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ICharles has been building and developing teams and organizations for over 20 years. As a CEO, key executive, entrepreneur and investor, he has experienced extraordinary success in business and non-profit organizations. Even as a teenager, it was evident that he was destined for success. At just 14 years old, Charles and his brother, Chad were featured on the cover of “Fort Collins Business World” magazine.

 

In college, Oster would stay true to his entrepreneurial roots by building a business that would help pay his tuition. He would then go on to help develop one of the largest Nextel authorized dealers in the nation before becoming owner and CEO of a Medical Staffing company in Texas which he would eventually sell.

 

Oster would earn additional notoriety and acclaim after joining the executive team of mywedding.com in 2010, both as a community business leader and a renowned industry speaker. The company would go on to become a global technology and digital advertising powerhouse in the 50+ billion dollar wedding industry, before being acquired by the Meredith Corporation in 2015, one of the largest media conglomerates in the world. While at mywedding.com, his company was recognized multiple times by Inc Magazine and he received multiple personal awards for his work as a highly sought-after speaker.  

 

In 2015, Charles joined the executive team at Leafly, a technology and content company headquartered in Seattle. In 2016, his company was ranked #76  on the "Fastest Growing Companies in America" list published by Inc. Magazine.  He would go on to become an executive for Leafly’s sister company, where he would help the company become the world’s most successful IPO on the NASDAQ in 2018.

 

While Charles was experiencing success in the private sector, he has consistently served his community. As the president of the state’s fastest growing youth sports program at the time, he was recognized by local and state officials for his work and contributions to the community. In 2012, he was called upon to chair a campaign to raise 5 million dollars for a local non-profit and in 2016 and then founded a 501(c)3 that has been responsible for funding scholarships, while providing essential resources to high school student athletic programs. Charles Oster is known by his peers as a business and community visionary leader and continues to lead with an enthusiasm and passion for helping people advance.