Master of Success Inner Circle

Radical Goal Getters Masterminds

Ready to level up your business and learn the art of success?

Time to add your very own business advisory board on top of all of the benefits of being an OSG Squad Member.

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 masterminds. Learn what a REAL Mastermind Program should do for your business by bringing accountability and support.

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 throughout the quarter 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. AND this is on top of the industry leading education and training you have come to expect from OSG where you will get to take what you learned the week before and actually put it into action.

These groups are for people who are committed to their success and are willing to take the actions needed. You NEED to quit struggling to grow your business alone and use solid proven mastermind principles to have the business of your dreams. We only accept applications for a limited time and then your chance is gone until the next open enrollment period.

Did we mention accountability? Small businesses often times fail because they have to motivate and push themselves, but with a mastermind group, you will make commitments to your group that will help drive you to success.

“You are the average of the five people you spend the most time with.”

– Jim Rohn

Direct Group Problem Solving
Group Challenges and Motivation
Peer Accountability
Private MOS Only Facebook Group
All Calls and Training Session Access
Structured Mastermind Program with a proven formula of success!
All of the Monthly Training Sessions
Access to Live Video Q&A
Email and Text Access to the Trainers
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.


Get 6 calls per quarter (approximately every 2 weeks) and enjoy the community, crowd-sourced solutions, and accountability that come from being a part of a mastermind group like MOS.

These calls are structured based on proven formulas and agendas to maximize your time and allow the entire group to thrive. AGAIN... This is on top of monthly training sessions and other perks of being a part of the OSG Squad.

“Our trouble is not ignorance, but inaction”

– Dale Carnegie

Apply for Your Spot TODAY!

Limited spots are available.

-931Days -10Hours -52Minutes -22Seconds

Please take your time and complete this application fully.

The groups will be limited to 4 to 6 businesses per and we want to match the right people up for success and make sure you are committed to your success.Your success is our success!


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:

I will come to the calls prepared and focus on my group and business.
I will abide by the agenda set for the calls and respect the time limits.
I will contribute ideas and solutions to the group and hold an abundance mentality.
I will make it a priority to attend every call and hold myself accountable.
I will not judge how others define success but will support them toward whatever they hope to achieve.
I will keep everything that is shared during the calls private unless I get express permission to share it outside of the group.

Masters of Success Pricing


$399/ per qtr.

$133/ per mo

Paid quarterly at $399 per quarter.

Price includes all the MOS Benefits PLUS full access as an OSG Squad Membership

Payment is not due until you have been accepted into the program.


$1299/ per year

$108.25/ per mo

Paid annually at $1299 per year.

Save $297 per year.
Price includes all the MOS Benefits PLUS full access as an OSG Squad Membership

Payment is not due until you have been accepted into the program.

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.

Meet the Leader!

Aaron Montgomery

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.