern Selling Podcast
As a sales leader, have you ever felt disconnected from your marketing team? You're not alone. In fact, up to 50% of Chief Sales Officers believe they're going it alone when it comes to driving revenue. But it doesn't have to be this way. In this episode of the Modern Selling Podcast, I sit...
info_outlineThe Modern Selling Podcast
Building a successful sales organization from the ground up is no small feat. It requires strategic planning, data-driven decision-making, and a focus on cultivating the right mindset within your team. In this episode, I sit down with Megan Prince, Chief Revenue Officer of Zeni, to explore how she led her company to 10x their ARR in just a few years through a powerful outbound sales strategy. The Power of Outbound Sales Learn why Megan believes that a strong outbound motion is crucial for controlling your destiny and driving consistent growth. She reveals how 65% of Zeni's...
info_outlineThe Modern Selling Podcast
In the fast-paced world of sales, gaining a competitive edge is crucial. But what if the key to success lies not in aggressive tactics, but in building trust and creating value? In this episode, I sit down with Tim Castle, CEO of the Negotiator's Edge and author of "The First Domino," to explore the art of negotiation and its impact on sales success. The Power of Trust Building Discover why trust is the ultimate competitive advantage in today's market. Learn how to demonstrate empathy, transparency, and reliability to forge stronger connections with prospects and...
info_outlineThe Modern Selling Podcast
In today's rapidly evolving business landscape, scaling enterprise sales teams presents unique challenges and opportunities. As the Chief Revenue Officer of Motive, Adam Block brings a wealth of experience in building high-performance sales organizations. In this episode, we explore effective strategies for scaling enterprise sales teams in the AI era. Scaling Enterprise Sales: Key Insights · Building a robust playbook for enterprise...
info_outlineThe Modern Selling Podcast
In today's rapidly evolving sales landscape, the integration of product-led growth (PLG) and sales-led growth (SLG) strategies has become a crucial differentiator for successful companies. As the Chief Revenue Officer of Webflow, Adrian Rosenkranz shares invaluable insights on effectively blending these two approaches to create a unified go-to-market engine. This episode explores how Webflow has successfully combined PLG and SLG motions, leveraging artificial intelligence (AI) to enhance customer experiences, streamline sales processes, and drive revenue growth. Adrian provides a unique...
info_outlineThe Modern Selling Podcast
Are you making critical mistakes in your sales cadence that could be costing you valuable opportunities? In this insightful episode, with Mario Martinez Jr., founder and CEO of Vengreso, he uncovers the most common errors salespeople make when reaching out to potential clients. With over 27 years of experience in sales and marketing, Mario shares his journey from retail to becoming a leader in digital sales prospecting. He reveals how a simple approach to helping customers at a camera store laid the foundation for his successful career in sales. Key Takeaways: The two biggest...
info_outlineThe Modern Selling Podcast
Have you ever wondered why your sales team's performance doesn't match their enthusiasm for training? I found myself in this exact predicament, puzzling over a 97% customer satisfaction rate for our program, yet only 15% of participants were implementing what we taught. This disconnect led to a fascinating journey of discovery and innovation in the world of sales technology. Key Insights: The unexpected pivot from service to software, driven by market demands and investor feedback How we leveraged our sales training expertise to create AI-powered writing and engagement tools The...
info_outlineThe Modern Selling Podcast
In today's rapidly evolving sales landscape, lead generation remains a top priority for Chief Revenue Officers and sales leaders. But with the rise of AI, changing buyer behaviors, and an overwhelming array of tools and technologies, how can sales teams effectively navigate this complex terrain? In this episode of the Modern Selling Podcast, I sit down with Zach Jones, Chief Revenue Officer at TechnologyAdvice, to explore the cutting-edge strategies and tools that are reshaping the lead generation game. With over a decade of experience in scaling sales teams and driving revenue growth,...
info_outlineIn today's rapidly evolving sales landscape, the integration of product-led growth (PLG) and sales-led growth (SLG) strategies has become a crucial differentiator for successful companies. As the Chief Revenue Officer of Webflow, Adrian Rosenkranz shares invaluable insights on effectively blending these two approaches to create a unified go-to-market engine.
