Wisdom From Wizards with Nitin Kartik

Wisdom From Wizards with Nitin Kartik

U.S. CEOs with $1M-$5M ARR too often hit growth plateaus or worse. Having worked with 50+ CEOs fueling millions in revenue growth, host Nitin Kartik (CEO at Caribou Strategic) gives you critical daily CEO insights with some of the best minds out there in a unique 2-minute would-you-rather format so you can compound your skillset and crush your targets.

Episodes

January 19, 2026 1 min

We recently worked with Kristina Gent, CEO at Six° Connections. Here we discuss whether CEOs should trade time for money or money for time, and why this decision shapes long-term growth and personal freedom.


Kristina’s perspective is refreshingly clear: time is the one asset you can never replenish. Money can be earned, reinvested, and rebuilt. Time cannot. For CEOs in the $1M to $5M range, this tradeoff shows up every day in ho...

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We recently worked with Chris Scharman, CEO at AvTech Capital. Here we discuss whether CEOs should promote from within or bring in external leadership talent.


For CEOs scaling a $1M to $5M business, this decision shows up faster than expected.


Do you double down on your internal team, giving them clear career paths and the runway to grow into leadership roles?


Or do you inject outside experience and fresh thinking when the...

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We recently worked with Shana Cosgrove, CEO at Nyla Technology Solutions. Here we discuss whether leaders should over-communicate or risk ambiguity when driving growth and alignment.


One of the fastest ways a $1M to $5M company stalls is not lack of strategy, but lack of clarity.


Shana shares a simple truth most CEOs underestimate. People rarely absorb a message the first time they hear it. It takes repetition, reinforcement, and con...

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We recently worked with Paige McPheely, CEO at BASE. Here we discuss whether CEOs should optimize a working business model or disrupt it before the market forces their hand.

For founders and CEOs in the $1M to $5M revenue range, this decision shows up constantly. Do you double down on what’s working and squeeze more efficiency, or step back and challenge assumptions before disruption finds you?

Paige shares a sharp perspective from t...

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We recently worked with Emre Varol, CEO at A2SV. Here we discuss whether it’s smarter for growth-stage CEOs to double headcount or double productivity.

Most CEOs in the $1M to $5M range hit this fork in the road sooner than they expect.

Do you hire faster to chase growth?

Or do you squeeze more output from the same team?

Emre’s take is refreshingly grounded.

He argues that 2X productivity beats 2X headcount every time because:

-Smart wor...

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We recently worked with Barri Blauvelt, CEO at Innovara. Here we discuss whether CEOs should crack Asia or Europe first when expanding internationally.


If you are leading a $1M to $5M company and thinking about global growth, this choice matters more than most founders realize.


Barri shares how entering Asia early gave them a massive advantage.


They faced almost no competition, tapped into multinational demand, and built c...

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We recently worked with Bridgette Ferraro, CEO at iCopy. Here we discuss whether CEOs should build a purpose-driven business or a product-driven business.

In the $1M to $5M ARR stage, this is not a branding debate. It is a growth decision.

Bridgette shares why at iCopy Legal they live by “people first, tech forward” and how leading with purpose creates clarity for teams, consistency in customer experience, and momentum that product f...

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Wisdom From Wizards #255: Highly engaged customer base vs. massive less loyal one.

We recently worked with AJ Patel, CEO at TeleMed2U. Here we discuss whether CEOs should prioritize a highly engaged customer base or chase massive but less loyal audiences.If you are leading a tech scaleup, this is not a marketing theory debate. It is a growth decision that shapes retention, expansion, referrals, and long term revenue.Working with 50+...

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