Leadership Overview
OSG has 6 executives leading key functions including strategy, corporate governance, information technology, legal compliance, operational excellence, and human capital management.
Focused on delivering advanced customer engagement and payment solutions, OSG drives digital transformation through electronic billing, invoicing, and comprehensive marketing services to optimize client communication across global markets.
Focused on delivering advanced customer engagement and payment solutions, OSG drives digital transformation through electronic billing, invoicing, and comprehensive marketing services to optimize client communication across global markets.
Leadership Roles at OSG
Patrick Gabriel - Chief Executive Officer
Patrick Gabriel, the Chief Executive Officer at OSG, directs the overarching corporate strategy and long-term vision for the organization. Gabriel architects high-level initiatives focused on expanding the reach of electronic billing and payment solutions within the competitive fintech landscape. By aligning internal resources with market demands, the Chief Executive Officer ensures consistent growth and service excellence for diverse enterprise clients. Patrick Gabriel maintains rigorous oversight of the company's financial health and strategic partnerships, fostering innovation in document printing and customer engagement platforms. This leadership role involves constant evaluation of emerging technologies to maintain a competitive edge in the payment processing sector. Through decisive management, the Chief Executive Officer secures the company's position as a leader in customer communication, driving efficiency and value across all North American operations while supporting the broader mission of delivering seamless, secure, and scalable billing solutions for every client.
Dean Cherry - President & Chief Executive Officer
Dean Cherry, the President & Chief Executive Officer at OSG, manages the daily execution of corporate objectives and organizational performance. Cherry drives the integration of marketing solutions and invoicing platforms to enhance client engagement metrics. As the President & Chief Executive Officer, Dean Cherry coordinates cross-departmental efforts to streamline document production and digital delivery workflows. This role requires constant interaction with the Board to refine business models and capitalize on new market opportunities in the payment services industry. By prioritizing operational agility, the President & Chief Executive Officer ensures that the company meets complex regulatory requirements while scaling service delivery across international markets. Cherry fosters a culture of continuous improvement, focusing on the intersection of technology and customer experience. Through strategic resource allocation, the President & Chief Executive Officer strengthens the company's market presence, ensuring that every client receives high-quality, reliable, and innovative payment and billing support.
Joel Weinfield - Chief Information Officer
Joel Weinfield, the Chief Information Officer at OSG, directs the technological infrastructure and digital security frameworks essential for electronic billing and payment processing. Weinfield architects robust systems that support high-volume document printing and secure data transmission for enterprise clients. As the Chief Information Officer, Joel Weinfield oversees the implementation of advanced software solutions that enhance the reliability of customer engagement platforms. This leadership role involves managing complex IT projects and ensuring that all digital assets remain protected against evolving cybersecurity threats. By optimizing internal data architectures, the Chief Information Officer supports the company's ability to deliver seamless invoicing and statement services. Weinfield collaborates with other executive leaders to align technical capabilities with long-term business goals, ensuring that the company maintains a modern, scalable, and efficient technology stack. Through constant innovation, the Chief Information Officer drives the digital transformation of payment solutions, ensuring superior performance and data integrity across all operational regions.
Ronald Lambert - Chief Legal Officer
Ronald Lambert, the Chief Legal Officer at OSG, directs all corporate governance, regulatory compliance, and risk management initiatives. Lambert architects legal strategies that protect the company's intellectual property and ensure adherence to complex financial regulations governing electronic billing and payment services. As the Chief Legal Officer, Ronald Lambert oversees contract negotiations and manages legal disputes to safeguard the organization's interests. This role involves providing critical guidance to the executive team regarding the legal implications of expanding marketing solutions and document printing services into new territories. By maintaining a proactive approach to compliance, the Chief Legal Officer ensures that all business practices align with industry standards and legal requirements. Lambert collaborates with the Board to uphold corporate integrity and transparency. Through meticulous oversight, the Chief Legal Officer mitigates operational risks, allowing the company to focus on delivering secure and compliant payment solutions to a broad client base across diverse markets.
Michael Barenklau - Chief Operations Officer
Michael Barenklau, the Chief Operations Officer at OSG, directs the end-to-end production and delivery of customer engagement and payment solutions. Barenklau architects efficient workflows for document printing, electronic billing, and invoicing services to maximize output quality and speed. As the Chief Operations Officer, Michael Barenklau oversees the management of physical and digital production facilities, ensuring that all operational processes meet strict service level agreements. This role involves optimizing supply chain logistics and resource utilization to support the company's growth in the payment services sector. By implementing lean methodologies, the Chief Operations Officer enhances operational productivity and reduces overhead costs. Barenklau collaborates with the technology and marketing teams to ensure that operational capabilities align with client needs. Through rigorous performance monitoring, the Chief Operations Officer drives excellence in service delivery, ensuring that the company maintains its reputation for reliability and precision in all customer communication and payment processing activities.

Kathryn Marocchi - Chief Human Resource Officer
Kathryn Marocchi, the Chief Human Resource Officer at OSG, directs the talent acquisition, organizational development, and employee engagement strategies. Marocchi architects programs that foster a high-performance culture, ensuring that the workforce possesses the skills necessary to support advanced payment and billing solutions. As the Chief Human Resource Officer, Kathryn Marocchi oversees compensation, benefits, and performance management systems to attract and retain top industry talent. This role involves aligning human capital initiatives with the company's broader business objectives, such as expanding marketing services and improving customer engagement. By promoting diversity and professional growth, the Chief Human Resource Officer strengthens the organization's internal capabilities. Marocchi collaborates with other C-suite leaders to ensure that the company's values are reflected in all workplace policies. Through strategic workforce planning, the Chief Human Resource Officer supports the company's mission, ensuring that the team remains agile, motivated, and fully equipped to deliver exceptional service to clients across all operational regions.
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