Tech Marketing Rewired Podcast

The Human-First GTM: How Kris Rudeegraap is Rewiring Sales & Marketing with Sendoso

View Transcript
>
Podcast Highlights
  • The "Swag Closet" Origin: Kris explains how his days as a Talkdesk AE manually packing boxes in a closet led to the first enterprise-grade "send button".
  • Research in Seconds: How Sendoso’s AI Smart Suite transforms 20 minutes of manual prospect research into just 2 seconds of automated, actionable insight.
  • The "Give-Get" Strategy: Ditch the "just checking in" email. Learn why sending a lunch e-gift helps move contracts through legal via the power of reciprocity.
  • Retention is Personal: High-touch gifting for life moments—like baby onesies or promotions—is a proven engine for NRR and long-term customer success.
  • Metrics That Matter: Why the modern CEO focuses on holistic revenue and NRR contribution rather than just top-of-funnel MQLs.

Episode Summary

The Challenge: Breaking the "AI Fatigue" CycleThe 2026 go-to-market landscape is saturated. Digital inboxes are overflowing with "automated garbage," and ad prices are at an all-time high. In this environment, tech companies are finding that more volume often leads to less engagement. Marketers and sellers are stuck in a "spray and pray" cycle that prospects have learned to ignore.

The Strategy: Human-First OrchestrationIn this episode of Tech Marketing Rewired, Kevin Kerner sits down with Kris Rudeegraap, CEO of Sendoso, to discuss why the most effective "rewire" is a return to human connection. Drawing on his experience as a top-performing AE who manually packed boxes in a "swag closet," Kris explains how to use technology to facilitate, rather than replace, real-world interactions.

What You Will Learn:We dive deep into the cross-functional playbooks for Sales, Marketing, and Customer Success. Kris shares how Sendoso uses its own "Smart Suite" to automate the "messy middle" of logistics, why "logo-overload" swag is a thing of the past, and how to use intent signals from tools like Clay and 6sense to trigger physical touchpoints at the exact moment a buyer is ready to engage.

Key Takeaways

1. How do you stand out in an automated world?

It starts by going where your competitors aren't: the physical mailbox. Kris identifies the critical signal as the "diminishing return of the digital-only playbook." If your outreach feels robotic, it will be treated as spam. Moving to a high-touch, human-first model isn't just a tactic—it's a structural necessity to rebuild trust with skeptical buyers.

"I think AI and these AI SDRs have just totally made email a spammy channel... now I think it's like something you fear. Because of the complexity of physical sending, there's still a lot of opportunity to get the attention of your prospects."

2. How do you scale "unscalable" work?

You don't need a manual mailroom; you need a "Smart Suite." Kris explains how AI should be used to handle the operational friction—like finding the right gift, verifying a home office address, and writing a personalized note—so that your sales team can focus on the actual relationship.

"Best sellers were spending 20 minutes researching what to send based on personal data. We were able to build out this AI suite of a 'Smart Send' which suggests the right gift and picks the right address... we shortened that down to seconds."

3. Why is gifting a "Revenue Lever"?

Stop thinking of gifting as "swag" and start thinking of it as a deal accelerator. Whether it’s improving meeting show rates through reciprocity or celebrating a customer’s "life moment" to ensure a renewal, high-touch engagement has a direct, measurable impact on ARR and NRR.

"That just like changes the dynamic of the conversation from 'this sales rep is nagging me' to 'wow, that was thoughtful.' Let me go put some effort in to see where this contract is with our legal team."

4. The "Account-Based Everything" (ABX) Approach

A successful high-touch strategy requires total alignment across Sales and Marketing. Kris advocates for an "integrated" approach where marketing owns the campaign controls and brand approvals, while the reps have the freedom to trigger sends directly from their existing flows in Gong Engage or Salesforce.

"Once we started targeting marketing and then aligning with sales on the end user, that became a really huge boost of momentum... marketing could budget for it and have campaign controls, but then opening it up to the AEs made a lot of sense."

Notable Quotes

  • "People buy from people, people renew from people. Customers can't just be transactional; they have to be seen as a person."
  • "Logo-overload is dead. A quirky, personalized gift mailer breaks patterns and disrupts the normal 'I got another email' feeling."
  • "Data literally does not lie. I like for our marketing team to be creative and gut-driven, but ultimately we are looking at contribution to ARR and NRR."
  • "If you're a sales rep and you're not using these high-touch tools when you're given the budget, it’s basically an IQ test you’re failing."

Resources & Links

View Transcript
Hide Transcript
>

Guest Bio

Kris RudeegraapChief Executive Officer, Sendoso

Kris Rudeegraap is the CEO and Co-Founder of Sendoso, the world's leading sending platform. A former AE who realized the limitations of digital-only outbound, Kris built Sendoso to help companies humanize their GTM at scale.

Under his leadership, Sendoso has grown into a global logistics and sending platform that manages hundreds of millions of data points to facilitate meaningful human connection. He is an expert in brand transformation and high-touch engagement, known for helping technical companies strip away "robotic" habits to build authentic, revenue-driving relationships.

Connect with him on LinkedIn.

Share this podcast

Sign up for the 
Tech Marketing Rewired Substack

Get more tech marketing insights from the podcast and more on our SubStack channel.
Subscribe