Stronger together, by design.
TillFive Holdings fuels shared success through capital investment and collaboration.
Who We Are
TillFive Holdings is a family-owned investment firm dedicated to partnering with founders and business owners to unlock long-term, transformative potential. The firm combines committed capital with practical guidance to help owners solve complex problems, navigate inflection points, and bring new ideas to life.
Our Mission
By investing in both new ventures and established businesses, TillFive Holdings helps turn strong concepts into reality and strong businesses into market leaders. The team works alongside business owners to refine strategy, strengthen operations, and cultivate innovation that can drive meaningful, lasting outcomes.
Guiding Principles
TillFive Holdings is built on a hands-on, relationship-driven approach, emphasizing trust, transparency, and alignment with founders and operators. The firm focuses on opportunities with proven revenue potential and clear market demand, where strategic support and thoughtful investment can create sustainable value.
Ideal Partners
Our ideal partners are deeply customer-focused, operate with the highest levels of integrity and professionalism, and are willing to work hard to create long-term value. This alignment of mindset and effort is essential to building enduring partnerships and sustainable enterprises over time.
Target Investment Opportunities
TillFive Holdings focuses on investment opportunities where capital and collaboration can unlock meaningful, long-term value.
New Businesses
We invest in new businesses with compelling ideas, clear customer value, and founders who are ready to move from concept to execution. By providing needed capital with practical guidance, the firm helps turn great ideas into reality through support on business models, go-to-market strategies, and early operational structure.
Existing Businesses
We also invest in established businesses that are poised for expansion and growth. This can include funding for new locations, additional service offerings, technology upgrades, or acquisitions, paired with strategic and operational support to help owners scale with confidence and sustain performance over time.
2026 Investment Priorities
While these are our primary areas of focus for 2026, the firm is always willing to explore opportunities outside of these sectors where it can add meaningful value through investment and strategic guidance.
Technology
TillFive Holdings invests in startups that solve complex problems for businesses or consumers, with a focus on emerging technology, infrastructure, software, platforms, and managed services.
Real Estate
This includes residential and commercial property investments where value can be created through new development, renovation, improved management, and thoughtful use of financing.
Trade Services
The firm is actively seeking to invest in HVAC, plumbing, and electrical services businesses with strong reputations in their local markets that are well positioned for growth due to increasing market demand.
Partnership Models
Our partnership models are flexible, allowing businesses and the firm to choose the level of involvement most suitable for each investment. These models are designed to align capital, expertise, and long-term success.
Silent Investor
As a silent investor, the TillFive Holdings provides capital while remaining behind the scenes, allowing the existing leadership team to retain full operational control. This model is ideal for owners who want funding to grow without adding another voice to day-to-day decision-making.
Strategic Advisor
As a strategic advisor, the firm engages more actively during periods of growth, transition, or transformation. In this role, the firm helps shape strategy, refine operating models, and navigate key inflection points while the business maintains ultimate control over execution.
Operating Partner
As an ongoing resource to help run the business, the firm acts as a hands-on operating partner. This model brings experienced operators into the fold to support leadership, strengthen processes, and help drive performance over the long term.
Return on Investment
TillFive Holdings utilizes several methods to derive returns from investments with its partners. Each model reflects varying levels of ongoing involvement, from purely financial participation to hands-on operational support.
Interest
In some partnerships, TillFive Holdings provides private financing in the form of loans or structured debt. In these cases, the return is generated through agreed interest payments over time, offering businesses needed capital while preserving their ownership and giving TillFive Holdings a predictable, contract-based return.
Equity
TillFive Holdings often takes an equity stake in the partnering business, sharing directly in the upside created through growth and improved performance. This equity ownership model tightly aligns interests, as both parties benefit from building long-term value that can be realized through future dividends, recapitalizations, or an eventual exit.
Profit Sharing
For businesses that generate consistent earnings, returns can be realized through dividends or structured profit-sharing arrangements. Under this approach, TillFive Holdings participates in ongoing distributions tied to the company’s profitability, rewarding operational success while encouraging disciplined financial management and sustainable growth.
Salaries & Fees
When TillFive Holdings provides full-time or fractional management resources, part of the return may come in the form of salary or management fees. In these scenarios, TillFive Holdings contributes leadership, operational expertise, and strategic oversight, with compensation reflecting the active role taken in running or scaling the business, often alongside equity or profit-sharing to maintain long-term alignment.
Meet Our Founder
James (Jay) Tillotson is the Founder and Managing Member of TillFive Holdings. He is a seasoned technology executive with more than 25 years of experience that has helped companies from startups to Fortune 500 enterprises use technology to drive innovation, efficiency, and growth. In addition to his technical expertise, Jay’s leadership roles at organizations such as Dell, HP, and PepsiCo have cultivated an exceptional level of business and financial acumen.
His work has spanned numerous functional areas including business and digital strategy, operations management, product management, and go-to-market strategy. He has extensive experience in mergers and acquisitions, from due diligence to complex post-deal integration. He also possesses vast skills in vendor management and multi-million-dollar contract negotiations, giving him a practical, results-oriented perspective that benefits every partnership.
For founders and owners, this blend of technical depth and business expertise is what makes partnering with TillFive Holdings compelling. Jay brings an operator’s mindset to every investment, helping business leaders secure capital while creating or refining strategy, tightening execution, and unlocking ideas that can create sustainable, long-term value.
Contact us today!
Please feel free to call, email or use the form below to reach out. Someone from TillFive Holdings will respond promptly. We look forward to hearing from you!
Location
Fort Worth, Texas
Phone
+1 (817) 805-8000
Office Hours
Monday- Friday, 9:00AM – 5:00PM