April 1, 2026
From Teen Mom Stigma To School Founder with Dr. Delois Jackson
Send us Fan Mail People will try to name your future before you even get a chance to live it. Wanda Pearson sits down with Dr. Delois Jackson, an award-winning author, international speaker, and Pre-K through 12 private school owner, to talk about what it really takes to outgrow stigma and build a purpose-driven life. We get personal about teen motherhood, the whispers and judgment that follow you into rooms, and the quiet internal fight to keep believing you’re capable. Dr. Jackson shares h...
People will try to name your future before you even get a chance to live it. Wanda Pearson sits down with Dr. Delois Jackson, an award-winning author, international speaker, and Pre-K through 12 private school owner, to talk about what it really takes to outgrow stigma and build a purpose-driven life.
We get personal about teen motherhood, the whispers and judgment that follow you into rooms, and the quiet internal fight to keep believing you’re capable. Dr. Jackson shares how she chose education anyway, pushed through the pressure to “shrink,” and went on to earn multiple degrees and lead as a senior leader in a long government career. From there, she followed a calling into education entrepreneurship, learning how to turn a preschool into a fully approved private school built on compassion, structure, and student empowerment.
We also dig into faith and storytelling as tools for leadership development and healing. Dr. Jackson explains how writing began with a challenge to put faith on the page, how her books grew over time, and why affirmations and self-esteem aren’t “nice to have” when you’re trying to rebuild your life, they’re essential. Her closing message is a reminder for anyone who feels unseen: you’re not invisible, you are becoming, and your voice can help someone else survive their hardest season.
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Connect with Dr. Delois Jackson
CONTACT INFORMATION
Instagram Username: @DRDELOISJACKSON
Facebook Username: @Drdeloisjackson
Linkedin Username: Dr. DeLois Jackson
Custom Website Link: www.tan-denterprises.org
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Stay tuned for the next episode of Ready Set Collaborate with Wanda Pearson. Subscribe - Follow and Like Ready Set Collaborate with Wanda Pearson
00:00 - Welcome And The Collaboration Mission
00:30 - Meet Dr. Dolores Jackson
03:26 - Facing Stigma As A Teen Mom
07:45 - Building Education And Author Legacy
14:19 - The Moment Purpose Became Real
20:09 - How Faith Directs Each Step
21:26 - Use Your Voice And Connect
25:28 - Sponsor Thanks And Closing CTA
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Welcome to Ready Set Collaborate with Wanda Pearson.
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This is where ideas spark, connections grow, and collaborations fuse success.
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Tune in for inspiring stories, expert insights, and game-changing conversations.
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Let's build, connect, and thrive together.
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Remember, collaboration is the key to success.
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Welcome to another inspiring episode of Ready Say Collaborate with Wanda Pearson.
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Today's guest is truly extraordinary.
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I'm honored to welcome Dr.
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Dolores Jackson, the eight-time Amazon and seventh-time International Best Selling Award-winning author and recipient of the 2024 Presidential Lifetime Achievement Award.
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I got that too, Dr.
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Dolores.
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I love that.
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I love that awesome.
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Awesome.
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She is an international speaker, visionary, and passionate advocate for education, spirituality, and storytelling.
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As a pre-K to 12 private school owner, Dr.
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Jackson is shaping the next generation by creating innovative, compassionate learning environments that empower students to think, grow, and lead with purpose.
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I love that.
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Through her self-help, inspiration, and children's book, she is helping individuals on all ages unboxing their full potential, build empathy, and live with intention.
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This conversation is going to inspire you to think bigger about your purpose, your impact, and the legacy you're creating.
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So welcome, Dr.
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Dolores.
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And I think I probably I'm going to talk about your bio, but I think I said a lot in your bio already, right?
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You absolutely did.
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I have to pitch myself sometimes to make sure it's me.
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Team mom.
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Who does that?
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I am so proud of you.
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And I'm just honored to have you on this podcast because I love the title that we got for you, An Art of Inspiring Purpose through Education.
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Because how you created purpose through education, you're a team mom.
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And being able to go through all of this and do all this, especially an international speaker, girl, you go ahead.
