Ryan Joswick
Testimonials
Services
Experience
Testimonials
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I love working with Ryan! He is a great culture carrier in the organization and was so great to me when I
first entered the organization. Ryan is also a great sales leader. He understands the importan...
Senior Vice President, North American Inside Sales at Global Payments Inc.
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Ryan consistently challenges those around him to think bigger, embrace new perspectives, and
approach change with confidence. His ability to connect with people, even across large groups, makes
everyo...
Executive Sales Leader | Coach | FinTech - SaaS - B2B
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On
Ryan gave me my first opportunity at Cintas 14 years ago. I watched him lead some of the highest-
performing teams in the Western region, and his leadership left a lasting impression on me.
Years l...
Director of Sales LATAM- Hiring
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Top 1%. That is Ryan. He is at the peak of Sales Leadership.
Genuine and fair, Ryan takes the time to understand you as a person. He coaches from where you are,
helping you get to where you need to be...
Co-Founder and CEO | HireSource.ai
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Campbell worked with Ryan but they were at different companies. I have known Ryan for over 15 years. During this time, we worked together at different companies and
have stayed in touch over the years...
Chief Commercial Officer, Knight Equipment, Lafferty Manufacturing, and Lavo Solutions Brands of CFS Technologies
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Experience
Ryan Joswick Advisory
Founder & CEO
Jul 2024 - Present
Most revenue problems are not caused by the market.
They are caused by unclear leadership standards, inconsistent execution, and teams that rely too heavily on individual effort instead of structure.
I advise CEOs and revenue leaders who are scaling growth and feel the strain showing up as:
→ Inconsistent & unsustainable performance across the team
→ Over-reliance on a few top performers
→ Leaders managing activity but not coaching outcomes
→ Burnout, turnover, or cultural drift as pressure increases
My point of view is simple:
→ Sustained performance comes from structure, habits, and leadership discipline.
Before founding Ryan Joswick Advisory, I spent over 25 years working in large, fast-growing organizations.
→ Former Fortune 500 SVP at Global Payments and Heartland, supporting a 1,400 plus sales force across North America ranked by Selling Power as Best Place to Sell
→ 12 years rising to VP of Sales at Cintas
→ Senior leader inside a Kleiner Perkins-backed startup, navigating hyper growth, board-level expectations, and scale challenges
What this looks like in practice:
→ Clear expectations for leaders at every level
→ Coaching rhythms that replace firefighting
→ Fewer regrettable hires and promotions
→ Teams that deliver results
Most engagements begin with a Leadership Performance Diagnostic.
→ An objective view of where your organization is strong
→ Where it is leaking performance
→ What to address first
If you are leading a revenue organization and feel the gap between potential and results widening, this is usually the best place to start.
Coleman Research
Advisor
Aug 2013 - Present
There are barriers to knowledge around the world, and our mission is to remove them by providing a global platform for the direct exchange of critical insights.
VISASQ/COLEMAN was established as a partnership between VisasQ Inc. Asia’s top expert network and the only publicly traded company in this field and Coleman Research, a trusted expert service provider with more than 20 years of experience.
Our innovative solutions help the world’s largest Consulting firms, Asset Management Funds and Corporations with primary research from subject matter experts. Leveraging our two domestic markets in Japan and the US, and growing existence in APAC and EMEA markets, VISASQ/COLEMAN are bridging knowledge gaps with a global knowledge base.
GLG
Advisor
Sep 2024 - Present
GLG is the world’s insight network. It connects decision-makers to the right experts so they can act with the confidence that comes from true clarity and have what it takes to get ahead. Its network of experts is the world’s largest and most varied source of first-hand expertise.
As a valuable GLG Network Member, I bring 25 years’ of experience in helping clients solve some of their toughest revenue generation challenges.
Heartland
Senior Vice President of Revenue Operations & SVP Sales
Mar 2024 - May 2014
As Senior Vice President of Revenue Operations, I had the pleasure of working with some of the best and brightest employees in the industry to help them achieve their highest potential.
As an analogy, if the Organization is a Ferrari, I was responsible for leading an incredible team to make the engine within the Ferrari go faster and operate more efficiently.
