Awkwardly Engaged Mastermind

A Premium Yearlong Coaching Experience for Leaders, Creators, and Changemakers Ready to Level Up

You’ve already done the soul-searching. Now it’s time to fully engage—with your goals, your growth, and your greatness.
Awkwardly Engaged is your high-level membership designed to align your big dreams with real progress.

Own Your Awkward Talks speakers on stage in front of audience at Blue Mouse Theatre

Your Experience

One-on-one coaching, exclusive Awkwardly Engaged development events and retreats, plus all the benefits of the Awkwardly Aligned Group Coaching Community weekly calls.

Monthly 1:1 Coaching

Monthly one on one session just for you to focus on your goals and current hurdles so we can tackle them and move life in the direction you want to go.

Awkwardly Engaged Annual Retreat

A two-day retreat with the Awkwardly Engaged Community to connect, develop skills, and face challenges head-on with the support you need.

Quarterly Development Days

Join us in person for three personal development days per year. In person with your inner group of other Awkwardly Engaged humans.

Monthly Happy Hour Mixer

Meet up once a month with members of the Awkwardly Engaged Mastermind to get into deep conversations in a casual environment.

Andy Vargo delivering a mastering change breakout session.

Who is Awkwardly Engaged for?

This high-level program is for creators, leaders, and changemakers who are:

  • Ready to go all in on personal and professional growth with deep, personalized support.

  • Building bold, values-driven lives or businesses and want strategy that aligns with who they truly are.

  • Craving authentic community with others who are serious about impact, evolution, and connection.

  • Done with surface-level fixes and ready for a year of immersive coaching, clarity, and empowered action.

Andy Vargo delivering the beachball workshop at Encounter 360.

Invest in Your Next Level

Join Awkwardly Engaged for an annual investment of $9,797. This mastermind is designed for leaders ready to play bigger, embrace bold moves, and accelerate results. Flexible quarterly payment options are available to support your commitment.

Frequently Asked Questions

Who is Awkwardly Engaged  Mastermind for?

This mastermind is for growth-minded professionals, entrepreneurs, leaders, and creatives who are ready to own their voice, build their confidence, and grow their business or career without sacrificing their authenticity. If you’ve ever felt like the “awkward one in the room,” this is your community.

What makes this different from other coaching programs?

This isn’t a cookie-cutter mastermind. You get a year of support, including one-on-one coaching, live group calls, real in-person connection points, and a private community of peers who are walking the same bold, awkward path. Plus, we blend strategy with mindset, so you leave every session with both clarity and confidence.

What’s included in the Mastermind?

Your membership includes:

  • One-on-One Coaching (12 sessions/year)

  • Annual Mastermind Retreat

  • Quarterly In-Person Activation Days

  • Monthly Mastermind Mixers

  • Weekly Group Coaching Calls

Is there a payment plan?

Yes! We offer flexible payment options, including quarterly payments, so you can get started without the stress.

What kind of results can I expect?

Many members report:

  • Greater confidence speaking up and leading

  • Stronger business messaging and personal brand clarity

  • Feeling seen, supported, and inspired by the community

  • More consistent action toward personal and professional goals

  • Turning “awkward” into a superpower

How much access do I get to Andy?

You get direct access to Andy through your private coaching sessions, the quarterly activation days, and during weekly group coaching. He’s here to help you navigate your awkward and turn it into alignment. Your one-on-one coaching also includes text and email access between sessions.

What’s the time commitment?

We meet weekly for group coaching (approx. 60 mins), host quarterly in-person development days, and offer an annual retreat. One-on-ones are scheduled around your needs. You’ll get consistent touchpoints with built-in flexibility. Most members say the experience enhances their productivity instead of adding more “to-dos.” 

Do I have to be local to join?

Nope! While some events are in-person (especially the retreat, quarterly activation days, and happy hours), the core of the experience is hybrid-friendly. Remote members are welcome and accommodated wherever possible.

Can I try it before I commit?

We get it, committing for a year can feel big. That’s why Andy is happy to hop on a discovery call and walk you through what it’s like to be part of the mastermind. No pressure, just conversation. Or join the Awkwardly Aligned Group Coaching program to test the waters with lower commitment.

“Own Your Awkward Guy”, Andy Vargo, has been an authentic guide in helping me strengthen my business. Andy helped me think creatively and set healthy accountability habits. His skilled reframing techniques and helpful tools were all very engaging and impactful.

– Kirsten K, Restyle Clothing Co

Andy has a strong voice and a good heart. His ability to break down major changes into small manageable steps makes self change less daunting. His coaching technique is supportive and paced for the individuals success. If you are considering a coach to help you adjust to your new life goals Andy is a great choice.

– Steve H, Coaching Client

Andy’s a great balance of accountability & support while also being fun & laid back and we shared a lot of laughs.
My priorities became Andy’s priorities, and I would highly recommend his coaching to anyone! If you’re considering a life coach, call Andy Vargo!

– Doug B, Coaching Client

Take the first step

Save your spot with the registration link above, or to set up a discovery call to have all of your questions answered, click below.

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