You want to know your teenage son has everything
he needs to become a successful young adult.

The problem is you’re not sure you have the resources
needed or even the capacity to empower him.

You had a clear vision of the life you wanted for your child,
but the world is now a different place.

COVID has brought an overwhelming list of parental responsibilities,
you now have to be teacher, coach, IT specialist, counselor, and parent. 

Overwhelming responsibilities leave you exhausted, marriage relationships may be strained,
finances may be uncertain, and the household can become dysfunctional. 

Your vision for your son is at risk
leading you to question how to protect and safeguard your kid’s future.

My passion comes from being that struggling teen myself. In elementary school I had a speech impediment, was socially awkward and lacked athletic ability causing me to be ridiculed and marginalized. I struggled to believe I would ever have what it took to face life’s challenges as a young man. However, I discovered the secret to overcoming adversity and rose to the top of my profession. Later, when faced with the challenges of adolescence as a parent, my wife and I spent years home-schooling our three kids through middle-school and high school. They are now accomplished and happy young adults thriving in the face of adversity.

Today, I aspire to empower your teen to become a highly functioning young adult.

Aspire Coaching exists to get your teen on track for resiliency
in the face of life’s challenges.

The Aspire Coaching process positions your teen to face fear, anxiety, depression, and grief while building self-esteem.

I know the pain of feeling inadequate, I’ve walked in your shoes as a parent.

Your teen will benefit from the same executive level leadership and coaching skills that I’ve used to guide fortune 500 CEOs to create positive impact in their organizations. X-ray vision to see what has not been revealed, and the ability to hear what has not been spoken are my superpowers. Connecting authentically, I will find the superpower in your teen.

Aspire Coaching gives your son

Keys to success

Understand the principles of success

Inner strength

Tap into self-confidence and inner resources

A path forward

Create a life of passion and purpose

Client Testimonials

Randy has been shepherding my son on his walk with Jesus for the past 4 years, first as a table leader in 4th & 5th grade and then as his Junior High Life Group leader. Not only has he encouraged his desire to learn about God, but who God has created him to be. He has been a wonderful mentor and trusted friend to my son, sharing highs of baptism to lows as he struggles with his value as a teenager in today’s climate. Randy has provided a space for my son to question and search for answers that can be difficult for kids to trust parents with. Overall I am incredibly grateful for Randy’s desire to assist the youth of today to become tomorrow’s men of honor.

Mindy J.

Randy worked with and counseled me for almost 2 years. Those two years were some of the most challenging of my life and during that time Randy was patient, kind, encouraging a great listener and gave me great insight and support. After every meeting I felt better about myself and my situation Randy was a blessing from The Lord and very thankful for his leadership and great skill.

Kevin C.

Randy is an exceptional leader who has helped guide me both personally and professionally. He’s given me the tools and insights to overcome my own limiting beliefs. With Randy’s help, I was able to implement a step by step action plan and grow to be a leader in my organization. I’m so thankful for Randy’s guidance and friendship. I highly recommend Randy for anyone who is looking to make lasting impactful changes in their life.

Steven R.

I began working with Randy at perhaps the most critical point in my life. Facing uncertainty in my family, my employment and my health, Randy guided me through a discovery process to objectively understand how I had arrived in my present circumstances. He helped me to establish healthy coping mechanisms based in biblical truths. Despite having stumbled along the way, Randy suspended judgment and came alongside me to help me to rediscover my strengths while improving my self-awareness. His coaching style flexed according to my need – ranging from supportive encourager to firm accountability partner. He guided me through a process of establishing clear goals and objectives that brought alignment to parts of my life that had become compartmentalized and divergent. Randy’s consistent communications and follow-up inspired me to strive for my best, and he equipped me with tools and resources that provided me with daily insights allowing me to expand my perspective and to measure my progress in a meaningful way.  

Randy is an experienced executive who has the unique ability to relate well to people of all ages. It was second-nature for him to work with me, a middle-aged professional. And yet, he also regularly works with adolescents and young adults. I believe it is his exceptional empathy that allows him to be able to connect so easily with different age groups. His empathy coupled with a deep desire to have positive influence in others’ lives make him extraordinarily relatable. I thank God from bringing Randy into my life, and I wholeheartedly recommend him for anyone seeking a coach or mentor.

Lyndon E.

Coaching modules are designed to empower your son to successfully navigate

grief, anxiety, fear, depression, and anger. 

Generate Joy

Your son will learn to properly process grief allowing true joy to come back into his life, no matter the circumstance.

Win over worry

Use our techniques to identify and tame sources of anxiety. With anxiety under control, your son can move forward with confidence.


Fear is the enemy of freedom. Aspire Coaching will teach your son to name and tame his fears, so that he can move forward in confidence.

Defeat depression

Our program will show your son how to build a Life Team to support him against mild depression.


Suppressing anger only agitates anger. We will provide your son the knowledge, tools and insight to face life with confidence.

My heart breaks for young men everywhere whose normal adolescent struggles have been amplified because of the isolation and impact of COVID-19. The teen years should be a time for risk taking, personal exploration, and character growth. My own adolescence was marked by self-doubt, uncertainty, and feelings of inadequacy. I want to share my hard-earned lessons and decades of executive level experience to help your son attack life with a rock-solid character.

About me

Randy Free is a resiliency life coach for adolescent males. A passionate youth advocate for over three decades, he has mentored hundreds of teens and guided them through spiritual life disciplines. Through his leadership with local nonprofits, he has built an extensive network with prestigious institutions where he continues to raise funds for providing health resources to underserved youth.

Starting from the humble beginnings of a rice farming community in Texas, Randy built his career as an international tax expert through hard work and mentorship. Having spoken to thousands, he’s widely sought after for his insights. His experience includes building and scaling teams in locations around the world including Australia and Singapore. After climbing the ranks and attaining partner status in a global accounting firm, Randy realized he was being called to a higher level of service to serve adolescents by guiding them to become confident adults.

As founder of Aspire Coaching, Randy leverages the same leadership and coaching skills he used to guide fortune 500 CEOs from board rooms in stages to create positive impact in the lives of his clients. He is known for using a superpower of X-ray vision to see what has not been revealed, to hear what has not been spoken, to connect in authentic ways, and model the power of vulnerability.