CEO, Highland & Haskill Creek • Founder of Classy (acq. by GoFundMe) • Founder of nonprofit, Save Farmland

Every week I tackle management, operations & startup topics that are helping 250,000+ people. Sign up free: www.scotchisholm.com

I also run a leadership accelerator that helps founders develop into top CEOs. Apply here: https://joinhighland.com/apply/

My backstory: 

🚀 Founder of Classy, SaaS for nonprofits raising billions per year

🎗️ Acquired by GoFundMe in ‘22 to create largest giving platform in the world

🌲 Investor in dozens of startups out of family fund, Tall Timbers Holding Co, (Ripple, FanDuel, Hubble, Casetext, etc.)

🏔️ Founder of Highland, leadership accelerator & community for founders

🏡 Co-founder of Haskill Creek, modernized & healthier version of a Walgreens or CVS 

⚽️ Co-owner of Albion Soccer Club, top youth soccer club in country

🧑🏼‍🌾 Founder of Save Farmland, a nonprofit protecting local farmland & food 

⚙️ Industrial engineer & lean six sigma nerd, UMass Amherst grad 

❤️ Board experience: Nature Conservancy, Abundant Montana, Team Rubicon, Street Soccer USA, Montana Pediatric Cancer Foundation

It's been a wild ride. If you're interested in any of the above, please visit my website and reach out to me there. 

www.scotchisholm.com

Scot Chisholm

𝐀𝐛𝐨𝐮𝐭 𝐘𝐨𝐮You are business owner, CEO, or marketing executive and you’re tired of ridiculous fees from marketing agencies who talk a big game, but beneath the excitement and hype, you’re left underwhelmed with results below your expectations.You’ve put your money where your mouth is, and you just want actual results.𝐀𝐛𝐨𝐮𝐭 𝐌𝐞Hi, I’m Robb Fahrion, and I’m going to try to sell you something.I’ve got a happy, energetic fluffball named Sunny🐾 - but it’s definitely not her! I’m also the Founder and CEO of a top-rated, fast-rising digital marketing agency located in Newport Beach, CA, but that’s also not where this is going. Yet.I’m a simple guy, but with a powerful vision, and with this vision, we've grown to a $5M digital marketing startup from a $10k investment.I'm also an entrepreneur. I know how to build big businesses. I currently have vested interests in companies like Sauz, GenZ Automotive, Sekur, SocialSomm, Clean Loop Group, Vaionic, and more to come.Those… are not for sale either, yet...😄What I am offering to sell you, however, is this - my vision. But not without facts and figures. Here are the facts:𝐖𝐡𝐚𝐭 𝐖𝐞’𝐯𝐞 𝐃𝐨𝐧𝐞Web Design: Our website services create elegant and automated profit generation machines. Paid Media: We’ve managed over $50M in paid media/performance based advertising spend across Google and many social media networks like Meta.SEO and Generative Engine Optimization (GEO): We handle SEO/GEO campaigns and average traffic increases greater than 42% on a 12-month rolling basis. This include ChatGPT and Perplexity.Convertion Rate: We focus on driving profit. Not just clicks. Not just impressions. Actionable leads/sales that generate more revenue and profitability for your business. We connect marketing dollars to performance on the P&amp;L. 𝐖𝐡𝐲 𝐑𝐞𝐚𝐜𝐡 𝐎𝐮𝐭?Flying V Group is a top GLOBAL digital marketing agency as named by Clutch (a platform of in-depth client reviews, data-driven content, and vetted market leaders).Our purpose is to establish long-term, win-win business relationships. Our clients work with us for more than a year on average. We are competitors and athletes. Fierce and unrelenting. We want to be the best and with that means we stop at nothing short of dominance for our partners. Would you be open minded to jumping on a discovery call with our experts to undersand your business needs and how we can capitalize quickly?Call: (949) 940-8884Email: Info@FlyingVGroup.comWebsite: FlyingVGroup.comHQ: 4695 MacArthur Court, Suite 1630, Newport Beach, CA 92660

Robb Fahrion

Your best people aren't waiting for permission.

They're waiting for pressure.

A lot of companies confuse meritocracy with performance reviews and promotion tracks. Bureaucracy with a trophy cabinet.

The system rewards longevity and politics while actual capability sits on the sidelines wondering when their turn comes.

Real meritocracy creates conditions where leadership becomes unavoidable.

👉 The Activation Mechanism

You don't develop leaders through training programs.

