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Mastering Sales Trips


Jeff Oswalt at the airport
Jeff Oswalt, Principal of 14Four

“You Can’t Make Friends and Memories with Marketing”


Jeff Oswalt, the mastermind behind the legendary interactive marketing agency 14Four, dropped this wisdom bomb on the latest podcast episode of Crossing the Axis.


Jeff’s been keeping 14Four on the map for nearly two decades, not by sending LinkedIn connection requests, but by actually showing up—like, in person.

Turns out, in-person business trips are the secret sales ingredient that’s kept his agency thriving while others get stuck in the dreaded “friend zone” of “Another Great Meeting.” Spoiler alert: that’s not where you want to be.

Tune in to hear Jeff spill the tea on how face-to-face meetings beat Zoom calls, and why your “great meeting” might actually be a business development black hole.


Plus, you’ll get some ridiculously practical tips on making your sales trips not just bearable but successful—like asking potential clients to do touristy stuff in their own city. It works!


Listen now and discover how Spokane’s remote location forced Jeff and his team to master the art of sales trips, and why he wouldn’t have it any other way.


If your email campaigns and social media insights are falling flatter than a pancake, maybe it’s time to book that sales trip you’ve been putting off.


This episode is packed with details that can really strengthen your entire sales strategy, so give it a listen.


Listen to Crossing the Axis with James Keblas wherever you get your podcasts, including:

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