Visionary Digital Evolution Strategist
Rooted in Formula 1 excellence, with over 30 years in IT starting as a child in the 1980s, ā¦
Hit play ā¶ļø before scrollingāthis interview with Sam Palazzolo might change how you invest in IT forever.
What happens when you sit down with 50+ investors and ask:
āAre financial KPIs enough to predict IT success? You get uncomfortable truthsāand powerful insights.ā
Thatās exactly what we did. Over six months, we put our Unicornsā Ecosystem and SW Craftsmanship DojoĀ® to the test, backed by 14+ years of data and the latest research on GenAI, burnout, and Unicorn performance patterns.
The result? Our white paper āUnlocking Value in the Digital Era - Transforming IT Liabilities into Strategic Assets"sparked intense conversations across PE and VC firms. And this podcast episode is where we open it all up.
If youāre skimming, donāt miss thisābecause in this premiere interview, investor and leadership coach Sam Palazzolo lays bare what most investors overlook: Behavioral insightsānot spreadsheetsāare the true predictors of software excellence, customer impact, and ROI.
š§ If you havenāt listened yet, hit play ā¶ļø. Youāre about to discover why only 2.5% of IT orgs ever hit Unicorn statusāand why just 1.25% stay there.
Hereās a taste of what we unpacked with Sam:
ā Why mediocracy is silently killing IT investments.
ā How blindly following playbooks (Agile, SAFe, DevOps, GenAI) creates a false sense of progress.
ā Why the SW Craftsmanship DojoĀ® provides the missing link between software excellence and investment success.
ā How top investors are flipping the scriptāfrom chasing digital transformation to measuring behavioral and technical excellence.
ā How the SW Craftsmanship DojoĀ® (open-source version) becomes a secret weapon for investors and organizations to measure, grow, and even bump disinvestiture priceāall for free, built on two decades of research distilling the behavioral engineering recipe behind elite software teams.
Most IT assessments focus on delivery timelines, budgets, or counting lines of code and commitsābut none of these reveal whether teams truly master the craft of building great software. Thereās no scoreboard for technical excellence š„ or obsession with continuous improvement š.
This gap becomes dangerous when leadership forces financial KPIs or misused OKRs onto engineering teams, bending behavioral and performance markers into purely financial data. It disconnects the boardās perspective from the reality of what actually drives sustainable growth: mastery in engineering, technical excellence, delighted customers, highly engaged teams, low burnout, innovation, and an unwavering commitment to improvement. Samābringing the authority of working with over 1,000 organizations and scaling investments from $10M to $1Bāvalidated our findings:
organizations chasing customer satisfaction and cash flow must measure what truly matters inside their software teams.
And thatās where the real shift happens:
āļø The Unicornsā Ecosystem introduces Behavioral Markersāan engineered way to observe, measure, and coach how individuals and teams work, solve problems, collaborate, and improve every single day.
āļø Inside the SW Craftsmanship DojoĀ®, we track elite software engineering behaviorsānot just code pushed, but true indicators of craftsmanship that generate long-term product value without hiding long-term backfire like GenAI self-generated code. Fast to create now, hard to maintan tomorrow.
š„ The problem? Strategic financial indicators often hijack these metrics, forcing teams to frame progress into money. That disconnect hides the actual levers of growth: technical mastery, customer satisfaction, engaged teams, burnout prevention, and relentless innovation.
šļø The mindset we need? Formula 1: build, push to the limit, break, analyze, improve, and repeat. Thatās how elite software teams stay competitive and create lasting advantage.
The biggest blind spot for most investors? They fail to connect software quality to customer experienceāand ultimately, revenue.
š£ Poor software doesnāt just slow things down. It frustrates users, erodes trust, drives churn, and kills long-term value. Features break, updates create new bugs, and customers quietly disappear. š¬ Sam nailed it during our conversation:
āToyota was really good at reverse engineering. They would go out, find the best, bring it into the lab, strip it apart, identify what made it the best in classāand then reassemble it to make something better. Better than best in class.ā
š Companies that invest in engineering mastery build software that feels invisibleāseamless, fast, and effortlessly intuitive. No manuals, no frustrated support callsājust products that work so well users donāt even think about them. Thatās what fuels brand loyalty, boosts retention, and creates a compounding ROI most balance sheets will never capture. Hereās the hard truth:
In the long run, the market always rewards companies that make software excellence š„ their competitive edge.
