Robert Pruter to work with Chief Outsiders healthcare IT, cybersecurity, SaaS, and clinician technology clients to expand market share and take sales to the next level.

REDONDO BEACH, CA – Feb. 12, 2025 –Robert Pruter, a motivated, results-driven sales management professional with exceptional entrepreneurial, leadership, and team building skills, will now apply his extensive medical technology industry expertise to take client sales to the next level as a Fractional CSO for Chief Outsiders. Recently, Pruter joined Chief Outsiders’ team of more than 120 Fractional Chief Sales Officers (CSOs) and Fractional Chief Marketing Officers (CMOs).

“Thriving in challenging situations, Robert increases sales revenues, delivers operational efficiencies, and improves client service levels through sales, client-facing attention, and account management leadership,” said Karen Hayward, West Region Managing Partner, Chief Outsiders. “We are thrilled to add his deep sales management and leadership experience to our team of battle-tested CSOs.”

According to the Chief Outsiders website, Pruter develops synergistic relationships and successful high-level negotiations with key decision-makers in diverse industries. Dependable, articulate, and compassionate, he maintains a sense of humor under pressure and is diplomatic and assertive in dealing with different types of people.

Technology Sales Leadership

At Chief Outsiders, Pruter works with the CEOs of early-stage and mid-market healthcare IT, cybersecurity, SaaS, and clinician technology companies to accelerate sales growth. For example, prior to joining Chief Outsiders, he grew a cybersecurity technology company’s revenue from zero to $30 Million ARR and expanded into Asia Pacific Markets. He also doubled MRR at an AI SaaS Technology company in four months, increasing ARR by 30%.

Pruter’s executive sales experience includes Chief Revenue Officer and Co-Founder (Advisor) at SPHER, Inc., Chief Revenue Officer (Fractional) for BOLA AI, Director of Sales, Interoperability at Infor Healthcare Solutions, and Vice President of Sales for Aventura. He also filled roles as a Council Member and Healthcare IT Consultant for Gerson Lehrman Group Limited and Healthcare IT Consultant at Coleman Research.

Previously, Pruter served as the SVP of Sales & Marketing at Aspyra, National Sales Director, Ambulatory Care Sales Group for AGFA, and Western Zone Sales Director at Merge Technologies/RIS Logic, now IBM Watson Health. Prior to his successful sales leadership career, he studied Business/Economics at UCLA, in Los Angeles, California.

About Chief Outsiders

Chief Outsiders, the nation’s leading Executives-as-a-Service firm, helps CEOs identify and deploy the fractional marketing and sales executives they need to accelerate growth. The firm’s cohesive team of more than 120 fractional executives act as Strategic Operators™ to achieve results. They blend insight, strategy, and execution to deliver revenue engines that drive long-term profitable growth for businesses. 

Chief Outsiders’ fractional executives drive growth strategy and execution plans by offering instant access to talent with highly customized and flexible engagements. Having served on the executive teams of more than 2,000 client companies, each Chief Marketing Officer and Chief Sales Officer has led marketing or sales at a diverse set of large corporations, including many Fortune 500 firms. Inc. Magazine has recognized Chief Outsiders for ten consecutive years as one of the 5,000 fastest growing privately held companies in the US. The company was also recognized as a Forbes Small Giant in 2019.

“The Growth Gears: Using a Market-Based Framework to Drive Business Success,” is an Amazon #1 best-seller for business owners and CEOs co-authored by Chief Outsiders’ CEO Art Saxby and Principal Pete Hayes. For additional information about the companies and CEOs who trust Chief Outsiders as their premier source for business growth acceleration, visit us at www.chiefoutsiders.com.

CONTACT: Sterling Wilkinson, SWilkinson@ChiefOutsiders.com