Henry Kaskov has spent his entire career in business valuation and financial consulting. His journey began as a consultant in the disputes and investigations division of a large consulting firm, where he traveled internationally to assist multinational corporations and financial institutions with complex financial and regulatory matters. His path next led him to a boutique business valuation firm, where he spent over ten years performing business valuations and providing litigation support services, serving as a Managing Director for several years. In mid-2020, Henry founded KVi, beginning the next chapter in his journey.
Henry grew up in the Northwest suburbs of Chicago and attended the University of Illinois, where he earned a degree in finance and a concentration in economics. He also met his wife, Jessica, and after graduation, they moved to California. After several years of enjoying everything there is to love about the West Coast, they moved back to their sweet home, Chicago, to start a family.
They have their hands full with two young boys, Riley and Parker, whose insatiable curiosity and energy are something to admire. When not spending time with the family or working, Henry enjoys mountain biking, camping, hiking, golfing, and a good craft beer or bourbon cocktail.
Why This Episode Matters
This episode emphasizes intentional leadership in business growth. By understanding your company’s value, reducing uncertainty, and building a trusted team of professionals, entrepreneurs can position themselves for strategic growth and successful future transitions.
In this Episode, We Discuss:
- Beginning with clarity and intentionality
- Planning to scale wisely
- Determining your business value
- Investing in your growth
Conversation Takeaways
- Start with clarity and intentionality by defining client needs, business goals, and personal values. Proactive planning—both financially and strategically – creates a solid foundation for growth.
- Plan to scale wisely, hiring before you’re overwhelmed, and understanding salary benchmarks. Minimize uncertainty by working with trusted people and structuring your time with intention.
- Know your business value early through valuations that inform transitions, tax strategies, and long-term planning. A solid financial advisory team is key to preparing for future opportunities.
- Invest in your personal growth, confronting doubt, and staying open to new perspectives. Small, value-driven actions can lead to meaningful, long-term impact in both life and business.
A Quote To Remember
“The smallest deeds can have huge impacts.” – Henry Kaskov
Light Bulb Moments – Episode 100
Build With Intention for Strategic Growth with Harry Kaskov
The Light Bulb Moment of This Episode
Strategic growth begins with clarity and intention. When business owners define what they want, reduce uncertainty, and build a trusted team around them, they create the foundation for sustainable value and future success.
Light Bulb Moments & Reflections from the Episode
- Define what the client needs first.
Solutions should be built around real client needs, not a one-size-fits-all approach.
- Buyers are purchasing future cash flow.
Sellers must understand and document their financials clearly.
- Minimize uncertainty in your business.
Stability and transparency increase both operational strength and valuation.
- Define your business vision and goals.
Business owners should intentionally design what they want their company to become.
- Build around your own strategy.
Don’t simply follow what others say – build around your unique goals.
- Be intentional with your time.
Blocking time for strategic thinking helps businesses grow.
- Work with people you trust.
Trust builds stronger partnerships and long-term client relationships.
- Get a business valuation early.
A valuation snapshot helps owners understand where they stand today.
- Use valuation insights to improve your business.
Knowing the numbers helps guide strategic improvements.
- Build a strong professional team.
Advisors and specialists help guide business growth and transitions.
- Plan ahead with your advisors.
Engage professionals early rather than waiting until deadlines approach.
Connect with Henry Kaskov:
Website: https://www.kaskovvaluations.com/
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