Today we sit down with John Lack, Global Head of Sales Development at Airtable, to demystify the world of software sales as a profession. John breaks down the immense rewards of the industry—from earning six figures right out of college as a successful BDR to mastering the "autonomy, mastery, and purpose" of high-level tech sales.

We explore why the BDR role is the most critical time in a career for building foundational grit and why 90% of AE struggles stem from poor front-end pipeline generation. John also shares his own unconventional journey, starting as a BDR at age 30 and scaling teams through massive growth phases at Oracle and MongoDB.

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🏹 Key Topics Covered

00:00 - Intro

01:53 - Software Sales as a High-Trajectory Profession

03:48 - The Six-Figure Entry: SDR/BDR Realities

06:47 - Why PG Sets You Free

10:27 - Grit and Resilience: Pushing the Boulder

16:51 - How to Assess the Right Organization 20:25 - Uncommon Investment in Development

33:28 - John’s Story: Starting as a BDR at 30

43:32 - The AE and BDR Partnership Dynamics

💥 3 Biggest Lessons:

Pipeline Generation is the Foundation of Success: Most Account Executives who struggle do so because they lack consistent pipeline generation skills from the front half of the sales process. The BDR role is not just a stepping stone; it is where you learn the "meat and potatoes" of sales—doing the gritty work in the dark, from cold calls to disqualification, that eventually sets a field seller apart.

Seek "Uncommon Investment" in Development: When interviewing, candidates must challenge organizations on their training programs. A high-quality program can clearly articulate its methodology (Learn, Practice, Do), validates skills through real-world application, and provides double the industry standard of coaching time—dedicating specific hours to both pipeline strategy and individual skill development.

Habits Determine Your Fate: Success in sales is fueled by a consistent "operating rhythm" and discipline. Resilience—the ability to view 70,000+ cold calls as a way to learn rather than just experiencing rejection—and the discipline to maintain consistent prospecting habits are what ultimately determine a leader's career trajectory.

💬 Notable Quotes

"You can easily make six figures right out of college as a successful BDR and it just goes up from there".

"PG is life. It sets you free".

"You don't determine your fate. You determine your habits and your habits ultimately play a huge part in determining your fate".

"I made somewhere in the neighborhood of 70,000 plus cold calls in my life... that teaches you a certain level of resilience".

"There is no AI without APIs... AI is not going to have that first conversation and really do phenomenal qualification".

🙌 Thanks for listening!

This episode was hosted by Simon Kouttis and Ollie Kuehne, founders of Hunters & Unicorns, and post-produced by the team at videoforce.pro. If you enjoyed this episode, please drop a like/share and subscribe to our channel!

🦄 Connect with Hunters & Unicorns

Website: http://huntersandunicorns.com

Twitter: http://twitter.com/HuntersUn1corns

Instagram: http://instagram.com/huntersandunicorns

Blog: http://huntersandunicorns.com/blog

#softwaresales #huntersandunicorns #playbookuniverse

In this episode, we welcome Joe Eskenazi, CRO at Kong, to discuss the critical transition from an elite salesperson to a top-tier business leader. Joe shares how he bypassed the typical "salesperson" label by treating every interaction as a business consultancy, fueled by a concurrent MBA and an early career in sports broadcasting.

We dive deep into the reality of the CRO role—orchestrating cross-functional ecosystems rather than just closing deals—and the personal journey of managing high-intensity burnout. Joe also offers powerful advice on finding an authentic leadership voice and why organizations must prioritize leadership training to protect their talent.

🙌 Thanks To Our Sponsor! Aurasell AI: https://www.aurasell.ai

🏹 Key Topics Covered

00:00 - Intro

01:57 - The Reputation and Rise of a CRO

03:39 - Viewing Sales as Business Optimization

06:47 - The Calling Card for Success

13:50 - The Cross-Functional Ecosystem

19:30 - The Strength and Weakness of Intensity

25:00 - Navigating Burnout

33:14 - The Kobe Bryant Lesson

42:34 - Finding Your Own Voice

46:36 - The Era of AI Governance and APIs

💥 3 Biggest Lessons:

Be a Business Leader, Not a Sales Leader: To reach the executive level, you must shift your mindset from selling products to solving strategic business challenges. Joe argues that a true business leader drives cross-functional alignment and won't do "bad deals" just for a commission because they are focused on the long-term health of the organization.

You Can’t Outwork the Job: High-performers often fall into the trap of trying to out-hustle every problem, which inevitably leads to burnout. True leadership requires ruthless prioritization, mental resilience practices like breathwork or cold plunging, and recognizing that your effectiveness is compromised if you neglect your health or family.

Never Compromise the Standard: Influenced by mentors like Cedric Pech and Luca Lazzaron, Joe believes in maintaining an unshakeable standard of excellence. He uses the "Touch the Line" philosophy to remind leaders that shortcutting small details eventually leads to personal and professional erosion.

💬 Notable Quotes "Find your voice. Find out who you are as a leader". "I tell AEs who become leaders, you can't outwork the job. Just know that". "I realized that I love what I'm doing because I love to help businesses optimize and transform". "Preparation was always my calling card... I absolutely have a big fear of failure". "There’s no AI without APIs... we like to be the picks and shovels leading to the gold".

🙌 Thanks for listening! This episode was hosted by Simon Kouttis and Ollie Kuehne, founders of Hunters & Unicorns, and post-produced by the team at videoforce.pro.

If you enjoyed this episode, please drop a like/share and subscribe to our channel!

🦄 Connect with Hunters & Unicorns

Website: http://huntersandunicorns.com

Twitter: http://twitter.com/HuntersUn1corns

Instagram: http://instagram.com/huntersandunicorns

Blog: http://huntersandunicorns.com/blog

#softwaresales #huntersandunicorns #playbookuniverse