Dr. Annette Craig-Wilson, MAOL, DSL, Founder/CEO on Influential Women
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Influential Woman · Coaching and Consulting

Dr. Annette Craig-Wilson, MAOL, DSL

Founder/CEO, Craigwil Consulting LLC

Chesapeake, VA 23321

5Articles published
4Awards received

Certifications · Degrees · Memberships

Degree Regent University - MA, Organizational Leadership Degree Old Dominion University - BS, Business Management, Marketing, and Related Support Services Cert Certified Life Coach Cert Certified Small Business Group Trainer with Crown Financial Ministries Cert Certificate of Completion, Borad Leadership and Development Member African American Leadership Society (AALS) of United Way
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At 60, I feel more like 50. I'm walking in a new level of freedom, focused on joy and purpose. My best days aren't behind me; they're still ahead!

Dr. Annette Craig-Wilson, MAOL, DSL · In Her Own Words

From How She Did It Explore All Topics

Despite being told I lacked credentials and wouldn't be selected, I refused to let others' opinions limit me and ultimately, I was given the opportunity.

How She Found Opportunity in an Industry Everyone Else Was Leaving

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Don't measure your strength by the burden you carry, but by your willingness to keep moving forward. Every step forward proves your purpose is greater than your pain.

Healing While Still Showing Up

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In Conversation

Dr. Annette Craig-Wilson for Bold. Brilliant. Unstoppable.

Read the transcript Interview

Dr. Annette Craig-Wilson, MAOL, DSL: To me, being an influential woman means being a woman of faith, power, grace, and purpose, someone whose life inspires others not simply by what she says, but by how she lives. It means becoming the kind of woman younger women can look up to because you've been tested, proven, and tried, yet you refuse to give up. An influential woman understands that adversity is not her true identity. It's only part of her personal testimony. She doesn't allow the opinions, criticisms, or limitations placed on her by others to determine her self-worth. Instead, she walks confidently in who God has created her to be. She strives for excellence in every area of her life, in her faith, in her family, her career, education, and in the community. She embraces lifelong learning and personal growth, realizing that becoming the best version of herself is an ongoing journey. Every day she's committed to being better than she was yesterday. She realizes that true influence is not measured by titles and accolades alone, it's measured by the lives that you influence and impact. An influential woman reaches back and lifts others as she climbs. She's intentional about pulling into others, especially younger women, emerging leaders and professionals, sharing wisdom, knowledge, and encouraging them to be the best they can be in order to reach their God-given potential. That's what being an influential woman means to me.

What's one piece of advice you would give to younger women chasing their dreams?

Dr. Annette Craig-Wilson, MAOL, DSL: I would tell them, don't be afraid to do it. Afraid. You see, courage isn't the absence of fear, it's moving forward in spite of it. Some of the greatest opportunities in life will require you to step outside your comfort zone. I would tell them to find your voice, buy you your voice, and use your voice for good. Let your words inspire hope, bring healing, and create positive change. Never underestimate the impact that one woman can have when she chooses to lead with integrity, serve with compassion, and live with purpose. I would tell them to remember your greatest competition is not the woman standing beside you, it's the woman you were yesterday. So keep growing, keep learning, keep trusting God, and keep becoming. The world is waiting for your unique gifts, talents, and the purpose that only you can bring. That's the advice that I would give to younger women chasing their dreams.

