Contact Cary

Executive Sales
Coaching that
Accelerates Business Growth

Executive Sales
Coaching that
Accelerates Business Growth

Cary is trusted by the top middle market companies in the United States to scale their businesses by helping sales teams close deals faster.

Cary is trusted by the top middle market companies in the United States to scale their businesses by helping sales teams close deals faster.

Contact Cary
“Partnering with Cary helped us to take our pitch to the next level and achieve a greater than 50% close rate. (10/10)”
Parker I.
VP of Sales
View Testimonials

About Cary

Learn More About Cary Chessick

Cary Chessick is the Founder and CEO of Profitology.com. Cary is an Executive Coach with a focus on Sales, Marketing, and Execution. He has participated in, and overseen, over 10,000 one-on-one coaching sessions.

Cary’s entrepreneurial journey began as President & CEO of Restaurant.com. He helped revolutionize the online advertising space and grow the business from a start-up to over 18,000 clients.

Cary has been honored as Ernst & Young’s Midwest Entrepreneur of the Year and was a finalist in the American Business Awards for Executive of the Year. He was inducted into the University of Illinois at Chicago’s Entrepreneurship Hall of Fame and was given the College of Business Honorary Alumnus Award from Northern Illinois University. Restaurant.com was recognized as one of Chicago’s Top Workplaces and secured a spot on the Inc. 500|5000 list. Cary and his team won a Gold Stevie Award for the Most Viral Marketing Campaign of the Year for his innovative and philanthropic Feed it Forward initiative.

The Focus

We Focus on 3 Pillars of Sales Growth

Improving the Persuasiveness of the Sales Presentation

I help sales teams quickly overcome objections within the sales process and communicate value over cost.

Stack Ranking Revenue

I help implement processes that generate the most revenue in the shortest period of time.

Aligning Sales and Marketing Teams

I help implement processes to align sales and marketing teams resulting in more qualified leads and a faster sales cycle.

Contact Cary
Cary Chessick has been an invaluable sales coach and mentor, demonstrating an exceptional talent for organizing the sales process into actionable processes attached to measurable goals. His approach is both strategic and practical, breaking down complex strategies into manageable steps that yield tangible results... (10/10)
Mary Pat C.General Manager
Cary has flipped the script with pitch before product and using his approach and guidance has significantly impacted our sales and marketing strategy, goals, and results. Cary is curious, playful, intelligent, and makes projects that may have bogged us down in the past feel enjoyable and exciting. I have never felt more motivated and confident in my business! 10/10 recommend. (10/10)
Liza ROwner/Manager
Very quickly, I realized how fortunate I was to work with a mentor and servant leader as gifted as Cary. As a Servant servant leader, Cary shared power, put the needs of his team members first, and helped me to develop and perform as highly as possible. Cary's approach led to higher engagement, more trust, and stronger relationships within our organization... (10/10)
Parker I.VP Sales
Cary’s coaching systems are incredible and have helped us rapidly scale our business. One of my favorite implementations involved the strategy and execution behind processes of continuous improvement. Cary led us through a process that helped our team continuously raise the bar on our monthly sales targets. So impressive. His coaching is eye-opening and world-class. (10/10)
Nick M. CEO & Founder
I have the pleasure of working with Cary. His insights on value presentation have been transformative for our sales and marketing approach. From the moment we engaged his services, he dove deep into understanding our business, market, and unique challenges. (10/10)
Clint B.VP Sales & Marketing
Cary helped me better understand how to operate our company and how to manage people's work from the bottom up. Cary has truly become a trusted advisor to myself and other members of the team and I'd highly recommend him as a coach. (10/10)
Marc T.Founder and CEO
Cary's expertise has been transformative for our inbound sales team. He provided clear scripts and objection handling strategies, significantly improving our call processes. Strategically, Cary identified key KPIs and optimized our team structure, both in processes and profiles. His ability to adapt quickly to our industry and simplify complex issues was impressive. (10/10)
Gilles A.VP of Sales and Marketing

The Process

Our 4 Step Process for Growth

SMART Goal Setting

We work with you to establish
smart goals that are time bound, specific and measurable.

Revenue Driven Priorization

We rank your goals by revenue potential and prioritize them
accordingly.

Weekly Goal Reviews

We meet weekly to review and prioritize goals and tasks, based on the results of the previous week.

Agile Strategy

Our process, which allows us to combine strategy and execution into weekly sprint cycles, helps us work fast and efficiently

About My New Book

Pitch Before Product

Pitch Before Product” emphasizes the paramount importance of storytelling and persuasion in the success of any venture, sharing specific details on how to build processes to close more deals faster.

Available on Amazon

Contact Cary

Contact Cary for questions about his services or his book.

Email

[email protected]

Pitch Before Product

Cary is the CEO of Profitology. He has previously served as the CEO of restaurant.com.

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