Driven by Experience,
Defined by Success
Leveraging a legacy of leadership to propel your business forward.
A native New Yorker, Robert grew up on the Upper East Side of Manhattan and attended Columbia Grammar & Preparatory School. He earned his B.A. in Political Science from the University of Michigan, where he received the Distinguished Leadership Award in 2000. After completing his J.D. at Brooklyn Law School, Robert began practicing law with a focus on real estate transactions and commercial litigation. He later earned a master’s degree in Real Estate from NYU’s Schack Institute of Real Estate in 2004.
While Robert’s early career was rooted in legal practice, he soon expanded his expertise into construction and development, joining The Marlboro Group, a construction management and general contracting firm in New York. By 2009, he returned to practicing law—but this time, with a growing awareness of his unique strengths: building relationships, generating business, and helping fellow attorneys optimize their operations.
As Robert continued supporting lawyers behind the scenes—helping them streamline client acquisition, improve profitability, and manage firm operations—NYCK Advisors was born. What began as a personal effort to help colleagues grow their practices evolved into a broader mission. In 2020, as the world shut down and businesses faced new challenges, NYCK Coaching was launched: a platform designed to help business owners—not just lawyers—gain clarity, structure, and the confidence to grow even in uncertain times.
Today, NYCK Coaching has grown into a strategic coaching firm that empowers small business owners, attorneys, and entrepreneurs to work on their business—not just in it. Through structured programs like the Blueprint for Business Acceleration and the NYCK Profit Acceleration Program, Robert helps clients identify hidden revenue opportunities, streamline operations, and develop actionable growth strategies. Drawing on his legal background and real-world experience across finance, construction, and advisory roles, Robert serves as a trusted partner to business owners who want to scale smart, grow profitably, and lead with intention.
Innovative Leadership
At the helm of business transformation, NYCK Coaching blends the dynamism of New York City with extensive expertise in law, finance, and strategic growth, ensuring every interaction is professionally enriching.
Diverse Industry Expertise
Our seasoned team draws on deep experience across finance, legal, and executive management to deliver strategies tailored to the intricate demands of your industry.
Personalized Growth Roadmaps
Rejecting one-size-fits-all solutions, we craft customized roadmaps that define clear steps to stimulate your business’s growth, tackle specific challenges, and uncover hidden opportunities.
Engaged Support and Resources
We provide more than advice; our engagement includes ongoing support and flash coaching, plus exclusive access to workshops and strategic review sessions for continual learning and business evolution.
Elite Network Access
Leverage our broad network across various industries for new opportunities, partnerships, and collaborations that significantly enhance your growth potential.
Transformation, Not Just Transition
NYCK Coaching ensures your growth journey is meticulously managed for lasting impact, focusing on profound transformation rather than short-term gains.
Comprehensive Business Audit
At NYCK Coaching, the first step is a thorough business evaluation. We delve into understanding your growth goals and pinpointing areas of concern. By engaging with your leadership, scrutinizing operational processes, and reviewing financials, we gain a deep understanding of your business environment.
Tailored Strategy Development
Building on our detailed assessment, we develop customized strategies to boost your company's performance and efficiency. Our tailored solutions are designed to meet your specific needs and may include leadership training, strategic team restructuring, enhancing partnerships, and optimizing workflows.
Flexible & Accessible Coaching
NYCK Coaching prioritizes your convenience and connectivity. We deliver our expert services globally, ensuring seamless access whether you choose in-person consultations, virtual meetings, or our interactive online modules. No matter where you are, connecting with us is effortless and always just a conversation away.
Getting started is simple. Book a complimentary Discovery Call.
We'll talk about where you are, where you want to go, and what’s standing in your way.
From there, we’ll walk you through how NYCK Coaching can help, and if it’s the right fit, we’ll map out your next steps.
Turning Challenges into Opportunities
With over 25 years of experience as a business strategist, legal expert, and commercial real estate advisor, I help entrepreneurs and business owners navigate complex challenges and unlock growth opportunities.
