Awesome 5 Across Finals - December 3rd, 2025

5 startups pitch for up to $55,000! Entrepreneurship, competition, and community collide at the largest startup event in Kentucky history.

Hi friends - Logan here. Wanted to send a special email here to call some attention to a major event happening in our startup community on Wednesday this week: The Awesome Inc 5 Across Finals.

Awesome Inc is celebrating 15 years of 5 Across AND aiming to make this event the largest startup event in Kentucky history. We caught up with several successful founders to understand the role that 5 Across played in their startup journey. If you’re unfamiliar with the impact that this event has had on our community & our state, you should watch this 3 min video:

Awesome Inc is an incredible asset for our state’s startup community, and the founders featured in that video prove the impact that 5 Across has generated over the years.

Some great companies are pitching at this year’s finals:

  • TimberSync - A platform connecting the timber industry to the timber they need.

  • Essential Innovations - Technology to help employers and nonprofits unlock tax and training credits to meet their workforce needs.

  • Pitch Please - AI-powered app to help creators instantly find and pitch top brands.

  • Data Rovers - AI Powered End-To-End Denials Management solutions to automate revenue cycle workflows in the healthcare space

  • Motor Vision - Hardware leveraging predictive maintenance technologies to transform industrial operations.

Because you’re a follower of Middle Tech, you can use the code MIDDLETECH2025 at the link below to reserve yourself a free ticket (chick fil a included!). The whole Middle Tech team will be there - come find us and say hello!

Event Details

🗓 Wednesday, December 3rd
🕠 4:30 - 7 PM
📍 Kentucky Theatre – 214 E Main St, Lexington, KY 40507

Doors Open + Pre-show Performance by the acoUstiKats at 4:30pm
Networking and Dinner + Pre-show Concert by Darian Sanders at 5:00pm
Pitch Competition from 5:30 - 7pm
Afterparty from 7:30 - 10pm (rsvp for the afterparty here)

👉 RSVP now on Eventbrite (use code MIDDLETECH2025)

See you there!
Logan

Questions, comments, or feedback? Email me. [email protected]