Masters of Success

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

  • All of the Monthly Training Sessions

  • Access to Live Video Q&A

  • Email and Text Access to the Trainers

  • Bi-Weekly Group Video Calls

  • Direct Group Problem Solving

  • Group Challenges and Motivation

  • Peer Accountability

  • Private MOS Only Facebook Group

  • All Calls and Training Session Access 

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 comes 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 bi-weekly training sessions and other perks of being a part of the OSG community brings.

“Our trouble is not ignorance, but inaction” – Dale Carnegie

Apply for Your Spot TODAY!

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!

Founders Pricing EXTENDED!


Normally $750


Paid quarterly at $399 per quarter.

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


$1199 /year

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 instructors!

Aaron Montgomery

Aaron has been in garment decorating and personalization industry since 2000. Aaron speaks at industry trade shows and also writes articles for the 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. 

Todd Downing

Todd Downing is a self-made inspirational leader in the industry.  Starting with a simple vinyl decal business in 2007, his business has grown to include eco solvent printing, spangled transfers, and team sales.  He is also an online community mentor that strives to help others see how to move their businesses forward in a realistic fashion.