Faith
Scripture anchors our decisions, our responsibility, and our understanding of stewardship.
A private family office
Called to Create
What we steward today becomes what our family stands on tomorrow.
Explore our purpose ↘
01
Faith. Family.
Ownership. Impact.
Generation after generation.
Why we exist
We were created
to create.
Stewardship is more than preserving what has been entrusted to us. It is the work of cultivating, producing, owning, multiplying, and using resources to benefit others and future generations.
Our goal is not accumulation for its own sake. It is stronger families, responsible ownership, and impact that outlives us.
Faith & family
What guides us.
Who we build for.
Family
We invest in relationships, wisdom, opportunity, and the strength of generations—not only financial assets.
Stewardship
We manage resources with discipline, integrity, generosity, and a commitment to purposeful impact.
What we do
One family.
Aligned capital.
Shared opportunity.
Gentoo Investments is a private family office—not a developer and not a general capital-raising service.
We steward family capital and evaluate select opportunities where aligned ownership, capable operators, and long-term impact come together.
Our focusDisciplined investments with tangible value and a clear path to durable ownership.
Our purposeHelp our family create, own, multiply, and transfer resources responsibly.
The principle
Stewardship
How we manage, create, grow, and ultimately pass forward what we have been given.
Financial
Literacy
Survive → Stabilize
Understand money. Meet basic needs. Build financial stability.
Financial
Resilience
Stabilize → Create
Build enough margin and resilience to move from managing resources to creating value.
Generational
Wealth
Create → Own → Multiply → Transfer
Create value. Own productive assets. Multiply them. Transfer wealth and wisdom forward.
Survive→Stabilize→CreateThe pivot→Own→Multiply→Transfer
Financial literacy is the foundation. Financial resilience is the bridge. Generational wealth is the destination.
Understand the money.
Learn how cash flow, credit, savings, debt, taxes, and investing work together so each family member can make informed decisions with confidence.
Prepare before investing.
Build margin, liquidity, protection, and disciplined habits so unexpected events do not derail long-term goals—or force short-term decisions.
Transfer more than assets.
Build productive assets while passing forward knowledge, relationships, sound judgment, and the capacity to create future opportunity.
Guiding principle
Resources are most powerful when they are managed with wisdom, prepared for uncertainty, and positioned to serve those who follow.
Proverbs 21:5 · Diligence | PreparationYour next step
Continue your journey.
Learn, prepare, contribute, and participate when the opportunity and timing are right for you.
Investment experience & focus
Projects that show
how we think.
These projects illustrate experience within our broader family investment ecosystem and the kinds of opportunities Gentoo seeks to understand and support. Not every project shown represents a completed Gentoo investment.
Investment focus · Phased residential
Chambers Estates
Cincinnati, Ohio
A residential vision organized around differentiated land, modern architecture, and measured development phases. It demonstrates the kind of opportunity Gentoo values: tangible assets, deliberate capital deployment, and a path to enduring ownership.
Experience · Residential community
John Charles Estates
Forest Park, Ohio
Raw land transformed into a lasting neighborhood through infrastructure, municipal alignment, and builder partnership. The project reflects our interest in ownership platforms that create both economic and community value.
Experience · Operating infrastructure
Advocacy Plaza
Louisville, Kentucky
A downtown structured-parking and office asset supported by civic, employment, and daily-use demand. It represents the durable real assets and complementary income sources we seek.
Investment focus · Transportation infrastructure
Hobby Airport Parking
Houston, Texas
An airport-adjacent property repositioned as an operating parking platform with digital reservations, covered options, and shuttle service. It demonstrates how underused real estate can become a recurring service business.
Investment focus · Hospitality & land stewardship
Jackson Summerville Resort
Summerville, South Carolina
A family legacy property envisioned as a lake-centered cabin retreat, combining phased hospitality growth with permanent land preservation. It reflects our interest in patient development that protects what makes an asset distinctive.