My track record includes overseeing multimillion-dollar transactions, securing high-value financing, and developing growth strategies that drive measurable success. By blending legal, financial, and operational expertise, I deliver actionable solutions that empower businesses to thrive.
My focus is always on delivering practical, results-driven strategies that are aligned with long-term business objectives and foster sustainable growth.
Harnessing NYC’s Bold Spirit for Business Success
Growing up in New York City, I learned that resilience and adaptability are key to success. The city’s relentless energy fuels my coaching approach—helping entrepreneurs turn challenges into growth opportunities.
A Personal Touch
Living in Manhattan with my wife Emily and our two sons, I see firsthand how ambition and determination shape not just businesses but lives.
Your Takeaway
You, too, can harness this fearless mindset. With the right guidance, your business can thrive in any environment.
Embracing New York City’s Spirit
Born and raised in New York City, I embody the city’s drive, determination, and resilience. These values shape my approach to business, where I help entrepreneurs face challenges head-on and create growth out of adversity.
Living in Manhattan with my wife Emily and our sons, Danny and Grayson, I’ve witnessed the power of grit and ambition, both in my personal and professional life. My goal is to inspire the same spirit in my clients, empowering them to take control of their growth journeys and exceed their expectations.
Gain clarity with straightforward solutions to common business growth challenges.
Nobody knows your business better than you. While you focus on working in your business, we’ll give you the roadmap for successfully working on your business. We help you identify opportunities to achieve your business goals using proven strategies, based on an assessment of your business. I also bring over 20 years of experience working with business owners, providing legal, financial, and consulting services. Whether you're a tech startup, a small law firm, a mom-and-pop retailer, or a local service provider—we have the right solutions to help your business thrive. Your industry is the star. We're here to make it shine with tailor-made strategies.
Every business is distinct, and our strategies reflect this individuality. We move away from one-size-fits-all solutions, focusing instead on crafting tailored strategies that enhance your unique strengths and dismantle the obstacles impeding your progress. Expect nothing generic—only precise, custom-fit strategies designed to drive your business success.
Our Profit Acceleration approach is the secret sauce. We leverage proprietary software powered by over 500 million algorithmic sequences to uncover hidden profit opportunities. It’s a data-backed system that identifies revenue growth without requiring you to spend an extra dollar on marketing. It’s not just about more sales—it’s about building a stronger, more profitable business from the inside out.
This name originated from our founder, Robert Rosenberg, who was dubbed "The New York City Kid" while at the University of Michigan. This nickname highlighted his vibrant personality and relentless drive, perfectly reflecting the city’s ethos that with persistent effort, any goal is attainable.
At NYCK Coaching, we understand that new initiatives can be overwhelming. That’s why we’re committed to providing a structured, supportive approach. With regular check-ins, clear action plans, and comprehensive tools and training, you'll always know your next steps and their significance. There’s no guesswork or chaos here—just smart strategy and steadfast support to ensure you move forward confidently.
Every business is distinct, and our strategies reflect this individuality. We move away from one-size-fits-all solutions, focusing instead on crafting tailored strategies that enhance your unique strengths and dismantle the obstacles impeding your progress. Expect nothing generic—only precise, custom-fit strategies designed to drive your business success.
I offer a unique combination of legal, financial, and operational expertise to drive measurable growth. Here’s how I can help:
Legal Guidance: Successfully navigate complex real estate transactions and commercial litigation.
Business Development: Streamline operations by implementing CRM systems, automating client management, and boosting efficiency.
Lead Generation: Create effective lead generation strategies to improve client acquisition and retention.
Operational Optimization: Increase productivity by identifying bottlenecks and improving internal processes.
Achieving sustainable growth doesn't have to be uncertain. At NYCK Coaching, we help business owners establish a strong foundation, execute effective strategies, and ensure measurable, predictable success.
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