Family gets the leftovers
Work gets your best, they get the exhausted scraps of your day.
Founders Membership Enrollment Ends April 10th FREE GIFT Included Sessions Launch April 22th
Strong Men Drift When They Lead Alone
You can be disciplined, driven, and successful; but still find yourself misaligned across faith, family, and your work.
Not sure where you're drifting?
Take the CORE Dependency Assessment and discover your imbalance.
The Hidden Cost of Success... Is Feeling Fragmented On The Inside.
The slow fade men experience is THE DRIFT; when the pursuit of professional success, outpaces spiritual and personal alignment.
Quiet burnout
High performance masking a deep, dangerous level of exhaustion.
Functional disconnect
Success that feels empty and disconnected from your core values.
Spiritual dryness
Professional growth continues while your spirit remains stagnant.
Isolation at the top
Surrounded by employees and peers, yet completely alone.
Legacy erosion
Building wealth but losing the hearts and minds of your children.
50%
Of Marriages End in Divorce
70%
Have Significant Credit Card Debt
90%
Of Businesses Fail (poor infrastructure, cashflow and scalability)
“The drift isn't a sudden crash; it's a slow departure from the things that matter most until you no longer recognize the man in the mirror.”
"We deceive ourselves with the smallest of compromises..."
"The 1:60 rule states for every 1 degree off course when flying, you'll find yourself an entire mile off track after 60!"
The Hidden Cost of Success... Is Feeling Fragmented On The Inside.
The slow fade men experience is THE DRIFT; when the pursuit of professional success, outpaces spiritual and personal alignment.
Family gets the leftovers
Work gets your best, they get the exhausted scraps of your day.
Quiet burnout
High performance masking a deep, dangerous level of exhaustion.
Functional disconnect
Success that feels empty and disconnected from your core values.
Spiritual dryness
Professional growth continues while your spirit remains stagnant.
Isolation at the top
Surrounded by employees and peers, yet completely alone.
Legacy erosion
Building wealth but losing the hearts and minds of your children.
50%
Of Marriages End in Divorce
70%
Have Significant Credit Card Debt
90%
Of Businesses Fail (poor infrastructure, cashflow and scalability)
“The drift isn't a sudden crash; it's a slow departure from the things that matter most until you no longer recognize the man in the mirror.”
"We deceive ourselves with the smallest of compromises..."
"The 1:60 rule states for every 1 degree off course when flying, you'll find yourself an entire mile off track after 60!"
What He Was Seeking
A flexible, values-aligned planning framework.
.
Path He Was Weighing
- Formal strategic planning models
- Simpler directional planning
- Peer-informed best practices
Creating a 5-Year Strategic Plan
Uncertainty about how to plan long-term without over-engineering the future.
Lack of clarity was affecting confidence and team alignment.
Conflicting Priorities
Balancing the growth of a demanding business while feeling disconnected from family and spiritually dry.
Success at work was coming at the cost of presence at home and intimacy with God, creating internal conflict and guilt.
Outcome He Wanted
A sustainable rhythm that honored God, strengthened his marriage, and still allowed the business to grow.
Paths He Was Weighing
- Hiring support to reduce daily pressure
- Restructuring roles and responsibilities
- Slowing growth temporarily to restore alignment
Outcome He Wanted
Clarity, conviction, and confirmation that he was leading well and honoring God.
Paths He Was Weighing
- Holding firm to convictions
- Compromising for peace
- Slowing the pace to gain clarity
Preparing for
Remarriage
Engaged and facing difficult conversations around faith, leadership, and long-term alignment.
The foundation set now would define the health of the marriage for decades.
Business Plateau After Early Success
Navigating a business that had stalled despite strong initial growth.
I felt called to lead and expand my business, but lacked clarity on how to break through the growth challenges I was facing.
What He Was Seeking
Strategic perspective and leadership development.
.
Path He Was Weighing
- Hiring key roles
- Investing in training
- Restructuring operations
Rebuilding a Broken Relationship
A father struggling with a strained relationship with his oldest daughter after years of emotional distance.
Family is my highest priority, and unresolved tension is affecting peace at home my ability to lead with confidence.
Outcome He Wanted
Wisdom on how to pursue reconciliation without forcing outcomes or compromising healthy boundaries.
Paths He Was Weighing
- Continuing therapy and staying patient
- Initiating deeper conversations
- Adjusting expectations while remaining intentional
Outcome He Wanted
A renewed sense of calling and structure.
Paths He Was Weighing
- Coaching and counseling
- New ventures
- Intentional scheduling and boundaries
Loss of Direction After Financial Success
After business exits, feeling unmotivated and directionless.
This kind of freedom without purpose is producing restlessness in me.
Feeling Overworked and Under-Compensated
Wearing too many hats across business and serving in ministry.
I started feeling that the pace was leading toward resentment and fatigue; impacting me at home.
What He Was Seeking
A sustainable model that aligned effort, income, and impact.
.
Path He Was Weighing
- Hiring support
- Eliminating low-value commitments
- Restructuring compensation
Parenting with Intention After Mistakes
A father of young boys wanting to parent differently than how he was raised.