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So say hello to the audience, Dr.
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Dolores.
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Hello, hello, hello, audience.
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And thank you so much, Wanda, for having me.
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Oh, absolutely, absolutely.
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Let me disclose a short bio again because I think I already said a lot of things already.
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So yeah, Dr.
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Dolores Jackson is an eight-time Amazon and seven-time international best-selling award-winning author.
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But she also, and you're you're a private school owner.
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That's great.
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Yeah.
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She also cultivates innovative, compassionate learning environments that empowers students.
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I love that.
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She inspires audiences through self-help, inspirational, and children's book, fostering empathy, creativity, and purpose while helping others unlock their full potential.
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This is so needed, Dr.
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Dolores.
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I tell you, what we were talking a little before about mentoring, because God always told me, I said I want to be a social worker, not knowing that's what he was gonna have me do.
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And now that I left corporate, I'm back into what my element is helping people and being a social worker as far as a middle school girl.
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So they definitely need it, girl.
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They definitely need it.
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So you do K through 12, huh?
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Amazing, amazing.
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That is something.
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So I'm gonna ask you a few questions on you, and then I'm gonna you can elaborate on it.
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So from diapers to diplomas, I love that.
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How one team turned built a legacy of the legacy legacy of leadership and the impact of impact.
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So what is the biggest challenge faced as a team mom, Dr.
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Dolores?
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Well, it wasn't it's interesting because it wasn't being the team mom necessarily.
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The biggest thing for me was the judgment, the stigma, the stares, the whispers, the lowered expectations.
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When you walk into a room, they're looking at you like, I don't know, then they the how they dismiss you and the shame that's put on you.
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It's just so many different things, the isolation that comes with it.
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No love, no love at all.
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And then you have the battle of just internal, the internal struggle in yourself, wondering if you can still achieve the things that you had set out for yourself prior to getting pregnant.
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So the underestimation, they underestimated for you and telling you that, oh, you're just gonna have a bunch of babies and you're gonna be on welfare for the rest of your life.
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Nothing positive, absolutely nothing positive.
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And so with me, I didn't drop out of school, I continued to go.
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She was born in the summer in August, and I went right back to school.
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So I never dropped out, but I hated school.
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I'm not gonna lie, I hated school, I really did.
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So I decided that my situation would be different.
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I decided that I did not want society to define who I was.
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You're not gonna tell me that I'm gonna have a bunch of babies and be on welfare the rest of my life.
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You didn't, you never call me by my name.
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They will call me by my mom.
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They were say that, oh, that's Miss Anna's daughter.
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Yes, I am Miss Anna's daughter, but Miss Anna's daughter has a name.
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So I was never called by my name.
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It's just, oh, Miss Anna's daughter's gonna have a bunch of babies and be on welfare for the rest of her life.
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So I'm sitting there just wondering, am I gonna be able to step up to the plate?
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Am I gonna shrink?
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Am I gonna quit?
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Am I gonna fail because this is what they expected of me to just give up and quit because that's what they did in my community.
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I'm just gonna disappear because they would send you away when you get pregnant and all that.
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But the one good thing about my mom, she didn't put me out of the house, so that was a blessing.
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So I was able to continue to go to school.
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I was able to sit make up my mind as to what I wanted to do.
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And so the biggest challenge for me was the whispers, the stares, the how they underestimated me, dismissed me, not wanting you to be involved in anything because you were just not the look that they wanted to be with.
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Even the friends that you thought maybe you had, they couldn't relate to what you had done.
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Although there were many girls in the community getting pregnant, they were not, we were not in that circle.
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And so when I became pregnant, it was like, oh, they can't relate to this.
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So you lost the little people that you did talk to.
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And so God just opened up doors, you keep going to school, you do what you do, and God is gonna open, he's gonna open up the door.
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But it was just trying to get rid of the stairs, the whisper, the judgment that was just so overwhelming because even the financials, it wasn't as bad.
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Even the taking exams wasn't as bad as the things that you had to go through with the society, just making you feel so unimportant.
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And all at the same time, I'm saying, where are the adults in the room?
