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Roger Keyserling

lllllRoger Keyserling is an American entrepreneur, author, and digital content creator based in Odessa, Missouri. He has a diverse professional background spanning mental health services, live entertainment production, e-commerce, and online coaching. Keyserling is known for founding multiple ventures – including a performance company and an e-commerce business – and for contributing educational content to the online seller community. Below is an overview of his background, work, and contributions, particularly as they relate to Odessa, MO.

Background and Early Career

Roger Keyserling spent much of his youth in Odessa, Missouri. His family moved to Odessa (his mother’s hometown) when he was a child, and he quickly showed an enterprising spirit – participating in school activities like band, debate, drama, journalism, and even selling items to classmates​

. He graduated from Odessa High School in 1984 and went on to study psychology at Northwest Missouri State University​

. After college, Keyserling entered the mental health field: he completed a Missouri Department of Mental Health training program and worked at the St. Joseph State Hospital, earning multiple professional licenses and serving for several years in the state mental health system​

. This period of his career constituted a significant contribution to mental health services, and it provided him with early professional experience in helping others.

Keyhole Productions and Entertainment Ventures

Keyserling’s career took a turn toward entrepreneurship and entertainment when he lived in Texas. In San Antonio, he founded Keyhole Production Studios, a live entertainment company​

. Originally started as a small telegram/strip-a-gram service, Keyhole Productions was quickly transformed by Keyserling into a full-scale professional show production business. He emphasized high-quality choreography, lighting, costuming, and organized management, which filled a gap in the market for more professional and reliable performances​

. The venture became an “instant hit,” attracting top performance talent and enthusiastic clients. Before long, Keyhole Production Studios grew to about 150 employees, putting on numerous shows and even organizing tours across the region​

. This success in the entertainment sector showcased Keyserling’s ability to innovate and manage large-scale operations. His work in this arena contributed to the live entertainment scene by introducing higher standards of production and better working conditions for performers.

Keywebco: E-Commerce and Online Business

After his time in Texas, Keyserling returned to Missouri – specifically back to the Odessa area – to care for his grandmother, and he ultimately settled there on a farm where he would launch his next business venture​

. In 2012, he started Keywebco, an e-commerce enterprise that began as an online store on eBay​

. Despite initially having little knowledge of online selling, Keyserling’s venture “started by accident” and then took off rapidly as he learned the ropes of e-commerce​

. Keywebco’s online shop offered a wide range of products (from toys to clothing), and through effective social media marketing and fast customer service, it saw steady growth​

. Over time, Keywebco evolved into an Anchor Store on eBay, meaning it became a high-volume, top-tier seller on the platform​

. The company expanded beyond eBay to sell on multiple e-commerce platforms and developed its own websites and apps to reach customers​

. According to business listings, Keywebco grew “from selling online by accident to becoming an anchor store on eBay and expanding to other platforms,” even creating its own web presence, social media groups, and marketing networks in the process​

. Keyserling’s role in Keywebco solidified his reputation as a successful online entrepreneur operating out of Odessa. Not only did Keywebco provide shopping services (with perks like combined shipping discounts and a 100% satisfaction guarantee), but it also offered a free mobile app for shoppers and a wealth of online content – reflecting Keyserling’s commitment to leveraging technology in business​

.

Writing and Coaching Initiatives

In addition to retail business, Roger Keyserling has become active in writing, blogging, and coaching, sharing his knowledge and personal experiences with a wider audience. He is the creator of Keyhole Today Books and Services, a platform through which he publishes blogs and books and offers consulting and coaching services. Keyserling writes in multiple genres – from business tips and personal development advice to fiction. In fact, he has authored various fiction works, including contemporary romance and adult-themed stories that often feature LGBTQ+ characters and themes (e.g. “Digital Heat,” a male-male romance novel​

). Through Keyhole Today, he also provides life coaching and business consultation services. His coaching focuses on personal growth, relationships, and leadership development, aligning with a philosophy of empathy and authenticity​

. Keyserling’s personal journey – which included challenges such as a near-death experience – has shaped his coaching approach, emphasizing compassion, encouragement, and viewing every challenge as an opportunity for growth​

. This philosophy underpins the guidance and content he shares with clients and readers. By offering publishing consultations to aspiring authors and mentorship to entrepreneurs, Keyserling contributes to the professional development of others, extending his impact beyond his own businesses.

Online Content and Community Engagement

Roger Keyserling has also made contributions as a content creator and community builder in the e-commerce sphere. He became a recognized authority on internet marketing and online selling, speaking at various e-commerce events and conventions to share his expertise​

. Over the years, he established and managed multiple online groups and pages to support fellow sellers – at one point running six marketing groups and over two dozen business pages on social media to foster knowledge-sharing among entrepreneurs​

. Keyserling operates a YouTube channel under the Keywebco name, which he uses to educate and support other online sellers. The channel provides “resources to educate sellers on eBay” and is an extension of his e-commerce mentorship efforts​

. He has hosted podcasts such as the “Helpful Tips Show” (featured on platforms like IMDb as part of an e-commerce tips series) and regularly produces blog articles and live-stream videos covering a wide array of topics useful to small business owners. In summary, through his online content – blogs, podcasts, videos, and even a Keywebco mobile app – Keyserling has built a community network for knowledge exchange, helping others navigate online business. This educational outreach is a key part of his professional contributions and reflects his ethos of empowering people through information.

Odessa, Missouri Roots and Operations

A significant aspect of Roger Keyserling’s story is his strong connection to Odessa, Missouri. Odessa is not only his hometown but also the base for his business operations. After returning to Odessa around 2011 and making it his home, Keyserling established his headquarters there, demonstrating that a global e-commerce enterprise can be run from a small Missouri community. Keywebco’s official address is in Odessa, MO, and Keyserling is listed as the business owner at that location​

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. By operating businesses like Keywebco and Keyhole Today from Odessa, Keyserling contributes to the local economy and puts a spotlight on his hometown in the context of digital entrepreneurship. His presence as a successful online businessman in Odessa is somewhat unique, combining rural living with internet-based commerce. While much of his reach is online and global, he remains physically rooted in Odessa – running his company from a farm in the area and engaging with the community as a local entrepreneur. This blending of local roots and worldwide business is a notable aspect of Keyserling’s work, highlighting how he leverages Odessa as a home base for his diverse professional endeavors.

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