I was involved in the strategy and execution for everything impacting the revenue distribution of Heartland and Global Payments Integrated (GPI).
This includes supporting our 1,400+ employee sales force across all sales channels, recruiting, training, leadership and sales development, sales incentives, product, marketing, human resources, legal, customer engagement, partnerships, banks, and communication throughout the United States.
As Senior Vice President of Sales, I formulated and executed the strategy and direction for the 600+ employee field sales organization across the United States.
A fast-paced, growth-focused organization offering cutting-edge technology solutions in credit card payment processing, online SAAS payments, point of sale (POS), payroll, human capital management (HCM), gift and loyalty, and business lending solutions.
Parent company Global Payments (GPN) is a 27k employee B2B Fintech Fortune 500 international corporation offering B2B services such as payment processing, payroll, and business analytics to over 4 million customers in over 100+ countries.
I was recruited into Heartland to build the infrastructure of alternative distribution sales channels, which were net new channels.
I built an Inside Sales Team to call on prospects, upsell and cross-sell additional services, and renew service agreements with current relationships.
The Inside Sales Team has become a viable and sustainable sales channel for Heartland and continues to thrive and grow.
To further serve the marketplace and Heartland, I also built a Billing Solution channel to offer recurring payment platform services for the government, municipalities, and utilities niche market.
OneAccord
Business Development
Jun 2013 - Dec 2013
OneAccord is a nationwide organization of highly experienced executives from a diverse background of industries. OneAccord helps organizations, owners, and executive leadership first identify untapped and/or under utilized revenue streams, and second capitalize on the opportunities in order to achieve extraordinary results.
As part of OneAccord, I oversaw the business development in addition to providing interim executive solutions. We worked with organizations to increase productivity and overall revenue on a contract or interim basis. We designed and deployed a wide range of proven revenue acceleration strategies, work alongside our clients to train and develop the team, and ultimately ensure sustainable success.
gen110
Vice President of Sales
Jun 2013 - Mar 2012
Gen110 is a residential renewable energy start up company funded by successful venture capital firm Kleiner Perkins (https://www.kleinerperkins.com) .
They sell a program that provides a cost-effective, environmentally friendly, alternative way to purchase residential electricity. If a home qualifies, it receives an upgrade to less expensive electricity. Customers enjoy the benefits of solar energy without the cost of solar panel installation and maintenance.
Gen110 was successfully acquired by Solar Universe.
Cintas
Vice President of Sales
Mar 2012 - Jul 2000
Cintas Corporation provides highly specialized services to businesses of all types throughout the world.
I led a passionate team of Sales Leaders on the West Coast and Canada. Achieved #1 Region. Most improved region. Faculty member of Corporate Training and Development.
Cintas operates more than 430 facilities in North America, Europe, Latin America and Asia, including six manufacturing plants and nine distribution centers. The company employs approximately 30,000 people.
We stand alongside one million businesses, delivering a workday that’s safer, cleaner and more sustainable. Our commitment to environmental, social and governance efforts has been with us since our founding during the Great Depression, and we’ve never stopped innovating for people and the planet. Our investors are part of our success, propelling us toward deeper customer relationships, greater inclusivity and an unsurpassed pledge to better the communities and customers we serve.
Vision:
Expand the market — Approximately 60% of new business is with customers who were not in a rental program
Increase market share — We do business with only 1M of the 16M businesses in North America
Penetrate customer base — Our opportunity is significant with penetration rates generally <20%d Region. Most osrtt mn
Southwestern Advantage
Sales Representative
Nov 1998 - Sep 1999
Residential 100% new business door-to-door sales of education material in New Jersey. Southwestern is one of America's most successful private companies, built by, led by, and owned primarily by graduates of the summer internship program.
- Presidents Club and top first year seller in S.E.E.D.S
- Number # 5 out of over # 3000+ Sales Representatives across the country
- Gold Seal Gold Award- worked over 80 hours per week
- 100% commission role
Southwestern's Mission
The Southwestern Company’s mission is simple: To be the best organization in the world at helping young people develop the skills – and the character – they need to achieve their goals in life. We build people: the people who sell our products; the consumers who benefit from them; and the people who become members of our team of employees. We build people. And those people are building a great company.