I see my children as my greatest responsibility and fear repeating generational patterns.
Outcome He Wanted
Practical wisdom, encouragement, and examples of godly fatherhood.
Paths He Was Weighing
- Parenting resources and retreats
- Mentorship from older fathers
- Maintaining course while refining approach
Outcome He Wanted
Clarity on how to align his faithful ambition in his business.
Paths He Was Weighing
- Slowing down to refocus
- Reframing success metrics
- Learning from men living integrated lives
Integrating Faith and Ambition
Struggling to pursue business success without compartmentalizing faith.
I desire integrity—one life, not separate spiritual and professional identities.
Navigating Economic Uncertainty as a Business Owner
Concern about how aggressively to invest amid potential industry slowdowns.
Employees, margins, and long-term stability are at stake.
What He Was Seeking
Balanced wisdom—both spiritual and practical.
.
Path He Was Weighing
- Conservative patience
- Strategic investment
- Market share expansion
What area of your life could use transformation?
Take the CORE Dependency Assessment and discover your imbalance.
Founders Membership Enrollment Ends April 10th Claim Your Gift Now HERE Sessions Launch April 22nd
Unsure if this is for you?
Take the CORE Dependency Assessment and discover your imbalance.
Personal Transformation Stories - Real Impact
From boardrooms to living rooms, these stories reveal how faith, community, and strategy converge to bring real breakthroughs.
Jake
Discovering My Ikigai - (Purpose)
Dave
Faith in the Workplace
Rob
Delegation and Balance
Hear Transformation Stories From CORE5 Business Group Members
FAQ's
Is CORE5 right for me?
CORE5 is built for Christian men who want to grow without sacrificing what matters most.
It’s a fit if you are:
• A business owner, entrepreneur, or driven professional
• Serious about becoming a stronger man of God
• Committed to leading well at home and at work
• Ready for structure, counsel, and accountability
CORE5 is not passive content. It’s active formation in community.
Who is NOT a good fit for CORE5?
CORE5 is not for spectators.
It is not a fit if you are looking for:
• Networking without depth
• Inspiration without obedience
• A shortcut or guarantee without engagement
• A place to stay comfortable and unchallenged
The room only works when you show up honest, prepared, and willing to apply counsel.
Why do strong Christian men drift, even when life looks successful?
Drrift rarely looks dramatic. It usually looks subtle.
It doesn’t take much to get off course:
• You slowly stop feeding yourself daily on God’s Word
• Your wife shifts from teammate to afterthought
• Your family gets the leftovers of your energy
• Your leadership at home becomes reactive instead of intentional
• You stay busy but spiritually dry
The drift isn’t a crash — it’s a slow departure from who you’re called to be.
What’s the difference between CORE5 Basic and CORE5 Business Groups?
CORE5 Basic is the monthly coaching and formation session for the full community.
CORE5 Business Groups are smaller, professionally facilitated cohorts of 5–8 men.
If you upgrade to Business, you attend:
• The CORE5 Basic monthly session
• A separate 90-minute Business cohort meeting
Basic builds shared language and spiritual alignment.
Business provides personalized peer advisory and structured accountability.
When do you meet, and what is the time commitment?
CORE5 Basic meets monthly on the 4th Wednesday from 11:30am–1:00pm (America/Chicago). Each session is 90 minutes.
CORE5 Business Groups meet separately for 90 minutes on a day and time determined by the cohort’s availability, typically between monthly Basic sessions.
If you are in Business, you attend two 90-minute meetings per month. The structure is designed to create order, not add chaos.
What are Crucial Questions and Crucial Conversations?
Crucial Questions happen in CORE5 Basic and are designed to surface drift, expose blind spots, and drive alignment.
Crucial Conversations happen only inside your Business Group.
In a Crucial Conversation:
• One member brings their most important issue
• The group asks clarifying questions
• Blind spots are surfaced
• Strategic and spiritual counsel is offered
• Clear next steps are defined
Crucial Questions build awareness.
Crucial Conversations build transformation.
How does the BEAST Framework create real transformation?
BEAST is the structure behind CORE5.
Belief — Renew your mindset through God’s Word and recalibrate your definition of success.
Equip — Gain tools, frameworks, and best practices to lead at home and in business.
Apply — Put what you learn into action through obedience and discipline.
Steward — See the world through the eyes of Jesus; people, influence, and resources all matter.
Transform — Experience measurable fruit over time as alignment replaces drift.
Belief, Equip, and Steward are taught through monthly content and resources.
Apply is your responsibility.
Transformation is the result..
What kind of ROI can I realistically expect?
CORE5 strengthens decisions, not hype.
Members report:
• Faster clarity
• Better decisions
• Fewer costly mistakes from isolation
• Stronger marriage leadership
• Renewed spiritual consistency
• Tangible business progress
For many men, one clarified decision justifies the investment for the year.
What makes CORE5 different from other masterminds?
Most masterminds offer networking.
Some offer strategy.
Few offer structured biblical formation and real accountability.
