Leadership Overview
OSG has 7 executives leading key functions including strategy, marketing, technology, human resources, legal, operations, and revenue.
Driven by innovation, OSG provides comprehensive customer engagement and payment solutions, shaping market dynamics through advanced document management and communication strategies.
Driven by innovation, OSG provides comprehensive customer engagement and payment solutions, shaping market dynamics through advanced document management and communication strategies.
Leadership Roles at OSG
Dean Cherry - President & Chief Executive Officer
Dean Cherry, the President & Chief Executive Officer at OSG, directs the overarching corporate strategy and operational execution. Cherry guides the company's vision, ensuring alignment with market demands for customer engagement and payment solutions. This leadership role involves optimizing the delivery of electronic billing, invoicing, and statement services, alongside document printing and marketing solutions. Cherry's strategic direction drives innovation in how OSG interacts with its client base, fostering growth and enhancing service offerings. The President & Chief Executive Officer ensures robust financial performance and sustainable expansion across all business units. By focusing on client success and operational excellence, Dean Cherry solidifies OSG's position as a leader in the industry.
Gabriel Tilley - President
Gabriel Tilley, the President at OSG, drives strategic growth and operational oversight across key business segments. Tilley focuses on expanding OSG's market presence and enhancing its suite of customer engagement and payment solutions. This involves leading initiatives in electronic billing, invoicing, statements, and document printing services. The President collaborates with other executive leaders to align departmental goals with the company's overall mission. Tilley's leadership ensures that OSG remains at the forefront of innovation within its industry. By fostering strong client partnerships and exploring new market opportunities, Gabriel Tilley contributes significantly to the company's sustained success and revenue generation. Tilley champions business development.
Sarah Guckes - Chief Marketing Officer
Sarah Guckes, the Chief Marketing Officer at OSG, architects and executes comprehensive marketing strategies. Guckes drives brand visibility and market penetration for OSG's suite of customer engagement and payment solutions. This involves developing targeted campaigns for electronic billing, invoicing, statements, and document printing services. The Chief Marketing Officer analyzes market trends to identify new opportunities and refine existing service offerings. Guckes oversees all aspects of marketing communications, digital presence, and lead generation initiatives. By fostering strong client relationships and communicating the value proposition of OSG's solutions, Sarah Guckes significantly contributes to revenue growth and market leadership. Guckes ensures marketing efforts directly support the company's strategic objectives.
Joel Weinfield - Chief Information Officer
Joel Weinfield, the Chief Information Officer at OSG, oversees the company's technology infrastructure and digital transformation initiatives. Weinfield directs the development and implementation of secure, scalable IT systems supporting OSG's customer engagement and payment solutions. This includes managing the technology behind electronic billing, invoicing, statements, and document printing. The Chief Information Officer ensures data integrity and cybersecurity across all platforms, safeguarding sensitive client information. Weinfield drives innovation in technology adoption, enhancing operational efficiency and service delivery. By aligning IT strategy with business objectives, Joel Weinfield enables OSG to leverage technology for competitive advantage and superior client experiences. Weinfield's leadership ensures technological robustness.
Kathryn Marocchi - Chief Human Resources Officer
Kathryn Marocchi, the Chief Human Resources Officer at OSG, leads all human capital management strategies and initiatives. Marocchi cultivates a high-performance culture that supports OSG's mission in customer engagement and payment solutions. This involves talent acquisition, employee development, and fostering an inclusive work environment. The Chief Human Resources Officer ensures compliance with labor laws and develops competitive compensation and benefits programs. Marocchi drives organizational effectiveness by aligning HR policies with business goals, supporting the delivery of electronic billing, invoicing, and document printing services. By focusing on employee well-being and professional growth, Kathryn Marocchi strengthens the workforce, enabling OSG to achieve its strategic objectives and maintain operational excellence. Marocchi champions employee engagement.
Ronald Lambert - Chief Legal Officer
Ronald Lambert, the Chief Legal Officer at OSG, provides expert legal counsel and oversees all legal affairs for the organization. Lambert ensures OSG operates in full compliance with all applicable laws and regulations governing customer engagement and payment solutions. This includes managing contracts, intellectual property, and corporate governance related to electronic billing, invoicing, and document printing services. The Chief Legal Officer mitigates legal risks and advises leadership on strategic decisions impacting the company. Lambert's role is critical in protecting OSG's assets and reputation. By providing sound legal guidance, Ronald Lambert supports the company's growth and operational integrity, ensuring all business activities adhere to the highest ethical and legal standards. Lambert safeguards corporate interests.
Michael Barenklau - Chief Operations Officer
Michael Barenklau, the Chief Operations Officer at OSG, directs the company's operational functions to ensure efficient and effective service delivery. Barenklau optimizes processes for OSG's customer engagement and payment solutions, including electronic billing, invoicing, statements, and document printing. This involves overseeing production, logistics, and service delivery teams to meet client demands. The Chief Operations Officer drives continuous improvement initiatives, enhancing operational scalability and cost-efficiency. Barenklau ensures seamless integration of technology and workflows to support business objectives. By focusing on operational excellence, Michael Barenklau plays a vital role in maintaining OSG's reputation for reliability and quality in the market. Barenklau manages day-to-day operations.

Explore Leadership Teams in Business Services
TransPerfect is a global provider of language and AI solutions that help organizations streamline operations and manage multilingual content efficiently. Their enterprise-grade technology, including the GlobalLink® platform, centralizes content workflows and integrates with leading systems such as CMS, CRM, and marketing platforms, reducing the manual effort required to deliver accurate, culturally relevant communications across markets. Supported by a worldwide team of experts, TransPerfect combines advanced automation with deep linguistic and cultural insight, enabling organizations to unify global content, optimize processes, and engage audiences effectively across languages and regions.
Company Leadership VK


BC
FORT is a global communication and collaboration solutions provider dedicated to transforming the modern workplace through a people-first approach. As an employee-owned organization, FORT brings deep technical expertise, creativity, and accountability to the design, deployment, and support of advanced audiovisual and visual collaboration solutions. The company partners with clients across industries and geographies, focusing on business outcomes rather than traditional integration models to help organizations work more effectively and imagine new possibilities. With a strong commitment to integrity, innovation, stewardship, and long-term stability, FORT designs and validates customized solutions that are built to last, empowering customers through reliable technology, exceptional service, and a shared vision for the future.
Company Leadership



malomatia is a leading provider of Information Technology Services and Solutions in Qatar, focusing on eGovernment, eHealthcare, eCustoms, and Transportation Services. The company aims to deliver innovative IT solutions that enable government and businesses to effectively serve their customers, aligning with Qatar's national vision for a knowledge-based society. Their extensive service offerings include Managed Services, Cybersecurity, Data & AI Services, and Contact Center Services, among others. With a strong understanding of local market needs, malomatia is dedicated to empowering organizations through digital transformation and operational efficiency.
Company Leadership RA
AY
DM
VS
Clover Infotech is a IT services and solutions provider. Clover Infotech is an Oracle Platinum Partner. It is Oracles partner for platform and infrastructure cloud services, as well as ERP cloud. The company is headquartered in Mumbai, Maharashtra.
Company Leadership
KK

