Gary Rabine
Gary Rabine Founder/Chairman of Rabine Group and Founding Member of Job Creators Network.
01/24/2026
Gavin Newsom might be in trouble for this massive fraud!
How much jail time does this warrant ????___________????
TikTok · Jack Morgan RLP 2.0 - Media 21.1K likes, 1657 comments. “Trump Has Gavin Newsom in TOTAL PANIC after 76 Billion Just Went Missing. Victor Davis Hanson. Part 1”
01/19/2026
Rebecca Madigan points out how bad Pritzker has ruined Illinois, The great sell off is real!
Are the ruins of Chicago and Illinois the fault of Terrible leadership??? __________??
Vote for Darren & Aaron this year!!
This $22 Million Sale Reveals Chicago's Biggest Problem This $22 Million Sale Reveals Chicago's Biggest ProblemRebecca Madigan here, and I need to talk about something that should terrify every single person who c...
01/16/2026
Come and meet Illinois’s next governor and lieutenant governor, and hear about their plans to take back Illinois from Pritzker!
01/15/2026
If you are Christian be ready to defend your American way of life!
Do you agree that “Freedom isn’t Free, we must Defend it everyday!”
https://www.instagram.com/reel/DSVTyCoFYOy/?igsh=OGFnd3B2cTFjd2Vr
12/23/2025
Gotta Love our Bears!!!
How many wins did you think our Bears team would win 4 months ago??__________??
How many playoff games will our Bears win??_________??
12/23/2025
This guy Shaun Thompson is the best!
Listen to 3 of his shows and I know you will hooked!
Is Shaun the quickest witted person on radio that you have heard??___________??
Isn't it refreshing to have a president that can string together a coherent sentence? Shaun Thompson Show, weekdays 4-7pm CT on AM 560 The Answer.https://560theanswer.com/radioshow/shaun-thompson
12/18/2025
Most investors look for returns. But sometimes, the greatest impact comes from investing in people who are solving problems bigger than themselves.
In Episode 128, we talk about Charlie Kirk — a young leader whose vision and determination transformed college and high school campuses across the country.
We explore:
🌍 Why investing in mission-driven people can change the world
💡 How believing in potential outweighs expecting immediate profit
🚀 The ripple effects of backing leaders committed to freedom and transformation
👥 Lessons on identifying entrepreneurs who can make a real difference
This is the kind of impact investors rarely see:
Believe. Support. Empower. Watch them change the world.
🎧 Ditch Digger CEO #128 — Investing in People Who Change Everything.
#entrepreneurmindset #investing #leadership #impactinvesting #founderfocus #ditchdiggerceo | Gary Rabine Most investors look for returns. But sometimes, the greatest impact comes from investing in people who are solving problems bigger than themselves. In Episode 128, we talk about Charlie Kirk — a young leader whose vision and determination transformed college and high school campuses across the cou...
12/18/2025
Most founders chase the title of CEO — but the best builders know the role is only a tool, not the mission.
Because real entrepreneurs don’t start companies to sit in the big chair.
They start companies to solve problems.
In Episode 128, we dig into:
🧩 Why “being CEO” should never be the goal
🚫 How to know when you are no longer what the company needs
🏗️ Building structures and teams that operate independently of the founder
🎯 Staying grounded in the problem you're solving — not the position you hold
🚀 How letting go can unlock scale, speed, and bigger impact
This is the founder mindset most people forget:
Serve the problem. Build the solution. Empower the team. Then get out of the way.
🎧 Ditch Digger CEO #128
#entrepreneurmindset #founders #leadership #scalingcompanies #startupgrowth #serialentrepreneur #ditchdiggerceo | Gary Rabine Most founders chase the title of CEO — but the best builders know the role is only a tool, not the mission. Because real entrepreneurs don’t start companies to sit in the big chair. They start companies to solve problems. In Episode 128, we dig into: 🧩 Why “being CEO” should never be the ...
12/18/2025
Most founders struggle with the moment they need to step aside.
The company becomes their “baby,” and letting go feels impossible.
But true builders? They know when it’s time to hand the reins to a great team — and start creating again.
In Episode 128, we dive into:
🔄 The mindset behind moving on from a company you built
🏗️ Why serial entrepreneurs thrive by not clinging to their creations
👥 How to build leadership teams that can scale without you
🚀 The freedom — and discipline — of chasing the next big idea
💡 Lessons from Redbox, Halo, and building again from scratch
This is the founder mentality most people never master:
Create. Empower. Step back. Build again.
🎧 Ditch Digger CEO #128 — The Mindset of Serial Builders.
#entrepreneurmindset #founders #leadership #scalingcompanies #startupculture #serialentrepreneur #ditchdiggerceo | Gary Rabine Most founders struggle with the moment they need to step aside. The company becomes their “baby,” and letting go feels impossible. But true builders? They know when it’s time to hand the reins to a great team — and start creating again. In Episode 128, we dive into: 🔄 The mindset behind m...
12/13/2025
Entrepreneurship at its core is service — taking something once reserved for the privileged few and making it accessible to the many.
In Episode 128, we break down how Halo used technology to democratize a highly specialized savings and investment product, scaling it from a niche offering into one of the largest independent platforms in the U.S. structured notes market.
This episode dives into:
💡 Why true innovation is about expanding access
💡 How efficiency and productivity rise when barriers fall
💡 What it takes to open elite financial tools to everyday investors
💡 The entrepreneurial mindset of “How do we make this available to more people?”
A masterclass in building value by widening the circle, not tightening it.
🎧 Ditch Digger CEO #128 — Innovation that serves, scales, and elevates.
#entrepreneurship #fintech #wealthmanagement #startupmindset #democratizingfinance #ditchdiggerceo | Gary Rabine Entrepreneurship at its core is service — taking something once reserved for the privileged few and making it accessible to the many. In Episode 128, we break down how Halo used technology to democratize a highly specialized savings and investment product, scaling it from a niche offering into one...
Revenue was up. Customers were paying every month.
But there was one problem: usage was quietly dropping.
That’s the dangerous illusion many founders fall into — assuming payment equals satisfaction. In this episode, we talk about how ignoring the feedback loop almost cost a tech company long-term contracts… and how rebuilding it led to the highest user engagement in company history.
Whether you run a tech platform or a service business, the truth is the same:
✅ If you don’t ask, you don’t know.
✅ If you don’t listen, they leave.
✅ If you don’t follow up, someone else will.
Great product-market fit isn’t permanent — it’s maintained through constant feedback, care, and iteration.
🎧 Ditch Digger CEO #127 — A lesson in catching dissatisfaction early and turning it into your biggest growth lever.
12/12/2025
Everyone in tech says the same thing: “Raise more money.”
But what if raising money isn’t the smartest move?
In this episode, we dive into the tension between the traditional Silicon Valley mindset and the old-school, service-industry discipline of earning profit before spending it.
While board members push for VC dollars, the founder insists on staying self-funded — growing revenue, owning more equity, and refusing to burn cash just because “that’s how tech does it.”
Bootstrapping isn’t slow. It’s strategic.
And sometimes, it’s the only way to keep control long enough to reach a billion-dollar valuation on your terms.
🎧 Ditch Digger CEO #127 — A masterclass in resisting the pressure to raise capital.
#startuplife #foundermindset #bootstrapped #profitfirst #techfounders #ditchdiggerceo | Gary Rabine Everyone in tech says the same thing: “Raise more money.” But what if raising money isn’t the smartest move? In this episode, we dive into the tension between the traditional Silicon Valley mindset and the old-school, service-industry discipline of earning profit before spending it. While boar...
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