
Derrick Creighton Jr. is the co-owner of The Last Broke Man in My Family, a husband, father, veteran, financial wellness coach, and graduate student pursuing licensure as a Marriage and Family Therapist.
After overcoming significant financial challenges and paying off more than $175,000 in debt, Derrick learned that lasting financial su
Derrick Creighton Jr. is the co-owner of The Last Broke Man in My Family, a husband, father, veteran, financial wellness coach, and graduate student pursuing licensure as a Marriage and Family Therapist.
After overcoming significant financial challenges and paying off more than $175,000 in debt, Derrick learned that lasting financial success is driven by mindset, behavior, and identity—not just income.
Drawing on nearly 20 years of military leadership, advanced education, and expertise in financial behavior change, he helps men and families break generational cycles, build wealth with purpose, and create lasting family legacies.
As a young military family, we had no financial education, carried heavy debt, and operated from a scarcity mindset. We worked hard—but our systems were weak, and our habits were reactive.
In 2017, during a deployment to Yemen, a passionate conversation with a supervisor challenged my thinking about discipline, ownership, and legacy. That moment became my turning point.
I committed to building systems instead of relying on hope. Since then, we’ve paid off over $175,000 in debt, fully funded our emergency savings, and begun consistently investing for retirement.
The Last Broke Man in My Family movement was built on this belief: transformation is possible when commitment meets structure. I don’t just teach theory—I teach what works! And if we can climb out of confusion and scarcity, so can you.

Shayla Creighton is the co-owner of The Last Broke Man in My Family and a licensed Marriage and Family Therapist Associate passionate about helping individuals and families break unhealthy patterns that impact their relationships, well-being, and financial future.
With a background in healthcare, mental health, and behavior change, Shayla
Shayla Creighton is the co-owner of The Last Broke Man in My Family and a licensed Marriage and Family Therapist Associate passionate about helping individuals and families break unhealthy patterns that impact their relationships, well-being, and financial future.
With a background in healthcare, mental health, and behavior change, Shayla understands that generational wealth is built on more than money—it requires healthy relationships, emotional awareness, and intentional decision-making.
Through her work, she helps families identify inherited beliefs, strengthen communication, and create the foundation for lasting financial and personal success.

Sean Castello brings more than 13 years of experience in information technology and cybersecurity to the development of innovative financial wellness solutions.
Leveraging his expertise in systems design, automation, and artificial intelligence, he creates practical tools, worksheets, and digital resources that help individuals better mana
Sean Castello brings more than 13 years of experience in information technology and cybersecurity to the development of innovative financial wellness solutions.
Leveraging his expertise in systems design, automation, and artificial intelligence, he creates practical tools, worksheets, and digital resources that help individuals better manage their finances, build healthy money habits, and achieve their goals.
Passionate about simplifying complex challenges, Sean focuses on designing user-friendly systems that empower people to make informed financial decisions with greater confidence and clarity.

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