Building a Powerhouse Sales Team with Data and Heart with Megan Prince | Ep. #308

Oct 9, 2025

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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 revenue comes from outbound efforts and explains why it's their most cost-effective customer acquisition channel.

Building an Effective Tech Stack

Discover the tools and technologies Zeni uses to power their outbound engine, including:

· Orum for cold calling

· LinkedIn Sales Navigator for social selling

· AmpleMarket for data mining and email automation

· Avoma for listening to cold calls

· HubSpot for task management

· FlyMSG.io for AI Writing, text expansion, sales prospecting training and social selling

Designing High-Impact Sequences

Megan breaks down their 20+ step outbound sequence that spans 20-30 days, incorporating multiple touchpoints across various channels. She emphasizes the importance of persistence, noting that it often takes 12-18 touches to convert a prospect into a customer.

Data-Driven Decision Making

Learn about the critical metrics Megan tracks to ensure predictable pipeline generation, including:

Point of sale revenue per headcount
Total activities to convert one customer
SQLs per customer
Pipeline to close-won rates

Cultivating a Winning Mindset

Explore the daily practices Megan encourages her team to adopt, such as gratitude journaling and intention-setting, to maintain a positive attitude in the face of rejection.

Whether you're a sales leader looking to scale your organization or a rep aiming to improve your outbound game, this episode offers actionable strategies to elevate your sales performance. Tune in to learn how to build a data-driven, high-performing sales machine that can drive exponential growth for your business.

Key Moments of This Episode

00:00:00 - The Importance of Cold Calling in Modern Sales

Discusses the decline in email conversion rates and the effectiveness of cold calling for customer acquisition. Highlights the need for persistence in outreach, with 9,000 activities and 12-18 touchpoints typically required to convert a customer. Emphasizes the value of human interaction in sales processes.

00:01:30 - Introducing Megan Prince: From Door-to-Door Sales to Chief Revenue Officer

Megan Prince shares her journey from door-to-door sales to becoming CRO at Zeni, a company providing automated bookkeeping for startups. She discusses her experience growing Zeni's ARR by 10x and the importance of outbound sales strategies in the company's success.

00:04:58 - Building a Successful Outbound Sales Strategy

Megan explains Zeni's outbound sales approach, including their tech stack (Orum, LinkedIn Sales Navigator, etc.) and 20-step sequence over 20-30 days. She emphasizes the importance of persistence, data-driven decision making, and maintaining a 2:1 BDR to AE ratio for optimal unit economics.

00:34:10 - Key Metrics and Mindset for Sales Success

Megan discusses critical metrics for tracking BDR performance, including point of sale revenue per headcount and total activities to convert customers. She emphasizes the importance of data-driven decision making and cultivating a positive mindset through gratitude journaling and intention setting for sales team success.

00:40:44 - Leadership Advice for Building a Sales Organization

Megan's key advice for sales leaders: lead with care and empathy to inspire team loyalty. She stresses the importance of balancing data-driven strategies with genuine concern for team members' well-being. Megan also shares her preferred methods of contact and personal insights.

About Megan Prince

Megan Prince is a dynamic revenue leader known for building and scaling high-performing sales organizations that have driven hundreds of millions in revenue. Currently the Chief Revenue Officer at a Zeni.ai, she specializes in architecting repeatable go-to-market strategies, cultivating customer-first cultures, and operationalizing excellence from the ground up. Megan's journey began in the grit of door-to-door sales and accelerated quickly, rising to VP of Sales at a publicly traded company within six years. Along the way, she's been honored as a 30 Under 30 standout, Director of the Year, and a multi-time President's Club and Million Dollar Club achiever. What differentiates Megan is her focus on the inputs of driving culture, clarity and consistency as the true drivers of performance. She's deeply passionate about developing talent, and is committed to helping others build intentional, high-impact careers.

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