OSG Executive and Leadership Team

August, 2026

Leadership Overview

OSG has 8 executives leading key functions including strategy, operations, technology, marketing, human resources, and legal affairs.

Focused on delivering seamless customer engagement and payment solutions, OSG empowers businesses to optimize billing, invoicing, and document management through advanced digital and print communication platforms.

Leadership Roles at OSG

  • Chief Executive Officer - Patrick Gabriel
  • President & Chief Executive Officer - Dean Cherry
  • President & Chief Operating Officer - John Springthorpe
  • Chief Information Officer - Doug O'Reilly
  • Chief Marketing Officer - Sarah Guckes
  • Chief Human Resources Officer - Kathryn Marocchi
  • Chief Operations Officer - Michael Barenklau
  • Chief Legal Officer - Ronald Lambert
  • 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. By prioritizing innovation in electronic billing and payment solutions, Gabriel ensures the company maintains a competitive edge within the customer engagement sector. This leadership role involves constant collaboration with the Board to align operational output with market demands across North American territories. Patrick Gabriel monitors financial performance metrics to guarantee sustainable growth while overseeing the integration of new document printing technologies. Through rigorous analysis of industry trends, the Chief Executive Officer identifies expansion opportunities that enhance the value proposition for clients. By fostering a culture of excellence, Gabriel drives the entire organization toward achieving superior service delivery standards. Ultimately, the Chief Executive Officer secures the market position of the firm by championing digital transformation initiatives that simplify complex invoicing processes for diverse enterprise partners.

    Dean Cherry - President & Chief Executive Officer

    Dean Cherry, the President & Chief Executive Officer at OSG, manages the daily execution of business objectives and high-level corporate governance. Overseeing the alignment of marketing solutions with client needs, the President & Chief Executive Officer ensures that all service offerings remain at the forefront of the payment technology industry. This position requires constant engagement with executive leadership to refine operational workflows and improve client retention rates. Dean Cherry evaluates the efficacy of current billing platforms to ensure maximum reliability for global customers. By directing cross-functional teams, the President & Chief Executive Officer optimizes the delivery of statements and invoicing services. This leadership role involves navigating complex regulatory environments to maintain compliance across all operational regions. Through strategic oversight, Cherry strengthens the market presence of the firm. Ultimately, the President & Chief Executive Officer drives the company toward achieving ambitious revenue targets while maintaining a focus on high-quality customer engagement.
    Dean Cherry

    John Springthorpe - President & Chief Operating Officer

    John Springthorpe, the President & Chief Operating Officer at OSG, oversees the internal business processes and the execution of operational excellence across all service lines. By focusing on the efficiency of document printing and statement production, Springthorpe ensures that the company meets rigorous quality standards for every client. This leadership role involves managing the supply chain and production facilities to maintain consistent output levels. John Springthorpe collaborates with the executive team to streamline workflows and reduce operational costs. By directing the implementation of process improvements, the President & Chief Operating Officer enhances the overall service delivery model. This position requires constant oversight of production schedules to ensure timely fulfillment of billing and invoicing requirements. Through strategic resource allocation, Springthorpe supports the scalability of the business. Ultimately, the President & Chief Operating Officer drives operational stability, ensuring that the firm consistently delivers reliable payment solutions to a broad customer base.

    Doug O'Reilly - Chief Information Officer

    Doug O'Reilly, the Chief Information Officer at OSG, architects the robust technological infrastructure required to support secure electronic billing and payment processing. By managing the digital ecosystem, O'Reilly ensures that all document printing and invoicing systems operate with maximum efficiency and data integrity. This leadership role involves overseeing cybersecurity protocols to protect sensitive client information across all North American operations. Doug O'Reilly collaborates with other C-suite members to integrate emerging technologies that enhance the overall customer engagement suite. By directing the IT department, the Chief Information Officer maintains system uptime and scalability for high-volume transaction environments. This position requires constant monitoring of software performance to prevent service disruptions. Through the implementation of advanced data analytics, O'Reilly provides actionable insights that improve operational decision-making. Ultimately, the Chief Information Officer secures the technological foundation of the firm, enabling seamless digital interactions for every client.
    Doug O'Reilly

