Coffee with Jon - Think Big. Get Unstuck. Grow Your Business

Jon Dwoskin

jon@jondwoskin.com

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Booking Overview

A business-growth show built around 1:1 conversations where the guest’s journey, decision-making, and leadership mindset take center stage. Ideal for executives, sales leaders, and professionals with practical insights on how to get “unstuck” and drive measurable results.

Metrics

Episodes: 2895

Frequency: Irregular

Rating: 5.0/5.0

Estimated listeners: 1k-10k

Gender skew: Male

Location: USA

YouTube: 745 subscribers

Instagram: 17.0k followers

Contact Information

jon@jondwoskin.com

For verified host and producer emails, sign up to view.

Host

Jon Dwoskin - Host of Coffee with Jon; asks 1:1 interview questions focused on curiosity, authenticity, and listening, centering the guest and their journey, and exploring not just what people do but why they do...

Booking Intelligence

Booking Requirements

medium
Typical Credentials:  
Executives, managers, and sales professionals; attorneys/transactional dealmakers; subject-matter experts with deep industry experience and credibility (often authors/speakers/board or faculty roles).
Required Achievements:  
Years-long track record in business function (e.g., sales, executive leadership, reception/customer experience), Authorship and/or frequent presentations in their field, Leadership roles in professional organizations or advisory/educational roles

Recent Guest Discussions

Frederick Fisher, J.D., CCP - Listening As A Sales Skill; Opportunity And Selling; Mentorship And Questioning; Technology That Scales; Professional Liability Insurance And Executive Liability Perspectives.

Jordan B. Segal - Deal-making Through Better Questions; Advocacy And Clarity Of Goals; Aligning Deals Fairly; Structuring Transactions For Protection And Alignment.

Nathan Strum - First Impressions And Call Handling; Culture Vs Training; AI Receptionists Designed To Feel Human; Phone Calls As A Revenue Lever For Customer Trust And Business Growth.

Recent Topics

Business, Sales, Leadership, Customer Service, Technology

Episodes

Here's the recent few episodes on
Coffee with Jon - Think Big. Get Unstuck. Grow Your Business
:

Frederick Fisher on Why Listening Is the Ultimate Sales Skill

June 28, 2026

Most people wait for opportunity. The best ones sell their way into it. Enjoyed my conversation with Fred Fisher. 50+ years in business. Still sharp. Still curious. 4 things that stuck: 1 - Opportunity is sold — not given. At 17, he talked his way into a French kitchen in Grenoble. Sales isn't a department. It's a life skill. 2 - Listening wins. Great mentors don't preach. They ask questions that flip the light switch. 3 - Technology scales. Humans close. Email is efficient. The phone builds ...

Nathan Strum on Why First Impressions Drive Business Growth

June 27, 2026

When a client calls your business… what does your voice communicate? Confidence? Clarity? Chaos? Enjoyed talking with Nathan Strum, CEO of Abby Connect, about why the first 7 seconds of a call can shape lifetime value. Here are 3 takeaways: 1 - Culture Beats Training You can't script care. If the internal culture is strong, callers feel it immediately. 2 - AI Done Right Feels Human In a 500,000-call study, escalation rates were nearly identical between AI and live receptionists. When built ar...

Jordan B. Segal on Why Great Deals Start with Better Questions

June 27, 2026

Great talking with Jordan B. Segal, Attorney at Maddin Hauser. 5 takeaways that stuck with me: 1 - You know early—if you're paying attention. Jordan wanted to be an attorney as a kid—and was already developing his voice. 2 - Advocacy starts with clarity. You can't advocate for yourself—or your business—without knowing your goals. 3 - A red flag isn't a red light. When something doesn't make sense, pause and ask better questions. 4 - Fair-fair beats win-win. The best deals come from understand...

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