The Human Side of Selling with Jeff Jaworski copertina

The Human Side of Selling with Jeff Jaworski

The Human Side of Selling with Jeff Jaworski

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 Welcome back to Snafu with Robin Zander. In this episode, I'm joined by Jeff Jaworsky, who shares his journey from a global role at Google to running his own business while prioritizing time with his children. We talk about the pivotal life and career decisions that shaped this transition, focusing on the importance of setting boundaries—both personally and professionally. Jeff shares insights on leaving a structured corporate world for entrepreneurship and the lessons learned along the way. We also explore the evolving landscape of sales and entrepreneurship, highlighting how integrating human connection and coaching skills is more important than ever in a tech-driven world. The conversation touches on the role of AI and technology, emphasizing how they can support—but not replace—essential human relationships. Jeff offers practical advice for coaches and salespeople on leveraging their natural skills and hints at a potential future book exploring the intersection of leadership, coaching, and sales. If you're curious about what's next for thoughtful leadership, entrepreneurship, and balancing work with life, this episode is for you. And for more conversations like this, get your tickets for Snafu Conference 2026 on March 5th here, where we'll continue exploring human connection, business, and the evolving role of AI. Start (0:00) Early life and first real boundary Jeff grew up up in a structured, linear environment Decisions largely made for you Clear expectations, predictable paths Post–high school as the first inflection point College chosen because it's "what you're supposed to do" Dream: ESPN sports anchor (explicit role model: Stuart Scott) Reality check through research Job placement rate: ~3% First moment of asking: Is this the best use of my time? Is this fair to the people investing in me (parents)? Boundary lesson #1 Letting go of a dream doesn't mean failure Boundaries can be about honesty, not limitation Choosing logic over fantasy can unlock unexpected paths Dropping out of college → accidental entry into sales Working frontline sales at Best Buy while in school Selling computers, service plans, handling customers daily Decision to leave college opens capacity Manager notices and offers leadership opportunity Takes on home office department Largest sales category in the store Youngest supervisor in the company (globally) at 19 Early leadership challenges Managing people much older Navigating credibility, age bias, exclusion Learning influence without authority Boundary insight Temporary decisions can become formative Saying "yes" doesn't mean you're locked in forever Second boundary: success without sustainability Rapid growth at Best Buy Promotions Increasing responsibility Observing manager life up close 60-hour weeks No real breaks Lunch from vending machines Internal checkpoint Is this the life I want long-term? Distinguishing: Liking the work Disliking the cost Boundary lesson #2 You can love a craft and still reject the lifestyle around it Boundaries protect the future version of you Returning to school with intention Decision to go back to college This time with clarity Sales and marketing degree by design, not default Accelerated path Graduates in three years Clear goal: catch up, not start over Internship at J. Walter Thompson Entry into agency world Launch of long-term sales and marketing career Pattern recognition: how boundaries actually work Ongoing self-check at every stage Have I learned what I came here to learn? Am I still growing? Is this experience still stretching me? Boundaries as timing, not rejection Experiences "run their course" Leaving doesn't invalidate what came before Non-linear growth Sometimes stepping down is strategic Demotion → education Senior role → frontline role (later at Google) Downward moves that enable a bigger climb later Shared reflection with Robin Sales as a foundational skill Comparable to: Surfing (handling forces bigger than you) Early exposure to asking, pitching, rejection Best Buy reframed Customer service under pressure Handling frustrated, misinformed, emotional people Humility + persuasion + resilience Parallel experiences Robin selling a restaurant after learning everything she could Knowing the next step (expansion) and choosing not to take it Walking away without knowing what's next Core philosophy: learning vs. maintaining "If I'm not learning, I'm dying" Builder mindset, not maintainer Growth as a non-negotiable Career decisions guided by curiosity, not status Titles are temporary Skills compound Ladders vs. experience stacks Rejecting the myth of linear progression Valuing breadth, depth, and contrast The bridge metaphor Advice for people stuck between "not this" and "not sure what next" Don't leap blindly Build a bridge Bridge components Low-risk experiments Skill development ...
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