You develop them through necessity.

Put someone in a position where the outcome matters and they're the only one who can move it forward. Then watch what happens.

Most people have never experienced this in their entire careers.

They've been given tasks. Responsibilities.

"Ownership" that requires sixteen approval signatures before anything actually happens.

Agency means: "This is yours. Figure it out. I'm here if you need me, but I'm not doing it for you."

The gap between those two states? Where people discover what they're capable of.

👉 Bottom-Up Accountability

When you activate leadership in people, they stop tolerating mediocrity around them.

Not because you mandated it in a policy document.

Because they've experienced what's possible when everyone's actually leading. A team of activated people creates its own quality control.

They address underperformance peer-to-peer because they're building something together and weak links become obvious fast.

Scale culture without scaling oversight.

👉 The Deep End Principle

"We throw people into the deep end... they realize they can do it."

Sounds reckless until you understand the mechanism.

You're putting them into situations they don't yet know they can handle. There's a meaningful difference between that and throwing someone into chaos with no support structure.

One is negligent. The other is calibrated development.

The key: problems just beyond their current capability level. Hard enough to require growth, close enough to their competence that success is achievable.

Then you get out of the way.

👉 The Switch

Leadership is a capability you activate under the right conditions.

Every person on your team has this switch. Most have never had it flipped because they've never been in an environment that required it.

Your job: create conditions where managing them becomes unnecessary.

Where accountability flows peer-to-peer because everyone's experienced what it feels like to actually lead something that matters.

Philosophy of activation.

And it changes everything about how your organization functions.


P.S. What conditions are you creating for your team right now -- activation or permission-seeking?

Chief Executive Officer at Flying V Group | Partner at Fahrion Group Investments | Managing Partner at Migration | Strategic Investor | Monthly Recurring Net Income Growth Expert

Your gut isn't magic.

It's a database.

Every "instinct" you've ever trusted?

That's just pattern recognition running in the background while you're busy overthinking.

I used to think gut decisions were some mystical CEO superpower.

Then I tracked my own for six months.

Turns out -- my best calls weren't spontaneous at all.

They were compressed experience files my brain had been building for years.

Here's what actually happens when you "trust your gut":

The Real Gut Decision Framework

↗️ Phase 1: Data Collection

You're not operating on instinct.

You're operating on thousands of micro-observations you've stored without realizing it.

Every failed campaign. Every client conversation. Every market shift you witnessed.

Your brain catalogs all of it.

↗️ Phase 2: Pattern Recognition

When you face a new decision, your brain doesn't start from zero.

It scans your entire decision history in milliseconds.

Looking for matches.

Identifying anomalies.

Calculating risk based on what happened last time you saw something similar.

This happens so fast you mistake it for "feeling."

↗️ Phase 3: Unconscious Processing

Your conscious mind is terrible at holding multiple variables.

But your unconscious?

It's running Monte Carlo simulations on every decision you've ever made in similar contexts.

That "gut feeling" is actually a probability assessment you can't articulate yet.

↗️ Phase 4: Action Signal

When enough patterns align, your brain sends an action signal.

We call it intuition.

It's really just your internal algorithm saying: "Based on 10,000+ similar data points, this is the highest probability move."

Why This Matters

Most executives either:

→ Overthink and never move (paralysis by analysis)
→ Underthink and move randomly (gambling, not deciding)

The ones who scale?

They've built enough decision volume that their pattern recognition is sophisticated.

Their gut isn't better.

It's just better trained.

The Uncomfortable Truth

If your gut keeps being wrong, it's not broken.

It's undertrained.

You haven't fed it enough reps in the specific domain where you're making decisions.

Junior marketer gut instinct about brand strategy?

Probably noise.

Same person's gut about which headline will perform better after writing 500 of them?

That's signal.

How to Actually Build Better Instinct

◻️ Increase decision volume in your specific domain
◻️ Track outcomes obsessively (your brain needs feedback loops)
◻️ Study your misses harder than your wins (pattern correction)
◻️ Compress learning cycles (10 decisions per week beats 1 per month)

The goal isn't to trust your gut more.

It's to make your gut more trustworthy through deliberate pattern exposure.

Because at the end of the day...

Data becomes patterns.

Patterns become intuition.

Intuition becomes action.

And action -- when it's backed by compressed experience instead of hope -- is what separates operators from optimists.


P.S. What's your experience with gut decisions?

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Scot Chisholm

Robb Fahrion

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