About the Memberships

As they say, membership has it's privileges! The OSG Community has become one of the most valuable resources in the Decorators Community for guiding business owners to their idea of success. We are excited to share with you Bi-weekly training on topics you need for your business succeed. To best provide our members with the education they need to succeed, we also provide access to past training and a host of other features. Check it out!

  • All of the Bi-Weekly Training Sessions

  • Access to 5 Keys to Growing & Launching Training Program

  • Access to Live Video Q&A

  • Live SBS and TWT Afterhours Resources

  • Email and Text Access to the Trainers

  • Private Members Only Facebook Group

  • All Prior Training Sessions Access

    During the Life of Your Membership 

Become a Member TODAY!

Monthly Membership

*Automatically Recurring Monthly Billing

Cancel Anytime

$99

/per mo

Save 33% 16% per month!

Best Value

Annual Membership

*Automatically Recurring Yearly Plan 

Cancel Anytime

(Refunds will be prorated to monthly rate if less than 12 mo)

$797

$997

Equal to $83.08  $66.41 per month.

  • FREE Access to 5 Keys of Growing & Launching Training Program

  • Access to Past Trainings for the Life of your Membership 

  • Minimum of two training sessions per Month on topics you want to learn about.

  • Trainings are Recorded live so you have access to Live Video Q&A

  • Exclusive Access to Live Small Business Saturdays and TWT Afterhours Presentations

  • Exclusive Private Member's Group and Dashboard full of Resources and Extras

  • Email Access to the Trainers

Business Training

Here is what some of the OSG Squad have to say about the OSG Community...

Todd's post are the first thing I look at when I get up at 5am and try to base my day off his motivation. This training has already made me feel more confident about what I am doing!

Worth every penny. Thanks guys! My spreadsheet is set up. Now I know how many items I NEED to sell per day. (It’s higher than my goal. Yikes). But at least now I know. Re-set and let’s go kick some 🍎’s.

It was wayyyyy more right from my vantage point for the launch than thought! I really appreciate what Aaron and Todd are doing, your availability & willingness to work with us to build so many great businesses.


No Judgement Zone

Todd and Aaron provide a safe and fun environment where you can learn, grow and feel success. No matter the size of your business or your current level of success we are here to help as best we can. You bring the hustle we will provide the knowledge.

100% Satisfaction Guarantee

We don't believe you will find a business support team that are willing to do more than Todd and Aaron. We are here for you and want to hear about your wins and failures. We know that as long as you are willing to do the work we are willing to do whatever we can to help you to your definition of success.

Feel like Our Success Group could be right for you? Become part of the community to get more details as they become available.


  • We are Listening!

    We listen to our members as their success is our success. We will be continuously polling and talking to the members to find out what they need for their business. If we don't have the information we will find someone that does. Look for special guest trainers from time to time and just be an active participant in the community. Check out our Business Basics group on Facebook to get involved.

  • Future Topics

    You can see what currently on scheduled for future live training at the Business Basics Events Page.

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.

Want more? Join our exclusive Mastermind Group!

  • 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

  • Direct Group Problem Solving

  • Group Challenges and Motivation

  • Peer Accountability

  • Private MOS Only Facebook Group

  • All Calls and Training Session Access 

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