Finding Purpose in Leadership, Motherhood, and Real Estate: Change in Work and Life with Olivia Cook
Dwan Bent-Twyford opens the episode by celebrating a major milestone, reaching 1 million podcast downloads. She expresses gratitude to her audience and reflects on the journey of the podcast, highlighting her excitement to reconnect with past guests and revisit their progress over time.
This episode features a returning guest, Olivia Cook, offering an opportunity to catch up on her personal and professional growth since their last conversation in 2021.
Reconnecting After Years of Change
Dwan welcomes Olivia warmly, noting how much has changed since their last interview, especially with Olivia now being a mother.
Olivia shares that she has since welcomed her first child and is now expecting her second. Their conversation naturally reflects on the passage of time and how life circumstances evolve, both personally and professionally.
Life Updates: Motherhood and Family Growth
Olivia opens up about her family life, sharing that her son is now two years old and that she is currently pregnant again. She discusses her pregnancy journey, including past complications and how this experience differs from her first.
She also explains how naming her children holds personal meaning, as she chose to give her children initials that reflect her identity in a meaningful way.
Career Growth: Leadership in the Restaurant Industry
A major focus of the conversation is Olivia’s professional role as a general manager at a Bahama Breeze restaurant in Fayetteville, North Carolina.
She describes the scale of responsibility, managing over 100 team members and overseeing daily operations in a high-volume environment. The restaurant achieved significant success shortly after opening, including record-breaking sales in its first full month.
Olivia emphasizes how her leadership responsibilities have expanded compared to her previous roles in fine dining, where she managed smaller teams.
Leadership Lessons and Organizational Culture
Olivia shares insights into what she has learned about leadership, particularly within a large corporate environment under the Darden Restaurant Group.
Key leadership principles she highlights include:
- Focusing on the big picture rather than small details
- Practicing accountability
- Admitting mistakes and learning from them
- Listening without bias
- Building a strong organizational vision
She emphasizes that leadership is not just about managing tasks but about shaping culture and long-term direction.
Emotional Intelligence and Personal Development
A recurring theme in the discussion is the importance of emotional intelligence in both leadership and life.
Olivia explains how she works with her team to develop emotional awareness, handle conflict constructively, and avoid reacting impulsively under stress. She also shares personal reflections on how her own anxiety manifests as irritation, especially when dealing with repeated mistakes.
Her approach includes:
- Encouraging self-awareness
- Promoting accountability
- Helping others manage emotional reactions
- Teaching individuals to maintain control over their responses
Managing a High-Performance Team
Olivia discusses the realities of managing a large and diverse workforce, including challenges related to work ethic, turnover, and team dynamics.
Despite the challenges common in the restaurant industry, she notes that her team has strong retention rates, with many long-term employees and consistent leadership staff.
She attributes this success to:
- Strong hiring practices
- Clear expectations
- Ongoing training and development
- Creating a positive and engaging workplace culture
Work Ethic and Workplace Culture
The conversation touches on generational differences in work ethic and expectations in the workplace.
Olivia explains that maintaining a strong work culture requires:
- Leading by example
- Holding employees accountable
- Maintaining consistency in standards
- Building a sense of purpose and belonging within the team
She emphasizes that leadership behavior directly influences team performance and workplace environment.
Real Estate Journey and Financial Planning
Olivia also shares her early steps into real estate investing. She and her husband currently own a property in Illinois, which they are renting out while living in North Carolina due to relocation.
She expresses interest in continuing to build a real estate portfolio in the future, highlighting the importance of long-term wealth-building strategies and financial flexibility.
Faith, Purpose, and Life Transitions
A meaningful portion of the conversation reflects on faith and how it has guided Olivia through major life transitions, including relocation, career changes, and family growth.
She shares how timing and opportunities often aligned in unexpected ways, reinforcing her belief in trusting the process and being open to change.
Perspective on Loss and Celebrating Loved Ones
The discussion shifts to a deeply personal topic, honoring and remembering loved ones who have passed away.
Both Dwan and Olivia share personal experiences of loss and reflect on how they choose to celebrate the lives of those they have lost rather than focusing solely on grief.
Dwan shares how her family celebrated her father’s life in a meaningful way, emphasizing closure, preparation, and honoring his wishes.
Olivia reflects on the emotional impact of losing her father at a young age and how she finds meaning in remembering shared moments and legacy rather than just absence.
Final Advice: Embracing Change in Life
As the conversation concludes, Olivia offers a simple but powerful piece of advice:
Be open to change, because change is something that is constant.
This message ties together the major themes of the episode, leadership, motherhood, career growth, real estate, and personal development, underscoring the importance of adaptability in navigating life’s transitions.
Embracing Change as a Path to Growth in Leadership, Family, and Real Estate
At its core, this conversation highlights a simple but powerful truth, growth happens when we learn to adapt. Whether it’s stepping into leadership, navigating motherhood, or exploring real estate investing, life continuously presents new challenges that require flexibility, self-awareness, and a willingness to evolve.
Olivia Cook’s journey reflects how personal and professional paths often intersect. Managing a large team, building a family, and taking steps into real estate all require balance, discipline, and a mindset that embraces change rather than resists it. Her perspective reinforces that success is not defined by a single role or milestone, but by the ability to grow through each stage of life while staying grounded in purpose.
For those looking to take the next step in their own real estate journey, Dwanderful serves as a platform and podcast hosted by Dwan Bent-Twyford, designed to educate and empower both new and experienced investors. Through the site, visitors can access valuable resources, including Dwan’s free book Real Estate Lingo and her paid book Five Pillars of Real Estate Investing, both aimed at simplifying key concepts and strengthening investment knowledge.
In addition, Dwanderful features a quick and insightful quiz game that helps users discover how they could potentially generate six figures within the next six months, whether they are purchasing their first property or expanding their portfolio. The quiz takes less than a minute to complete, offering a fast and practical way to explore personalized real estate opportunities.
With that foundation, let’s now transition into Dwan’s conversation as she dives deeper into Olivia’s story, insights, and the lessons learned along the way. Contact us now!

