Philanthropic. Loving. Nurturing.

Dr. Jacquelyn Wilson is the Founder and Executive Director of Surprise The Strugging, Inc. For the past seven years, Dr. Wilson has diligently worked towards uplifting and changing the lives of countless homeless women and teen girls, as well as the less fortunate in the NYC area, while occasionally answering the call to aid others in other states and globally. It all started with a selfless thought…

Surprise The Struggling Inc. Executive Director

Chaplain, Dr. Jacquelyn Wilson is the Founder and Executive Director of #SurpriseTheStruggling™ Inc., a global hashtag movement/Npo reaching across the globe. Dr. Wilson assists women and teen girls through the transitions of homelessness.  Surprising women with purses filled with toiletries and other necessary hygienic items. 

In conjunction with The Doctor Wilson Leadership Academy, #SurpriseTheStruggling™ also provides monthly Tea Huddles for women in transition, offering them a place to regroup and gain resources on what they need to move forward in their lives. The Tea Huddles are taking place in various cities across the United States. 

The DWLA  also facilitates a (Clarity Coaching) workshop for less fortunate beginner entrepreneurs “In the community” twice a month at the SI mall, in the Emblem health space!

Dr. Wilson is also a proud member of The NCNWSI–National Council of Negro Women Staten Island and an active Mentor. Dr. Wilson also Hosts a (Grief Circle) for women & men (The Doctors Are In) and is a Board Member of NYS #1 Anti Gun Violence Organization Street Corner Resources.  

As the Founder, also, of Queen’s Don’t Trip We Adjust Our Crowns And Aim, Dr. Wilson promotes monthly educational trips to the Gun Range educating women on how to become licensed legally!


Dr. Jacquelyn Wilson has received numerous accolades and awards for her philanthropic and humanitarian work in the community. She is the recipient of twelve NYC Council Citations and over fifteen Awards for service and an Honoree for her influence.

4 X Best Selling Author in four categories 

Co-Author Sister’s Inspiring Sisters 

Co-Author of Hartford’s Litt Anthology 

Self Published author of her new release book Noonjewels Pieces of me VOL1 Avail 

Host of (Uncut Jewels) Podcast on: Apple | Spotify | Google | YouTube & all Podcast Apps 

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