Experience · Healthcare real estate · Multiply
Premier Health Portfolio
Greater Dayton, Ohio
Two purpose-built medical office buildings serving Beavercreek and Vandalia with coordinated primary care, specialty medicine, diagnostic imaging, and laboratory services. Both were successfully completed and later sold, reflecting experience with essential-use real estate, durable tenancy, and disciplined realization.
Deal flow
For sponsors, operators & trusted partnersBuilding something
worth owning?
We welcome thoughtful introductions to solid, well-structured opportunities that align with our investment focus and values.
01
Real assets
Opportunities grounded in real estate, operating businesses, or other tangible sources of long-term value.
02
Aligned operators
Experienced, trustworthy teams with meaningful investment, clear accountability, and disciplined execution.
03
Durable impact
A credible path to ownership, cash-flow resilience, value creation, and benefits that extend beyond a transaction.
How we invest
Patient capital.
Disciplined decisions.
Every opportunity must earn its place. We favor understandable investments, sensible values, aligned operators, financial resilience, and a credible path to durable value.
Understand it. Value it. Own it with confidence.
We look for clear economics, enduring advantages, capable leaders, appropriate leverage, transparent governance, and returns that justify the risk.
Every dollar has a purpose.
We compare each opportunity with preserving liquidity, reducing debt, strengthening current investments, and waiting for a better use of capital.
Trust is important. Verification is responsible.
We examine the sponsor, market, assumptions, capital structure, downside risks, investor protections, reporting, and path to liquidity before committing capital.
Guiding principle
Prudent decisions are tested through careful examination, informed counsel, and the discipline to wait when standards are not met.
Proverbs 14:15 · Prudence | Due DiligenceSubmitting an opportunity does not create an advisory, fundraising, brokerage, or investment relationship. Gentoo considers opportunities solely for its own family-office investment purposes.
Family hub
One place
for family.
Stay connected to gatherings, practical resources, family wealth-building opportunities, and a simple way to start your contribution plan.
Faith, Family & Finance creates room for honest conversations about purpose, ownership, resilience, and preparing the next generation.
Family Access
Where would you like to go?
Select a destination for direct access to the Family Hub.
Why this matters
“Our family has been blessed with faith, wisdom, relationships, and resources passed down through generations. Gentoo is about honoring that inheritance—helping each generation become financially resilient, prepared to create, and positioned to leave the next generation stronger.”
Ric
Our starting point
Listen. Learn. Act. Measure.
We are building a clearer picture of where the family is today so our gatherings, resources, and opportunities can help create meaningful progress over time.
4Learning gatherings
2022–2025
2022–2025
201Total attendances
253Invitations extended
292025 wellness
survey responses
survey responses
Faith, Family & Finance created the foundation for shared learning—and prompted family members to take practical next steps.
Family feedback identified a desire for more focused learning and practical next steps.
The Financial Wellness & Entrepreneurship Small Group, led by Stephen Carter, was created directly in response to 2023 feedback.
FF&F expanded the conversation, while the Family Financial Wellness Study established a measurable baseline for future progress.
Early action after FF&F 2022
The gathering moved people from conversation to commitment.
30%Met with Jessica Tucker to create a financial plan≈25%Established an accountability partner
Family Financial Wellness Study · June 2025
Motivated to improve. Clear opportunities to strengthen.
Facilitated by Al Riddick, the study identified opportunities to strengthen spending plans, net-worth awareness, emergency reserves, and investment preparation.
52%Not using a monthly spending plan55%Not calculating net worth annually55%Holding one month or less in emergency reserves8.10/10Commitment to positive financial change
These findings are a baseline—not a grade. We will measure progress through engagement, learning, changed financial behaviors, investment readiness, and informed participation.
Next gathering
June2027
Faith, Family & Finance
Our next family gathering is in development. Program, location, and date details will be shared as they are confirmed.