GenAI is fueling one of the most dangerous illusions in tech todayāthat software engineering can be fully automated away.
š¤ The reality? Instead of unlocking innovation, itās flooding teams with low-quality, AI-generated code that no one truly understands or owns. The result? Massive technical debt piling up at record speedāoutages, failures, spiraling costs. š¬ As Sam put it during our conversation:
āThe vast majority of folks are sharing an AI story that simply doesnāt exist. Itās basic LLM database management dressed up as innovation. But today, you canāt get attention unless you say youāre using AI.ā
šŖ Investors who truly get this will own the next decade. Because winning with GenAI is NOT about replacing engineersāitās about empowering them. The future belongs to teams where human craftsmanship leads, and AI amplifiesāaccelerating quality, not cutting corners. I shared this exact insight in our recent Episode 48: āFake Productivity ā The Deadly Illusion of AI-Generated Code š£āāa mind-blowing deep dive that sparked huge engagement and shares. Missed it? Go back and read why blindly chasing GenAI productivity is a trap.
š The future belongs to organizations that balance AI power with human craftsmanship. Because in softwareāas in lifeāyou donāt scale excellence by skipping the hard parts. You scale it by mastering them. Thatās where the SW Craftsmanship DojoĀ® comes in:
Letās face itāin tough economic times, luxury supercars keep selling. Why? Because no matter the market, quality, exclusivity, and elite craftsmanship always command a premium.
š The same principle applies to software. In a world drowning in mediocrity and AI-generated chaos, companies that engineer software like high-performance machinesāwith precision, care, and masteryāwill outlast and outperform the shortcut-chasers. š¬ Sam nailed this concept during our conversation:
āWeāve saved companies millions just by helping them realizeāsometimes you donāt need a Lamborghini; you just need a Toyota Corolla. But if youāre going to build a supercar, you better know how to drive itāor youāre wasting money.ā
šŖ Thatās the game right there:
š Investors who spot this early? They donāt just wināthey dominate. Because when the market crashes, supercars still sellāand super software still wins customers. Thatās exactly why so many PE and VC leaders we spoke with were fired up after reading our whitepaper. They finally saw how the SW Craftsmanship DojoĀ® gives them a concrete system to measure, grow, and de-risk their IT portfoliosāturning struggling software shops into high-performance Unicorns.
š¢ Curious what this looks like in practice?
Explore the SW Craftsmanship DojoĀ®, now open-source, and see how elite software teams are forged: š https://swcraftsmanshipdojo.com/
š¼ Navigating tough decisions at the leadership table?
Thatās where Sam Palazzoloās Leadership Catalyst Program comes inādesigned to help leaders scale organizations from millions to billions, even in uncertain markets.
⨠Hereās where it gets powerful: Together, we bridge technical mastery and leadership strength. By pairing Samās leadership program with the Dojoās behavioral engineering and our KBI-driven OKRs, we create a system that:
Aligns investors, boards, leadership, and teams Connects strategy to execution through measurable behaviors Provides a roadmap to grow your portfolio companies into Unicorns
š Ready to See the Difference?
What Sam confirmedāand what our research provesāis simple:
Behavioral excellence and software mastery separate the winners from the burnouts. If this resonates and youāre curious what it means for your portfolio, š¬ drop me a message or šØ reach out directlyāletās talk.
š Weāre opening just a few slots this quarter to work closely with investors and CXOs ready to put this into action. No bots. No hype. Just real conversations about building Unicorns the right way.
To stay in the loop with all our updates, be sure to subscribe to our newsletter š© and podcast channels š§:
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Visionary Digital Evolution Strategist
Rooted in Formula 1 excellence, with over 30 years in IT starting as a child in the 1980s, ā¦