Management Team

Sheryl Hoskins – CEO

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As Chief Executive Officer, Sheryl is responsible for leading Litera as it scales its enterprise software businesses, delivers the best legal technology ecosystem, and revolutionizes how legal teams and law firms use technology to drive digital transformation. She drives the entire team to deliver genuinely leading-edge legal technology solutions for our customers. She strives to serve the business and its customers by helping enable our leaders and people to fulfill their passion for making a difference.

Sheryl has more than twenty years of experience in the global technology industry and a proven track record managing global teams. She spent the first decade of her career at General Electric and McKesson Corp, where she held domestic and international leadership roles. Most recently, Hoskins served as CEO of Upserve. Sheryl received a BS Degree in Electrical Engineering, an MBA in Marketing, and is a US Army veteran.

Mark Chamberlain – CFO

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As Chief Financial Officer, Mark Chamberlain is responsible for maintaining the company’s financial strength and managing all aspects of accounting, finance, and legal. He serves as a member of the company’s management team, aiding in the determination of Litera’s strategic direction and growth initiatives, and is heavily involved in all aspects of M&A financial planning and execution.

Mark comes to Litera with over 20 years of experience in the software industry, where he has held senior executive roles in both finance and operations, primarily with private equity-backed companies. Before Litera, Mark held finance and operations leadership roles with Ivanti, its predecessor LANDESK, Novell, and Corda Technologies. He brings expertise in guiding companies through periods of accelerated growth, having navigating several successful exits. He was also part of a senior leadership team that grew revenue from $100 million to over $1 billion through a combination of organic and inorganic growth initiatives.

Mark has an MBA from the University of Illinois at Urbana-Champaign and a bachelor’s degree in international relations from Brigham Young University.

Samir Joglekar – CRO

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As Chief Revenue Officer, Samir Joglekar is responsible for worldwide integration and alignment between all revenue-related functions. He seeks to build on Litera’s global sales success and support the dramatic increase in scale that has resulted from the company’s rapid growth.

Thanks to more than 25 years of sales executive experience, Samir has deep expertise in identifying and driving strategic initiatives and best practices to support sales objectives. Before joining Litera, Samir served as CRO at Precisely, a global leader in data integrity solutions, and Executive Vice President of Sales at Renaissance Learning, a global leader in cloud-based assessment, teaching, and learning software. He has also worked in business development and sales leadership roles for inBloom, Inc., eInstruction, Dell, and Apple.

Samir received a master’s degree in biomedical engineering from Johns Hopkins University and a bachelor’s degree in electrical engineering and biology from George Washington University.

Meredith Johnson – CPO

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As Chief Product Officer, Meredith is responsible for driving the company's long-term sector-leading product strategy. She leads Product Management and Product Design functions contributing to Litera's hyper-growth. Meredith focuses on delivering value with our product teams back to our customers and establishing a strong voice for the customer in our roadmaps.

Meredith brings twenty years of proven experience building world-class products, services, and marketplaces for global business, previously generating nearly $1 billion in company revenue. She's a public speaker on topics including Leading Product Management Through Business Model Transformation, Fueling Innovation Through Portfolio Transformation, and End of Support Product Lifecycle Frameworks. In addition, she is a consummate advocate for women in tech, a public speaker for several SaaS operating models, and an Executive Board member for non-profit organizations like Charleston Promise Neighborhood.

Meredith holds two Bachelor of Science degrees from the College of Charleston.

Chris Arellano – CCO

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As Chief Customer Officer, Chris Arellano is responsible for Customer Success, Professional Services, and Customer Support to ensure customers have a superior experience and can fully maximize the value of the solutions and services provided.

Chris has over 20 years of experience in executive leadership, operations, customer success, and continuous improvement. She has a proven track record as an exceptional leader and process expert in the industry, holding key leadership roles at Upserve, McKesson, American Express, FedEx Ground, Motorola, and Acoustic. She has successfully led global teams responsible for managing over $1 billion in annual revenue across 50,000+ customers.

Chris has a B.S. degree in Industrial Engineering from ASU and an MBA with an emphasis in Leadership from Grand Canyon University. She is also a Six Sigma Master Blackbelt.

Emily Legere – V.P., Chief of Staff

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As V.P., Chief of Staff, Emily Legere is responsible for instilling cadence discipline, leading key programs and initiatives, and ensuring overall execution effectiveness with a focus on annual strategic planning and value creation.

Emily is an experienced Chief of Staff and motivated SaaS technology-industry professional with expertise in financial and business analysis, strategic planning, program management, and operations. Before joining Litera, Emily held similar positions with Acoustic, Bottomline Technologies, Sovos, and ClickSoftware.

Emily has a B.S. degree in Mathematics from the University of Massachusetts Lowell and an MBA from Babson College.

Alan Taylor – CCDO

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As Chief Corporate Development Officer, Alan Taylor is responsible for Litera’s inorganic growth and acquisition integration efforts. He focuses on continually adding value to and expanding Litera’s industry-leading ecosystem by staying at the forefront of legal technology innovation and customer needs.

Alan has over a decade of experience investing in and scaling enterprise software businesses across multiple verticals, serving leadership roles in corporate development, finance, investor relations, and sales. Before Litera, Alan was part of the executive leadership team at PowerSchool, which scaled the business from $100 million to over $600 million in revenue through a combination of organic growth initiatives and over 15 acquisitions. He also has experience investing in legal technology through add-on acquisitions for Mitratech and Aderant earlier in his career.

Alan has a B.S. degree in Finance from Cal Poly San Luis Obispo.