EPISODE · Dec 17, 2025 · 54 MIN
Play your sales career like this to win long-term - Jake Pastick
from Because of Sales · host Because of Sales
Subscribe to Our Weekly Newsletter: https://www.becauseofsales.com/subscribeSponsor: The Serial Sales Community: https://serialsalescommunity.co/BOS Youtube: https://www.youtube.com/@becauseofsalesBOS Instagram: https://www.instagram.com/becauseofsales/BOS LinkedIn: https://www.linkedin.com/company/because-of-salesBOS X: https://x.com/becauseofsales–Jake’s X: https://x.com/jakelazyrichJake’s YouTube: https://www.youtube.com/@jakelazyrich–Connect with Dylan: https://serialsales.co–In this episode of Because of Sales, Dylan sits down with Jake Pastick, a seasoned sales professional who’s worked across early-stage startups, Fortune 500 marketing agencies, private equity environments, and the high-ticket remote closing world. Jake shares his unconventional path from college basketball at Davidson, to corporate sales, to freelancing, and ultimately designing a sales career optimized for return on time, autonomy, and long-term fulfillment.They dive deep into the realities of W2 vs 1099 sales, why “job security” is often an illusion, how to build leverage as a salesperson, and what it actually takes to survive (and thrive) in high-ticket sales long term. Jake also breaks down consistency vs peak performance, career optionality, and why perspective—not talent—is the ultimate edge in sales.
What this episode covers
Subscribe to Our Weekly Newsletter: https://www.becauseofsales.com/subscribeSponsor: The Serial Sales Community: https://serialsalescommunity.co/BOS Youtube: https://www.youtube.com/@becauseofsalesBOS Instagram: https://www.instagram.com/becauseofsales/BOS LinkedIn: https://www.linkedin.com/company/because-of-salesBOS X: https://x.com/becauseofsales–Jake’s X: https://x.com/jakelazyrichJake’s YouTube: https://www.youtube.com/@jakelazyrich–Connect with Dylan: https://serialsales.co–In this episode of Because of Sales, Dylan sits down with Jake Pastick, a seasoned sales professional who’s worked across early-stage startups, Fortune 500 marketing agencies, private equity environments, and the high-ticket remote closing world. Jake shares his unconventional path from college basketball at Davidson, to corporate sales, to freelancing, and ultimately designing a sales career optimized for return on time, autonomy, and long-term fulfillment.They dive deep into the realities of W2 vs 1099 sales, why “job security” is often an illusion, how to build leverage as a salesperson, and what it actually takes to survive (and thrive) in high-ticket sales long term. Jake also breaks down consistency vs peak performance, career optionality, and why perspective—not talent—is the ultimate edge in sales.
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Play your sales career like this to win long-term - Jake Pastick
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