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Where's the love?
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And it was like none shown.
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There were no mentors, there were no none of that.
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And I got to praying, I was like, Lord, I hope nobody else has to go through this because this is just unreal.
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And you remind me so much of what my mother went through.
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Like we were talking about before.
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My mother was a teen, her last year high school, she got pregnant with me.
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First time she had sex and had me.
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So the same thing.
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But the thing about it was not other people, people were putting it up, but her mother was putting her down.
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Wow.
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And my father always wanted to marry her, but she didn't want to put my father down.
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But it's just but just the West Before really was something that was when I knew I did not want to end up saying wanted to go to school and I went to college.
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And my aunt said, To me, you're gonna have a baby when you get in college.
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Now you can imagine telling me that.
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So that's what made you made us determined to prove them wrong.
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This is not gonna happen.
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I am not gonna have babies.
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And I remember having, look, I had a lot of guys that were trying to ask, no, I want to get pregnant.
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So it puts a fear in you.
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Yes, that is something.
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So now, Dr.
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Jackson, what inspired your passion for education, writing, and leadership?
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I'm sorry, you I couldn't hear you.
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What inspired your passion for education, writing, and leadership?
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What inspired education, writing, and leadership?
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As far as education is concerned, when I chose to step up to the plate, when I chose to keep my baby in a world that expected me to fail, to quit, to shrink, and just disappear.
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And I continue to pursue education.
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I accomplished my high school diploma and I went right on into college, not receiving one degree, not two, not three, but I received four degrees.
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And at that moment, I got to thinking about it.
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I said, you can help other people by some of the things that you've already done.
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And I was trying to figure out how I could help, especially young moms.
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And I didn't do anything with that for a while.
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And it was like a year ago, about a year ago, the Holy Spirit spoke and said, you know, what I've done for you, I can do for others through you.
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I've done all of this for you.
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You can reach back and pull someone else along.
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So with that being said, I says, okay, I'm definitely gonna have to help with this education thing.
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So with my school, with my school, after I received the education and stuff like that, I went into the government.
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And then I have a 30-year career with the government, Department of Defense.
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And when I retired, I prayed and asked the Holy Spirit, what is it that I needed to do?
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What do you wanted me to do?
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And it says school, like elementary school or daycare or type thing.
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And I'm like, I've never worked with kids in my life.
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Lord, what do you want me to work with kids?
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Baby, daycare.
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That's not me, because that's not my background.
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I accepted the challenge, and this is exactly how I got into it, the education part.
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I accepted the challenge and it was a preschool.
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I ran the preschool for six years.
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And I'm like, okay, I can't do this babysitting thing.
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I said, okay, God, what is it that I can do to make this better?
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So I started working with the department of education and to find out what the requirements were to get a private school.
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So I started working with them.
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And so about a year and a half or two years, I had gathered all of the requirements that I needed.
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And everybody was telling me, oh, you don't want to do that.
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You know, you're not gonna get any students, and it's so hard, it's a rigorous process.
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And I'm like, here we go with the naysayers.
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But if it's something that God does for you, he's gonna open up the doors that you need, the right person is gonna be in the right place.
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So I did the paperwork, submitted it to DOE.
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They came out, they did their inspections, and next thing I knew, it was like you are approved for private school, pre-K through 12.
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And it's like you just needed a regulator.
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So we got to figure out who's gonna come out and to regulate your school.
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You already are preschool.
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So who regulated the DCF, the Department of Children and Families.
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You didn't need two, you just needed one.
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I already had that one.
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I'm like, okay, God, what are you doing?
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And every three or four months when they come out to check the preschool side where the preschool kids they just check through the records on the whole school and they report back to the state because God worked for the state anyway.
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God, God is good, God is good.
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And as far as the book is concerned, uh my first book was published 22, 23 years ago.
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The Holy Spirit spoke and said, write a book on faith.
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This is how my writing started.
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And I said, Write a book on faith, God.
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And I said, write a book on the faith.
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And I'm like, Lord, surely you can find somebody else to write a book on faith.
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I don't have 700 words in my vocabulary to write a book on faith.
