The Chris Voss Show Podcast – From Wall Street to Gutters: Aleks Krylov’s Entrepreneurial Journey
The Chris Voss Show16 Kesä 2025

The Chris Voss Show Podcast – From Wall Street to Gutters: Aleks Krylov’s Entrepreneurial Journey

From Wall Street to Gutters: Aleks Krylov’s Entrepreneurial Journey

Sternguttersnj.com

About the Guest(s):
Aleks Krylov is a seasoned serial entrepreneur who began his career on Wall Street, spending over 12 years managing portfolios with family offices. He is the founder of a fractional CFO consulting company and has been involved in taking a company public on NASDAQ through a reverse merger. Aleks Krylov has successfully started and sold a clean energy company to an international utility. He currently serves as the CEO of Stern Exteriors, a home services business in New Jersey, focusing on rainwater management and providing solutions for roofing, gutters, and underground drains.

Episode Summary:
In this episode of The Chris Voss Show, Chris hosts Aleks Krylov, the CEO of Stern Exteriors, and delves into the world of serial entrepreneurship. With a career stemming from Wall Street to becoming a prominent figure in home services, Aleks Krylov shares his vast experiences that culminated in the creation of Stern Exteriors. The journey from clean energy innovations to practical solutions in rainwater management is explored, detailing the evolution of his business acumen and visionary leadership.

Through an insightful discussion, Aleks Krylov unveils the unique challenges and opportunities in the home services industry. He shares how he identified a gap in the market for trustworthy and technologically advanced gutter services and how Stern Exteriors capitalizes on this need. Emphasizing service excellence, transparency, and community connection, Aleks Krylov’s vision includes expanding Stern Exteriors into roofing and other sectors, showcasing the potential for innovation and significant growth within the home services ecosystem.

Key Takeaways:
Entrepreneurial Initiative: Aleks Krylov’s success stems from identifying and addressing underserved market needs, particularly in the home services sector.
Innovative Solutions: Emphasis on technology to improve customer interaction, increase transparency, and ensure high-quality service delivery.
Business Values: Stern Exteriors is built on core principles such as integrity, communication, urgency, community, ownership, and professionalism, which differentiate it in the market.
Market Expansion: Aleks Krylov discusses plans for growth in the New Jersey gutter market and expansion into related areas like roofing and drainage systems.
Client-Centric Approach: The importance of building long-term client relationships by providing exceptional service and fostering trust and peace of mind.

Notable Quotes:
“The philosophy around Stern Gutters has become…to improve communication and transparency in service delivery.”
“We call our set of values ICU Cop: Integrity, Communication, Urgency, Community, Ownership, and Professionalism.”
“We do not service customers; we service clients.”
“The learning curve for new ventures becomes shorter as you gain experience in similar business areas.”
“We are not the cheapest, but we provide value through trust, transparency, and peace of mind.”

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