Ready to level up your business and learn the art of success?
Time to add your very own business advisory board ANDMaster Your Business Goals with Confidence and Clarity
Designed, structured and built by a Success Principles Trainer who leads other Masterminds for Jack Canfield. Don't waste money on social hours, people talking down to you or lectures disguised as a mastermind. Learn what a REAL Mastermind Program should do for your business. Accountability, proven strategies, and a supportive community to help you achieve your goals, reduce overwhelm, and grow your business sustainably.
Masters of Success Inner Circle (MOS) is your mastermind group lead by Our Success Group, but powered by the OSG Community.
These groups will be made up of 4 to 7 peers who will work together every other week to pull each other up to success. This is the fastest way to reach your idea of success and achieve a level of accountability in your business you have not had before. The Masters of Success Inner Circle Mastermind Program provides the tools, support, and community to help business owners thrive—not just survive.
Stop surviving. Start thriving. Apply for Masters of Success today and take the first step toward a business you love and a life you deserve.
MOS is designed for business owners who are serious about success and ready to take intentional action. Growing a business doesn’t have to be a solo struggle—leveraging proven mastermind principles can help you build the business you’ve always dreamed of. Don’t miss your opportunity to join.
Accountability is a game-changer. Many small businesses falter because it’s hard to stay motivated on your own. In a mastermind group, you’ll make commitments to your peers, keeping you focused and driven to achieve your goals with the support of others who want to see you succeed.
“You are the average of the five people you spend the most time with.”
– Jim Rohn
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Direct Group Problem Solving
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Group Challenges and Motivation
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Peer Accountability
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Private MOS Only Group Messaging
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Time Management Systems
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Structured Mastermind Program with a proven formula of success!
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Clarity in Goals (And a plan to achieve them!)
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Custom Pricing Tools
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Personalized Coaching
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Bi-Weekly Group Video Calls
Be part of something that will truly inspire you, hold you accountable and create meaningful change in you and your business.
Join a Proven System for Success
With Masters of Success, you’ll participate in 6 powerful calls per quarter (minimum), designed to drive real results for your business. These bi-weekly sessions provide:
- Goal-Focused Planning: Set clear, actionable goals and create step-by-step plans to make consistent progress.
- Collaborative Problem-Solving: Tap into the collective wisdom of a supportive group to tackle challenges and spark new ideas.
- Accountability That Works: Stay motivated and committed to your goals by making actionable promises to yourself and the group.
- Time-Saving Structure: Each call follows a proven agenda, ensuring your time is maximized, and every discussion leads to impactful solutions.
- Real-Time Feedback: Get personalized insights and constructive advice on your business challenges from a community of like-minded peers.
These calls are more than meetings—they are your regular pit stops to recharge, recalibrate, and refocus your business efforts with the support of a group dedicated to your success.
What Members Are Saying
Before joining Masters of Success, I was stuck—struggling to figure out if I needed personal or business growth and not sure where to go next. MOS helped me clarify my 'why' and gave me the tools to build systems and processes that reduced my overwhelm. I now have confidence in my pricing, clarity in my direction, and a supportive community to lean on. The accountability and care from the group have been invaluable—I’ve learned how to set goals, stay focused, and keep moving forward. MOS has been the best decision for both my business and personal growth.
Michelle Wilson
Before joining Masters of Success, I felt lost—like I was just going through the motions with no real purpose or direction. I didn’t have clear goals or a system to guide me. OSG changed that. Through the programs and accountability, I found clarity in my 'why' and a roadmap for moving my business forward. Having the support of a group that truly understands what I’m going through, combined with Aaron’s guidance, has been a game-changer.
The tools and strategies I’ve learned have helped me double my income and build confidence in my decisions. I now have a plan that feels meaningful, and I know exactly what steps to take. The community and accountability have made all the difference—it’s like having a trusted team that’s always there to help me grow.
Sandy Lundstrom
“Our trouble is not ignorance, but inaction”
– Dale Carnegie
Masters of Success Pricing
12 Month Commitment
$250/ per month
Minimum of 2 sessions per month building tons of momentum in your business!
Plus all the other MOS Benefits
(Support, Accountability, Networking on MORE)
*One-on-One Coaching is extra but at a discounted rate.
3 Month Commitment
$275/ per month
Minimum of 2 sessions per month building tons of momentum in your business!
Plus all the other MOS Benefits
(Support, Accountability, Networking on MORE)
*One-on-One Coaching is extra but at a discounted rate.
Meet the Facilitator!
Aaron Montgomery
"I support overwhelmed small business owners that have limited time by providing critical actionable resources like online training, interactive workshops, advisory, and action-oriented mastermind groups, and success principles consulting. After those businesses become part of the OSG community, they have confidence in their business, clarity about how to succeed and make more profit."
Aaron is the creator of Masters of Success, is Success Principles Certified, and holds a certificate as a virtual facilitator. He is the president and CEO of OSG and is focused on supporting the businesses that call OSG home. Aaron has been in the garment decorating and personalization industry since 2000. Aaron speaks at industry trade shows and also writes articles for industry magazines. He is dedicated to helping small businesses grow and succeed. You can also find him co-hosting the industry’s oldest and most listened-to Podcast – 2 Regular Guys.
Apply Now to Secure Your Spot
Seats are limited—start your journey today!
Before Applying, PLEASE READ THE BELOW INFORMATION AND COST DETAILS! Thanks!
By applying, you are committed to making either a quarterly or yearly payment commitment once accepted. Applications will be reviewed and you will know in no more than 5 days if you have been accepted. You are also committed to making all reasonable efforts to attend and participate in 6 virtual zoom calls each quarter. Finally, you are committing to yourself and your fellow mastermind members that you will:
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I will come to the calls prepared and focus on my group and business.
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I will abide by the agenda set for the calls and respect the time limits.
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I will contribute ideas and solutions to the group and hold an abundance mentality.
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I will make it a priority to attend every call and hold myself accountable.
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I will not judge how others define success but will support them toward whatever they hope to achieve.
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I will keep everything that is shared during the calls private unless I get express permission to share it outside of the group.
Not sure if it is right for you and have more questions before applying? We are happy to talk to you and discuss your business and answer any questions we can. We know this is a big investment, but it is an investment in your future and we know it is worth it!
Contact Us
Our goal is to provide resources that empower over 1,000 businesses to achieve their idea of success.