Conversations with Dray

30/06/2025

I recently learned a valuable lesson in being a leader not just in my family, but in my community.

It’s something I see in a lot of other leaders too.

We say we want help.
We say we want support.
But the real question is — why?

Here’s the key:
Are we asking for support to lighten the load?
Or are we hoping someone will carry the weight we were built to bear?

True leadership isn’t about being rescued.
It’s about being refined.

Yes, support is needed. But sometimes, the silence around you is not neglected it is God confirms that you were built for this part of the journey alone.

That’s the weight of being called.

You don’t get to abandon your assignment just because others drop theirs.

17/06/2025

16/05/2025

🌟 I've been through uncertainties, lost services, and I've been scared before. But I never gave up. 🌟

As a former Head Start parent, Policy Council Vice Chair, and Parent Ambassador in Washington State, I’m passionate about empowering families with the tools they need to thrive. 🌟

I’m excited to speak at the 52nd Annual National Head Start Conference and Expo in Columbus, Ohio! 🌟

🔊 Join me on May 22, 2025, at 9:00 AM ET for my session, "From Fear to Strength: Helping Families Thrive Amid Uncertainty."

📌 Location: Columbus, Ohio
📅 Date: May 22, 2025
🔗 [Link in Bio]

Let’s discuss how families can build resilience, strengthen connections, and overcome fear.

https://web.cvent.com/event/82ca7ae2-0dba-4cf5-b8e0-02f4a8b33919/summary

27/04/2025

This is why I stay listening to God.

Because when everybody else thinks they’re in control — making decisions, calling the shots —
God is laughing.

being picked 144th overall in the 5th round by the Cleveland Browns isn’t just a moment — it’s a message.

In the Bible, 144 represents divine order, completion, and purpose fulfilled. It’s tied to the idea of being chosen, sealed, and sent out for a special assignment — a remnant trained and prepared for leadership and impact.

You don’t need man's favor when you have God's appointment.

Www.Draytonjackson.com
#144

23/04/2025

I need ALL of you to join me in celebrating the birthday of a powerhouse—
A leader, a mother, a friend, a business partner, a mother-in-law, and now a proud grandmother… Diana Sullivan.

This woman saw something in me when I was still navigating the storms of homelessness and poverty. My wife said, "Let her get you to where God is calling you—I can hold the personal, but she can move the business." And Diana, you did exactly that.

You’ve never left my side. You’ve believed in every part of the vision God gave us. You’ve pushed it forward when I couldn’t see the next step. You’ve helped build something that’s not just an organization—but a calling.

To now see you walking in your own greatness—owning your leadership, your motherhood, your family, and your legacy—that’s what growth looks like.

I know you’re probably glad I’m not breathing over your shoulder every day now—but I’ll say this publicly like I told you in the beginning:

If you follow me, you’ll be bigger than me.

And for everyone who knows me—the real joke is: if you want something done, don’t call Drayton—call Diana!

Happy Birthday, Queen.
You deserve every flower, every blessing, and every moment of joy.

Thank you for helping me reach my potential in God’s mission for me.

Now it’s your turn. Let’s go.

21/04/2025

30/03/2025

For months, I stayed put. No traveling. No speaking. Just being present for my sons. And I’d do it again. ❤️🙏🏾
But then, God whispered… 🗣️
I gave people their time. I watched. I waited. And now? As the King of New York said:
"You guys got fat while everybody starved on the street. Now it's my turn."
Whatever happens next, don’t blame me—blame God. He told me to move. 🚀

13/03/2025

✨ Honoring Black Queens Every Day 👑✊🏾❤️

I believe in celebrating and uplifting women every single day, not just on special occasions like International Women’s Day! Today, I want to shine a light on two phenomenal Black Queens who embody empowerment, healing, unity, knowledge-sharing, and love within our community. 🌍💡💖

👑 – A beacon of wisdom and inspiration. Every interaction with her leaves me enriched, enlightened, and constantly evolving. 🧠✨

👑 Rhodes – A powerhouse community leader, always driving progress and awareness. Her dedication to true leadership makes her a Community Queen through and through. 🔥💪🏾

Recently, I had the privilege of attending an event where these extraordinary women showcased their dedication and impact. The energy in the room was inspiring, and their work was deeply appreciated by so many. 🙌🏾💫

Much love and gratitude to Erin, Shereese, and the South King County Discipline Coalition for putting together such a powerful and meaningful event. 🎤💙

And I can’t forget my Head Start Parent Ambassador Alumni! 📣👨‍👩‍👧‍👦 Everywhere we go, we are family! ❤️🏡

28/12/2023

Conversations with Dray is coming back!

06/12/2023

🕒 It's almost time for our LIVE broadcast! Join Guy Holley and myself as we delve into the world of grants and the non-profit realm. 🌐🎙️ Tune in at 8:45 PM EST/5:45 PM PST on https://ow.ly/lYmL50QflEH for an insightful discussion that could transform your approach to grants and community impact. Don't miss it! 🚀💬

05/12/2023

Attention Change-Makers! Today, at 8:45 PM EST/5:45 PM PST, our Executive Director, Drayton Jackson, will be live on Facebook with Grantmaster Guy Holley, unraveling the secrets of non-profits and grants. 🤔🌐

Make sure to join us at https://ow.ly/awqb50Qflxp for an insightful discussion on navigating the world of grants and maximizing your organization's potential. 🚀💪 Don't miss out on this chance to empower your mission!

💼🎙️