Revolutionizing Sales Engagement With Personalized Gifting with Kris Rudeegraap
Thu Feb 05 2026
In this episode, Gary welcomes Kris Rudeegraap, co-CEO and co-founder of Sendoso. Kris shares his decade-long entrepreneurial journey, from working in sales roles at various software startups to founding Sendoso in response to the saturation of email marketing. Throughout the conversation, Kris delves into the innovative solution Sendoso offers: a platform for automated, personalized direct mail and gifting aimed at improving sales engagement and building better relationships. Key topics include the evolution of sales enablement, the decreasing effectiveness of email as a sole channel, the benefits and methods of personalized gifting, and how Sendoso utilizes AI and data to optimize gift selection and delivery. Kris also discusses effective strategies for integrating gifting into various stages of the sales funnel and provides practical advice for businesses looking to adopt this approach. For those interested in exploring new ways to engage prospects and customers, Kris offers insights and resources available through Sendoso's platform.
00:00 Introduction and Special Guest Announcement
00:26 Kris Rudeegraap's Entrepreneurial Journey
03:26 Challenges and Evolution in Sales Strategies
04:47 Effective Marketing Channels and Tactics
08:32 Personalized Gifting Strategies
13:12 Addressing Common Concerns and Misconceptions
20:12 Implementing and Scaling Gifting Solutions
24:02 Conclusion and Contact Information
Sendoso.com
https://www.linkedin.com/in/rudeegraap/
Kris@sendoso.com
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In this episode, Gary welcomes Kris Rudeegraap, co-CEO and co-founder of Sendoso. Kris shares his decade-long entrepreneurial journey, from working in sales roles at various software startups to founding Sendoso in response to the saturation of email marketing. Throughout the conversation, Kris delves into the innovative solution Sendoso offers: a platform for automated, personalized direct mail and gifting aimed at improving sales engagement and building better relationships. Key topics include the evolution of sales enablement, the decreasing effectiveness of email as a sole channel, the benefits and methods of personalized gifting, and how Sendoso utilizes AI and data to optimize gift selection and delivery. Kris also discusses effective strategies for integrating gifting into various stages of the sales funnel and provides practical advice for businesses looking to adopt this approach. For those interested in exploring new ways to engage prospects and customers, Kris offers insights and resources available through Sendoso's platform. 00:00 Introduction and Special Guest Announcement 00:26 Kris Rudeegraap's Entrepreneurial Journey 03:26 Challenges and Evolution in Sales Strategies 04:47 Effective Marketing Channels and Tactics 08:32 Personalized Gifting Strategies 13:12 Addressing Common Concerns and Misconceptions 20:12 Implementing and Scaling Gifting Solutions 24:02 Conclusion and Contact Information Sendoso.com https://www.linkedin.com/in/rudeegraap/ Kris@sendoso.com