Full transcript available

Her Story

About Annette

Dr. Annette Craig-Wilson, MAOL, DSL is an award-winning leadership coach, life strategist, mentor, keynote speaker, financial advisor, financial literacy specialist, published author, and Founder/CEO of Craigwil Consulting LLC. A retired banking executive with more than 30 years of experience in the financial services industry, she built a distinguished career leading retail and small business banking operations, developing high-performing teams, and driving organizational growth. In 2021, she launched her coaching and consulting practice, initially part-time, before transitioning to full-time entrepreneurship. Today, she partners with individuals, executives, nonprofit leaders, and business owners to help them achieve their personal and professional goals through customized coaching, leadership development, and strategic consulting services. Dr. Craig-Wilson specializes in executive leadership coaching, transformational life coaching, leadership training, financial literacy, nonprofit consulting, small business development, and professional mentoring. She currently works with nonprofit organizations, executive leadership clients, and individuals seeking personal and professional growth, creating tailored development plans designed to unlock potential and elevate performance. Her extensive professional background includes senior leadership roles with TowneBank, Old Point National Bank, and Truist Bank (formerly BB&T), where she earned a reputation for leadership excellence, employee development, client service, and community engagement. She is also a Certified Life Coach and a Certified Small Business Group Trainer with Crown Financial Ministries. A passionate advocate for leadership development and community impact, Dr. Craig-Wilson serves on several nonprofit boards and is the Founder and Managing Director of Craigwil Ministries, Inc.. In 2026, she successfully completed her Doctorate of Strategic Leadership with a concentration in Leadership Coaching and Mentoring from Regent University, culminating a rigorous five-year academic journey. Her commitment to empowering others has earned her numerous accolades, including being named a Woman of Power by Power Magazine in 2024, receiving the Best-Selling Author of the Year recognition from Glorious Works Publishing in 2024, and being honored by TowneBank in 2025 for delivering world-class client service with a Net Promoter Score exceeding 80 percent. Through coaching, consulting, speaking engagements, and community service, Dr. Craig-Wilson continues to inspire others to live and lead with greater passion, purpose, and excellence.

Her Interview

Ten minutes with Annette

01What do you attribute your success to?

First and foremost, I attribute my success to God and my faith. Perseverance and dedication have been critical throughout my journey.  I've also been blessed to have some powerful mentors in my life who have poured into me and given me honest feedback on my career and personal endeavors.  These mentors have been instrumental in helping me grow and achieve what I have today.

02What’s the best career advice you’ve ever received?

The best career advice I've ever received is to find your voice and not be afraid to advocate for yourself, because you're going to be your biggest cheerleader. You have to be willing to speak up for yourself, take charge of your career, and champion your own success, because no one else will do it for you the way you can.

03What advice would you give to young women entering your industry?

I think the most important advice I would give to young women entering this field is to be true to yourself and your craft. Stay authentic to who you are and remain committed to the work you do. Don't compromise your values or try to be someone you're not - your authenticity is what will make you successful in this industry.

04What are the biggest challenges or opportunities in your field right now?

I think the biggest challenge in my field right now is helping people realize they need a coach. People need to understand that a coach is a collaborative partner, advocate, and supporter who can help them in their personal and professional growth. The opportunity lies in educating people about the value of coaching and how it can transform their lives and careers.

05What values are most important to you in your work and personal life?

The values most important to me start with faith, which is always at the top of my list. Integrity is essential - leading with honesty in everything I do.  I value service and giving back to others, which is why I do volunteer work in some capacity every day. Excellence is critical because I strive to deliver the highest-quality service in everything I do.  Transformation is essential to my coaching work, as I focus on helping others grow, change, and fulfill their goals.  I also deeply value perseverance, loyalty, and collaboration - being a person of my word that people can count on and working together with others to achieve success.

Her Content Hub

Articles by Annette

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Discover how to overcome disappointment and build resilience after setbacks. Dr. Annette Craig-Wilson offers faith-based guidance for bouncing back, learning from failure, and moving forward with renewed strength and purpose.

We often feel pressured to explain, justify, or soften our "no" to make others comfortable. But the truth is this: "No" is a complete sentence. It doesn't require permission, over-explanation, or an apology when it is rooted in wisdom and self-respect. When you say "No" to what is misaligned, you are saying "Yes" to what truly matters.

Discover why starting over after 50 isn't failure—it's your greatest opportunity. Explore career reinvention, overcome fear, and unlock the wisdom and purpose that define your next chapter.

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