We are facilitators, consultants, advisors, and idealists
Our team is built to get you off ‘square one’
Our Team
Daunting goals demands a team to achieve success. The Off Square One team is composed of full-time consultants and content expert contributors. Our full-time consultants are here to lay the foundation, identify solutions, and establish action to implement the recommended solutions. We believe in incorporating content experts in our work to bring you insights that will help you reach your ideal.
We don’t just consult - we partner with you to listen, learn, and lead alongside your team to create the future you envision.
Our Managing Partners
Brent Osborn
Co-Founder & Principal Consultant
I’m passionate about building deep, meaningful relationships with clients, acting as a trusted partner as their needs evolve. I seek opportunities to serve as a strategic advisor, operational leader, facilitator, or fractional COO/CEO in helping businesses sharpen their focus, scale with intention, and achieve sustainable growth.
Jared Riter
Co-Founding & Senior Consultant
I help business leaders and small business owners solve complex challenges, scale operations, and drive strategic growth. As the co-founder of Off Square One, I specialize in workshops, offsites, and retreats that align leadership, enhance team collaboration, and tackle pressing business problems.
Our Strategic Partners
Need a team of talented software architects, developers, designers and strategists that can simplify even the most complex business challenges through technology? Say hello to our friends at VectorOne.
Offering Application Development, Mobile Apps, UX Design / Prototyping, Cloud Computing, Systems Integrations, and Custom Software + Technology Consulting Services.
“Without enough belief in yourself, and your goals, you may as well just stay on square one.”
– Robert Herjavec