    Sarah Guckes - Chief Marketing Officer

    Sarah Guckes, the Chief Marketing Officer at OSG, designs and executes comprehensive strategies to promote the company's suite of payment and customer engagement solutions. By analyzing market trends, Guckes identifies key opportunities to expand the brand footprint across diverse industry sectors. This leadership role involves directing all promotional activities, including digital campaigns and industry-specific outreach, to drive lead generation and client acquisition. Sarah Guckes collaborates with the sales team to ensure that marketing messaging aligns with the specific needs of enterprise customers. By overseeing the development of collateral for electronic billing and invoicing services, the Chief Marketing Officer strengthens the competitive positioning of the firm. This position requires constant evaluation of campaign performance metrics to optimize return on investment. Through strategic brand management, Guckes enhances the reputation of the company as a leader in document management. Ultimately, the Chief Marketing Officer drives growth by effectively communicating the value of the firm's services.

    Kathryn Marocchi - Chief Human Resources Officer

    Kathryn Marocchi, the Chief Human Resources Officer at OSG, directs the talent acquisition, employee development, and organizational culture initiatives that support the company's mission. By fostering a high-performance work environment, Marocchi ensures that the workforce remains aligned with the strategic goals of the firm. This leadership role involves overseeing recruitment efforts to attract top-tier talent capable of advancing the company's payment and engagement technologies. Kathryn Marocchi manages performance management systems to encourage professional growth and retention across all departments. By directing internal communication strategies, the Chief Human Resources Officer promotes transparency and engagement throughout the organization. This position requires constant attention to labor regulations and workplace safety standards to maintain a compliant and productive environment. Through the development of comprehensive training programs, Marocchi equips employees with the skills necessary to excel in the competitive tech-consulting landscape. Ultimately, the Chief Human Resources Officer drives organizational success by cultivating a skilled and motivated workforce.
    Kathryn Marocchi

    Michael Barenklau - Chief Operations Officer

    Michael Barenklau, the Chief Operations Officer at OSG, manages the day-to-day logistics and service delivery operations for the company's payment and billing platforms. By focusing on the technical execution of electronic invoicing and document management, Barenklau ensures that all client requirements are met with precision. This leadership role involves overseeing the operational teams responsible for maintaining the integrity of high-volume statement processing. Michael Barenklau collaborates with the IT department to optimize the performance of the systems that support these critical services. By directing the implementation of quality control measures, the Chief Operations Officer minimizes errors and enhances the reliability of the firm's output. This position requires constant monitoring of operational metrics to identify areas for improvement and efficiency gains. Through strategic management of production resources, Barenklau supports the company's ability to handle complex client demands. Ultimately, the Chief Operations Officer drives operational excellence by ensuring seamless service delivery across all platforms.
    Michael Barenklau
    Ronald Lambert, the Chief Legal Officer at OSG, directs all legal affairs, regulatory compliance, and risk management initiatives for the organization. By overseeing the legal framework surrounding electronic billing and payment solutions, Lambert ensures that the company adheres to all industry-specific laws and data protection standards. This leadership role involves managing contractual negotiations with enterprise clients to protect the interests of the firm. Ronald Lambert collaborates with the executive team to provide guidance on corporate governance and potential legal risks associated with new market expansions. By directing the legal department, the Chief Legal Officer maintains the integrity of the company's intellectual property and operational policies. This position requires constant vigilance regarding changes in legislation that could impact the document printing and marketing services provided. Through proactive legal strategy, Lambert mitigates potential liabilities. Ultimately, the Chief Legal Officer drives corporate security by ensuring that all business activities remain within the bounds of legal and ethical requirements.

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    Frequently Asked Questions Regarding OSG Top Executives and Leadership Team

    Who leads OSG?
    OSG is led by Patrick Gabriel (Chief Executive Officer), along with executives such as Dean Cherry (President & Chief Executive Officer) and John Springthorpe (President & Chief Operating Officer).
    Who is part of OSG’s executive team?
    The executive team of OSG includes leaders such as Patrick Gabriel (Chief Executive Officer), Dean Cherry (President & Chief Executive Officer), John Springthorpe (President & Chief Operating Officer) and other senior executives.
    How many executives does OSG have?
    OSG has 8 executives leading key business areas.
    What roles are included in OSG’s leadership team?
    The leadership team of OSG includes roles such as Chief Executive Officer, President & Chief Executive Officer, President & Chief Operating Officer, Chief Information Officer, Chief Marketing Officer.