CORE5 is different because:
• The room is the product
• Participation is expected
• Faith is operational, not decorative
• A proven framework drives consistency
• Brotherhood and stewardship are central
This is not casual. It is covenantal.
What if I’ve tried masterminds before and they didn’t work?
Most groups fail because they lack structure or lack engagement. CORE5 solves both.
• A defined framework
• A consistent monthly rhythm
• Confidential peer counsel
• Clear expectations
If you engage fully, staying the same becomes difficult.
Is CORE5 confidential?
Yes.
Confidentiality is a core expectation, especially inside Business Groups.
The room only works when trust is protected.
What is shared in CORE5 stays in CORE5.
Is there a guarantee?
Yes — a participation-based 120-day guarantee.
CORE5 offers a 120-Day Participation-Based Guarantee. If you attend at least three live sessions, complete the required quizzes, and engage meaningfully — and you determine the program did not provide value — you may request a full refund within 7 days after your 120-day period. For Terms & Conditions here: https://www.stewardpreneurship.com/terms
How does the Multiply Referral Program work?
We reward stewardship and multiplication.
When a qualified referral joins, you receive monthly membership credits for as long as they remain active, Every Month.
Credits apply toward CORE5 Basic membership pricing and CORE5 Business.
Full program details, eligibility, and limits are outlined on our Terms page.
What is Kingdom Factor, and how does it relate to CORE5?
Kingdom Factor is a Christ-centered leadership and formation framework.
Much of the CORE5 structured content is used under license through Kingdom Factor.
Ray, Josh and the dozens of available coaches are licensed and trained Kingdom Factor Coaches. This ensures theological consistency, proven structure, and coaching integrity.
CORE5 integrates Kingdom Factor principles into a peer advisory model built specifically for Christian business leaders.
Beliefs, Commitment, Confidentiality, Cancellation & Refunds
Beliefs
CORE5 is built on a biblical Christian worldview. We believe leadership begins with stewardship — of faith, family, business, and resources — and that transformation happens through truth, accountability, and brotherhood.
- We believe that the Bible is God’s written revelation to mankind, and that it is verbally inspired, authoritative and without error in the original manuscripts.
- We believe in the deity of Jesus Christ, His virgin birth, sinless life, miracles, death on the cross to provide for our redemption, bodily resurrection, and ascension into heaven, present ministry of intercession for us, and His future return to earth in power and glory.
- We believe that mankind was created in the image of God, but because of sin, was alienated from God. Only through faith, trusting in Christ alone for salvation, which was made possible by His death and resurrection, can that alienation be removed.
Commitment
CORE5 is designed for long-term formation, not short-term consumption.
While membership is billed monthly, it is structured as a 12-month growth journey. Members are expected to participate consistently and contribute meaningfully to their cohort.
We strongly encourage attending at least 7–8 of the 12 monthly live sessions to both receive and provide maximum value. Live participation matters — the depth of counsel, clarity, and alignment happens in the room.
Confidentiality
Confidentiality is foundational.
What is shared in CORE5 stays in CORE5. Trust protects the integrity of the community. Violation of confidentiality may result in immediate removal from the program.
Cancellation & Refunds
You may request cancellation at any time through the Contact Us form here: https://www.stewardpreneurship.com/contactus
CORE5 includes a 120-Day Participation-Based Guarantee. Refunds are available only within that window and are contingent upon active participation.
After 120 days, payments made are non-refundable.
Full Terms: 👉 https://www.stewardpreneurship.com/terms#Commitment
Meet the Leaders Behind CORE5 Coaching
Guided by experience. Grounded in faith. United in mission.
Josh Dittrich
Founder, StewardpreneurSHIP | Growth Officer & Coach, CORE5 Coaching
Josh Dittrich is a faith-driven entrepreneur, investor, and mentor helping Christian men build well-run businesses and well-lived lives without sacrificing faith or family. Having built and exited multiple seven- and eight-figure companies, Josh founded StewardpreneurSHIP and co-created the CORE5 framework. As Growth Officer, he cultivates community, shepherds member experience, and scales Kingdom impact through entrepreneurial leadership and strategic partnerships.
Ray Hilbert
Co-Founder, Kingdom Factor | Chief Coaching Officer, CORE5 Coaching
Ray Hilbert is a pioneer in Christian peer advisory and faith-based coaching with more than 25 years of experience serving business owners and leaders. Co-author of The Janitor, an international best-seller, and Co-Founder of Kingdom Factor, Ray has shaped a biblically grounded coaching model that integrates character, calling, and leadership. As Chief Coaching Officer, he oversees content, training, and certification to ensure consistency, depth, and spiritual integrity.
It's Lonely at the Top
Many business leaders face this challenge alone. Peer advisory groups offer a safe space for confidential conversations and invaluable guidance. Ray and I discuss how our groups create a safe place to navigate life with successful peers from others also in the thick of it
The Real Mission Field
Ray shares God's calling to equip Christian business leaders and bridge the gap between Sunday service and Monday morning and what led him to recognize the real mission field is in the business marketplace.
Still Not Sure?
Learn More About Membership & Groups Launching
Click the Link Below to Register
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