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And then of course we went back and forth for a couple of minutes, and then I said, Okay, Lord, I accept the challenge.
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And I gave it the subtitle, My Walking Came to Glory.
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Because I said, God give me a book to write on faith, God is getting ready to take me through some stuff.
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I just didn't know what he was gonna take me through.
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And boy, did he take me through.
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I tell you, nothing like coming out of the fire with him being in there with you.
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Uh-huh.
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Unburned, no, not even smelling like smoke.
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But I wrote the book, Faith, My Walking Came to Glory.
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First book was out for 22 years, 23 years, and I was done.
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At least I was thought.
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So during COVID, we sit and idle and not a whole lot to do.
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So I got four books done during COVID.
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So I have five published books of my own and 10 co-authored books.
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So I've co-authored, yes, 10 books.
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So we're looking at 15 right now, and I have two more.
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Two more that's gonna be released probably in the next month or two.
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And I'm so excited about it.
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The two things were education and been an author, and the third one was leadership.
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Leadership.
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Now, leadership, that part was easy for me because one of my degrees, like I said, a business degree, and then working for the Department of Defense for over 30 years as a senior leader, it just cultivated all of that that was already within me.
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Even before I went into the government, I knew that I wanted to do something special.
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I just didn't know.
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I I had, excuse me, I had a name for my my business, Tandy Enterprises, T-A-N-D.
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Tandy, I have three daughters, and I use their first initials, and D is for Delois, Tandy Enterprises.
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And that was in 1985.
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Never did anything with it until the last few years.
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So I'm like, okay, God, I don't know why this name came about when it came about back in 1985.
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I never did anything with it.
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And then all of a sudden now, Tandy Enterprises is being used.
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And with the education and the experience working as a senior leader, probably for the last 20 years of my government civil servant work there together just moved me right into the areas that I needed to be in.
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And after I got my doctorate, that where I got my doctorate from, they asked me if I would be a president of one of the Bible colleges.
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And I did that for 10 years until COVID hit, president of a Bible college for 10 years.
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And so God just opened up so many doors.
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And we're talking about a team mom here.
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The things that God allowed me to go through and for other people to see what he can do through you and what he did through me, God gets the glory.
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When I tell you, God get the glory, and people look at me now, so you sure were you your team mom?
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Absolutely.
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Got evidence, got proof, got the stars to show you.
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If you want to see her, she actually works for me.
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Awesome.
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You actually already asked a lot of my questions I was gonna ask already.
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So thank you.
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Thank you for that.
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So, what defining moment confirmed your purpose?
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And I think you already mentioned that.
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The defining moment for my purpose was the day that I was in the hospital after I had given birth to her.
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Looked in those big brown eyes.
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And it's like she looked at me and says, I'm dependent on you to take care of me.
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I'm dependent on you for food, clothes, shelter.
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I'm dependent on you for love.
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I'm dependent on you.
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And then the whisper that I heard from God speaking is that you were chosen for greatness.
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Those two there together, it just made it, it was not even a rocket scientist.
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You didn't it didn't take a rocket scientist to figure out I gotta do this at 16 years old.
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I'm like, okay, God, I don't have a clue as to how to do this.
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I said, but if you say I am chosen for greatness at 16 with this little person that I have no earthly idea about how to take care of, I have no mentors, I have no experience, I have no nothing.
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And that moment was that point where I had to step up and say, I chose.
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I chose to raise this baby, I chose to do the things that a lot of people said you are not going to be able to do, because raising a baby is not something easy for anybody to do.
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So I chose to keep her.
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I chose to be the best mom I could ever be to a baby, at the same time needing my own mom when the world already expected me to fail, because they had already spoken that to me, but I didn't receive it.
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And so I had to show the world that this was a defining moment for me, because if I allowed them to define me, they were gonna confine me.
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I was gonna have to listen to everything they told me to do instead of having a mind of my own, choices of my own.
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And so I had to show myself self-love, self-care, self-esteem, the same thing that I am trying to work with these teen moms on, because it's very hard to love someone if you don't love yourself.
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Yes, I love that because that's exactly what a mom forgiveness book is about.
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