Invitation through Zazzle · Coming soonThe journey so far
Past gatherings
Each gathering builds on the last—creating room to learn, share honestly, celebrate progress, and strengthen the next generation.
June 14, 2025
Purpose, ownership & financial wellness
Conversations about women and purpose, personal budgeting, business finance, entrepreneurship, and family progress.
Presentation archive being preparedPurpose · Power · ProvisionFaith, Family
& FinanceJuly 29 · 2023
& FinanceJuly 29 · 2023
July 29, 2023
Purpose. Power. Provision.
Faith, family, and finance conversations supported by panels, reflection exercises, and practical planning tools.
Open the 2023 workbook ↗06 · 18 · 2022Faith, Family
& FinanceLearn · Grow · Encourage
& FinanceLearn · Grow · Encourage
June 18, 2022
Learn. Grow. Encourage.
A casual family gathering focused on stewardship, individual financial plans, success stories, and mutual encouragement.
Open the 2022 workbook ↗Faith, Family & Finance 2025
Purpose in conversation.
On June 14, 2025, family members and guests gathered for candid conversations about purpose, entrepreneurship, budgeting, business finance, and building generational strength.
FF&F 2025 update
Welcoming. Celebrating. Growing.
New additions to the family and milestones worth celebrating together.
Scroll to celebrate every milestone
Faith, Family & Finance 2023
Family in the room.
Purpose. Power. Provision. A day built around honest conversation, shared wisdom, and time together.
Faith, Family & Finance 2022
Where the tradition grew.
A relaxed family gathering centered on stewardship, financial planning, encouragement, and learning across generations.
Learning library
Tools for the journey
Resources to help family members move from financial literacy to resilience, ownership, and generational impact.
2022 Faith, Family & Finance Workbook
Stewardship reflections, debt planning, retirement exercises, and monthly cash-flow worksheets.
Open workbook ↗2023 Purpose, Power & Provision Workbook
Financial planning tools, family-purpose exercises, and prompts connecting gifts, resources, and calling.
Open workbook ↗Monthly Cash-Flow Plan
Give each dollar an assignment, see what remains, and identify the margin available for saving, debt reduction, and future opportunities.
Debt Reduction Plan
Organize your non-mortgage debts, identify your first target, and estimate a debt-snowball payoff timeline.
Investment Growth Planner
Explore how a starting amount, consistent monthly contributions, time, and an illustrative return may work together.
Family Capital & Legacy Planner
Organize available capital across protection, strengthening, growth, creation, and transfer—and identify planning priorities.
Monthly cash-flow plan
Give every dollar a purpose.
Enter your monthly take-home pay and planned amounts. The goal is to assign the full amount without planning to spend more than you bring home.
Still to assign$0Enter your income to begin.
Total planned$0
Savings rate0%
Debt-payment rate0%
Debt reduction plan
Build your debt snowball.
List non-mortgage debts. The tool orders them from smallest balance to largest, keeps minimum payments current, and directs extra money to one debt at a time.
DebtBalanceAPRMinimum
Total debt$0
Monthly debt plan$0
Estimated payoff—
Recommended order
Add a debt to begin.
Your smallest balance will become the first target.
Investment growth planner
See what consistency can build.
Explore how a starting amount and recurring monthly contributions could grow over time. This is an educational illustration—not a projection or promise of future results.
Total contributed$0
Illustrative growth$0
Potential future value$0
Planning insight
Enter an amount to begin.
Try changing the contribution and time horizon to see how disciplined, recurring action can influence the illustration.
Family capital & legacy planner
Decide what your available capital needs to do.
Start with money that is truly available after normal household and business obligations. Then enter how much you are considering assigning to each purpose. The tool will identify gaps and suggest questions or actions to discuss.
Step 2 · Understand where wealth sits
Enter approximate net equity—not gross asset value. Percentages are calculated automatically and used to shape the recommendations.