This episode explores how Webflow has successfully combined PLG and SLG motions, leveraging artificial intelligence (AI) to enhance customer experiences, streamline sales processes, and drive revenue growth. Adrian provides a unique perspective on the challenges and opportunities presented by this hybrid approach, offering practical strategies for sales and marketing professionals looking to optimize their go-to-market strategies.
Key Takeaways
- Understanding the distinctions between product-led and sales-led growth motions
- Leveraging AI to enhance relevancy and personalization in customer interactions
- Implementing AI-driven content refreshes to improve discoverability and SEO performance
- Utilizing AI for sales enablement, including personalized onboarding and coaching
- Adapting metrics and KPIs to evaluate the effectiveness of blended PLG and SLG strategies
As we navigate this AI-driven sales landscape, it's clear that the companies who can effectively blend PLG and SLG strategies while leveraging AI will have a significant competitive advantage. It's an exciting time to be in sales, and I'm eager to see how these strategies evolve.
Innovative AI Applications in Sales and Marketing
- Creating AI-generated onboarding podcasts for new hires
- Developing custom GPTs for sales reps to streamline prospecting and communication
- Implementing AI-powered customer support to resolve cases faster in PLG motions
- Utilizing AI for content optimization and real-time conversion rate improvements
The Future of AI in Sales
As AI continues to reshape the sales landscape, Adrian emphasizes the importance of maintaining authenticity and personalization. He introduces the concept of a "Go-to-Market AI Engineer" role, dedicated to reimagining sales workflows and processes through AI integration.
This episode provides a wealth of actionable insights for sales leaders, marketers, and revenue operations professionals looking to harness the power of AI and create a more effective, blended approach to growth. Don't miss this opportunity to stay ahead of the curve and drive your organization's success in the AI-powered sales era.
Key Moments
00:00:00 - Blending Product-Led and Sales-Led Growth
Webflow successfully combines product-led and sales-led growth strategies. Few companies effectively blend these approaches into a single go-to-market engine. The key is solving for customer experience rather than separate teams, using AI to meet customers' needs faster and provide more relevant interactions across both motions.
00:04:31 - AI's Impact on Marketing and Sales
AI is automating relevancy in marketing and sales. Webflow uses AI to refresh content, optimize landing pages, and personalize outreach. They've built custom GPT models to assist SDRs and automate processes. AI enables faster, more personalized customer interactions across product-led and sales-led motions.
00:23:22 - Implementing AI in Go-to-Market Strategy
Webflow hired a Go-to-Market AI Engineer to reimagine workflows. They use AI for sales enablement, coaching, and onboarding. The CRO created an AI-generated podcast to onboard the new CMO. AI helps scale knowledge sharing and provides faster feedback loops for sales reps.
00:39:15 - AI Impact on Metrics and Customer Experience
Webflows CRO identifies the type of metrics they measure the sales team by and how they use AI to drive a better set of KPis that drive a better customer experience.
About Adrian Rosenkranz
Adrian Rosenkranz is Chief Revenue Officer at Webflow, where he leads Sales, Marketing, Customer Success, Partnerships and Revenue Operations. He is helping grow Webflow into the leading AI-powered visual development platform for ambitious brands. Before Webflow, Adrian was Chief Operating Officer of Tableau Americas at Salesforce, where he scaled a multi-billion dollar enterprise business. A firm believer in innovation with purpose, Adrian is helping Webflow harness AI to drive smarter growth and better customer experiences, from go-to-market systems that learn and adapt to tools that amplify what creative teams can build. His focus is on unlocking leverage, not just automation. Adrian also serves on the board of the Multiple Myeloma Research Foundation and previously advised Harvard Business School’s Kraft Precision Medicine Accelerator. He earned his bachelor’s degree from Stanford University, where he was a Division I football player.
Follow Us On:
Learn More About FlyMSG Features Like:
· LinkedIn Auto Comment Generator
· AI Social Media Post Generator
· AI Sales Roleplay and Coaching
· Paragraph Rewrite with AI
· Sales Prospecting Training for Individuals
· FlyMSG Enterprise Sales Prospecting Training Program
Install FlyMSG for Free:
· As a Chrome Extension
· As an Edge Extension