Robert S.
Growth Expert
Growth Leader driving startup and organizational success with strategic guidance, data insights, and process optimization
Growth Leader driving startup and organizational success with strategic guidance, data insights, and process optimization
Robert Simon is a seasoned sales executive with over two decades of experience in driving strategic growth across various industries.
Robert leads organic growth initiatives and revenue expansion efforts to achieve profitability and organizational growth.
Throughout his career, Robert has demonstrated a strong track record of success in both B2B and B2C environments. His expertise spans strategic sales, digital marketing, content marketing, and e-commerce, with a particular focus on SaaS and technology-driven solutions.
Robert has held leadership positions at several prominent organizations. As the Chief Sales Officer of Tripian and, previously, as the SVP, Head of Sales at The Expert Press, he built the sales operations function from the ground up and pivoted the companies from a traditional services organization to enterprise B2B and SaaS+ models, respectively.
At Skyword, he excelled as Executive Director of Brand Partnerships, consistently exceeding new logo and account growth targets for major clients such as GE Health, Citizens Bank, and Johnson & Johnson.
Robert’s experience also includes a significant tenure in the hospitality industry, where he served as Global Director of Interactive Marketing for Four Seasons Hotels and Resorts. In this role, he led a digital transformation initiative that doubled revenues in emerging markets and earned the company L2 digital “Genius” recognition in hospitality.
With a proven ability to develop and execute sales strategies, build high-performing teams, and drive digital innovation, Robert brings a wealth of experience to any organization. His diverse background, spanning retail, hospitality, technology, and content marketing, allows him to approach challenges with a unique perspective and deliver impactful results.
BFA Bachelor of Fine Arts, Simon Fraser University
Robert has held leadership positions at several prominent organizations. As the Chief Sales Officer of Tripian and, previously, as the SVP, Head of Sales at The Expert Press, he built the sales operations function from the ground up and pivoted the companies from a traditional services organization to enterprise B2B and SaaS+ models, respectively.
At Skyword, he excelled as Executive Director of Brand Partnerships, consistently exceeding new logo and account growth targets for major clients such as GE Health, Citizens Bank, and Johnson & Johnson.
Robert’s experience also includes a significant tenure in the hospitality industry, where he served as Global Director of Interactive Marketing for Four Seasons Hotels and Resorts. In this role, he led a digital transformation initiative that doubled revenues in emerging markets and earned the company L2 digital “Genius” recognition in hospitality.
With a proven ability to develop and execute sales strategies, build high-performing teams, and drive digital innovation, Robert brings a wealth of experience to any organization. His diverse background, spanning retail, hospitality, technology, and content marketing, allows him to approach challenges with a unique perspective and deliver impactful results.
BFA Bachelor of Fine Arts, Simon Fraser University
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Entirely. Robert and I have maintained contact for several years and throughout several sales roles for him at various organizations. He has always been customer-centric, responsive, professional and poised. He takes the time to understand a client's needs and the relevant stakeholders so that he can best position his offering efficiently and expeditiously. I know he holds the highest standards, so when he approaches me with an offering to consider, I now he has already vetted it himself. His sales acumen is stellar.
Robert is one of the best strategists and sales people I've known. He has so much knowledge that he is able to translate from one industry to the next. He is engaging and articulate and clients love him. He has the ability to motivate people both internally and externally. He is also able to get up to speed quickly on new business and be able to develop effective strategies.
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Jon M –
Yes! Robert brings a very broad set of complementary skills to his clients including his ability to listen and understand client needs, brings his outstanding strategy skills to the table to frame pathways forward, he frames recommendations very well and in an easy to understand manner that is communicated with ease, and is very willing to get into the weeds of projects to bring recommendations to life. Furthermore he delivers on time and on budget. I would hands down recommend Robert for potential clients seeking to build their digital strategies, content and marketing.