Total represented wealth $0Largest concentration —
Step 3 · Assign by purpose
These are planning buckets—not investment products. Enter the dollars you are considering for each purpose. The five amounts should not exceed the capital available above.
Total assigned$0
Still to assign$0
Largest wealth concentration—
Step 4 · Readiness review
Check only what is already complete.
Unchecked items will become actions to consider below.
Step 5 · Actions to consider
Enter available capital to begin.
Your answers will produce a short, prioritized discussion list.
- Identify capital that is genuinely available after current obligations.
Contributing experts
Trusted voices for the journey.
Experts who have helped the family translate financial principles into practical understanding and action.
Al Riddick
Founder · Game Time Budgeting
Al facilitated the 2025 Family Financial Wellness Study, establishing a baseline across budgeting, savings, debt management, financial stress, and readiness for positive change.
Budgeting | Financial Habits | Debt Reduction
Visit Game Time Budgeting ↗Stephen Carter
Founder · SeedTree Group
Stephen led the 2024 small group created from FF&F 2023 feedback, sharing practical lessons on financial intelligence, budgeting, revenue creation, entrepreneurship, and investment planning.
Financial Intelligence | Entrepreneurship | Investment Preparation
Visit SeedTree Group ↗Family bookshelf
Read. Reflect. Apply.
Called to Create
Jordan Raynor · A biblical invitation to create, innovate, and risk.
The Blessed Life Study Guide
Reflections on stewardship, generosity, and managing what has been entrusted to us.
More family recommendations
Books, podcasts, and tools will be added as the library grows.
Family opportunities
Understand before participating.
Each opportunity will include a clear overview, supporting documents, key risks, updates, and next steps before family members make a decision.
Planning
Hospitality & land stewardship
Jackson Summerville Resort
An 82-acre family legacy property in Summerville, South Carolina, envisioned as a phased, lake-centered cabin retreat.
Project snapshot
Development is concentrated on approximately 50 acres while 32 acres remain preserved outside the project—protecting the land and the family’s long-term connection to it.
82Total acres50Development acres32Preserved acres
Warm modern cabins, lake views, kayaking, walking paths, fire pits and gathering spaces support a hospitality concept designed to grow in measured phases.
Project update
Phased residential
Chambers Estates
A roughly 26-acre residential vision near Kenwood, Madisonville and Mariemont, shaped around differentiated land, modern architecture and disciplined phasing.
Project snapshot
The four-phase plan advances from view-oriented custom homes into a broader connected residential community, allowing infrastructure, design and capital to move forward deliberately.
≈26Acres4Phases360°Regional views
Contemporary forms, curated materials, flexible interiors and indoor-outdoor living establish a distinctive residential product designed for enduring neighborhood value.
Proposed · diligence
Boutique hospitality · PropCo + OpCo
West End Boutique Hotel
A proposed 44-room select-service boutique hotel in Cincinnati’s historic West End, positioned near TQL Stadium, downtown employers, entertainment venues and the region’s growing visitor economy.
Project snapshot
The locally rooted concept combines distinctive accommodations with a restaurant, spa and reduced rooftop and event venue for business, leisure and event-driven guests.
44Guest rooms≈$10.5MTarget cost2Entities
PropCo is designed to own the land and hotel improvements, while OpCo would operate the hotel and amenity businesses. Potential value may come from property appreciation, operating cash flow, debt reduction and the growth of a transferable boutique-hospitality platform.
Design, construction pricing, financing, market validation, timing and investment terms remain subject to change and definitive documents.
CC
Multifamily acquisition
Details forthcoming
Multifamily
Colonial Court
A prospective multifamily acquisition currently under evaluation. Property and underwriting details will be added when available.
What will be included
Property overview, operating plan, underwriting, financing, risks, documents, decision timeline, and participation steps—once reviewed and approved.
Information in the family hub is for authorized family members only and is not a public offering or solicitation. Opportunity information will be shared only through the approved private process.