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March 27, 2025 53 mins

Welcome back to Triangle Tweener Madness, where 8 startups go head-to-head for a $25K investment from the Triangle Tweener Fund! 

This week, it’s a battle between a logistics platform built for scrappy e-commerce sellers and a surprising new marketing tool using your calendar.

Only one can move on to the next round. Let’s meet the contenders.

The Contenders

🔹 Deliveri (Jason Brown) – A full-service logistics tech stack for small e-commerce businesses shipping across the U.S., Canada, and Latin America. Deliveri helps brands compare rates, insure shipments, automate duties and taxes, and create branded tracking pages—all through a single platform that plugs right into Shopify and other storefronts. 

🔹 InviteJet (Brian Watson and Paul Davis) – A marketing platform that lets brands send calendar invites—yes, calendar invites—to their customers as a new way to drive engagement and conversions. With integrations into tools like Klaviyo and Mailchimp, InviteJet is showing strong early traction with e-commerce brands eager for alternatives to crowded inboxes. 

Key Highlights

🎤 Jason’s Pitch (Deliveri)

  • Aims to be the Supabase of e-commerce logistics.
  • Helps early-stage Shopify sellers streamline shipping, returns, insurance, and customs paperwork.
  • Offers discounted rates with major carriers and integrates easily with existing storefronts.
  • Traction: 2000+ shipments pre-launch and a go-to-market partnership with Hello Alice targeting 1.5M small businesses.
  • Challenges: Still pre-launch and entering a crowded space with big players like Shopify and Flexport.

🎤 Brian & Paul’s Pitch (InviteJet)

  • Created to solve a problem the founders experienced firsthand—missed time-sensitive e-commerce sales.
  • Converts events like product drops and sales into calendar invites to drive in-the-moment engagement.
  • 7M+ invites sent, 35 paying customers, and revenue-per-send metrics that outperform traditional email.
  • Vision: Become the infrastructure for time-based marketing across verticals.
  • Challenges: Educating the market, and early churn may come from limited use cases or seasonal campaigns.

Selection Committee Insights

💡 Robbie Hardy appreciated that both teams showed strong command of their business and were confident without overselling. She was intrigued by InviteJet’s novel approach and experience-driven founding story.

💡 Michael Jones noted how polished both pitches were and was impressed by the capital efficiency of both companies. He saw strong acquisition potential for both Deliveri and InviteJet.

💡 Jason Caplain pointed to the early traction InviteJet has achieved with limited resources, calling it "best of class" in terms of scrappiness and growth. He also highlighted Deliveri's strong vision and founder-market fit in the logistics space.

Who Will Move On? 🏆

After a thoughtful debate, one startup gets the nod to move forward in Tweener Madness and the chance to compete for the $25K investment. Which company did the committee choose? You’ll have to tune in to find out!


Today's Selection Committee:

📌 Timestamps

(00:00:35) – Host Scot Wingo introduces the matchup: Deliveri vs. InviteJet and welcomes the judges.
 (00:01:18) – Jason Brown (Deliveri) kicks off his pitch, outlining a logistics tech platform fo

Mark as Played

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