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Orian Caspi

o8ogroup.com
Call Booked   Applied: 2026-07-19
Email: orian@o8ogroup.com
Revenue: $1M–$5M  ·  Team size: 16–30
Pipeline notes: Call w/ Joshua scheduled for next week (wk of Aug 3). Referral from Jesse Itzler. Israel-based; 3 equal co-founders (33/33/33), friends first. Needs mission/vision clarity, help having hard team conversations, focus, and learning to lead without doing the work himself. $1–5M, team 16–30 — solid fit.

Application

Where they feel stuck

Defining the mission and vision, having difficult and awkward conversations with the team, understanding where we are going and where should I focus?

What they've tried

I read books on the subject, listened to podcasts. I had conversations with my partners about some of the challenges I mentioned above.

What would be different in 90 days

I will know how to see clearly where I need to take the company, what motivates and excites me, where to put my focus, I will be able to have difficult and embarrassing conversations because I avoid dealing with them. I will know how to lead the team better without doing the work for them.

Anything else

I am 32 years old, married and have a 3 year old daughter, my wife is currently pregnant, I started my company 8 years ago with Ofir, my friend from the army, and then Alon, a childhood friend of Ofir, joined us. We each own 33 percent of the company. I am good friends before we are partners and that is the basis for everything for us. I live in Israel, I don't speak the best English but I am very ambitious and hungry, my dreams are big and I believe that there is no limit to the greatness I can achieve with my willpower and perseverance.

How they heard about it

Jesse Itzler