Jessica D. Wells, MBA, Executive Assistant to the CEO | Strategic Executive Partner on Influential Women

Influential Woman · Nonprofit

Jessica D. Wells, MBA

Executive Assistant to the CEO | Strategic Executive Partner, Lincoln Park Community Services

Chicago, IL

4Awards received

Certifications · Degrees · Memberships

Degree Bachelor's Degree in Political Science Degree Bachelor's Degree in History Degree Bachelor's Degree in Computer Science Degree MBA in Management Cert HIPAA License Cert U.S. Secret Service Government Clearance Member Worldwide Women's Association

Her Story

About Jessica


I serve in a dual capacity within the nonprofit sector as the Executive Assistant to the Chief Executive Officer at Lincoln Park Community Services while also leading my own organization, The I See You Foundation.

In my role at Lincoln Park Community Services, I serve as far more than an executive assistant. I function as a strategic executive partner with significant involvement in board engagement and organizational governance. I coordinate all board meetings and events, contribute to organizational decision making, and oversee leadership operations and communications throughout the organization. I provide critical support that ensures alignment across key initiatives and helps maintain the effective operation of the organization.

In addition, I participate in speaking engagements where I educate audiences about the shelter, its mission, and its impact. I also play an important role in community outreach, networking, and volunteer recruitment, helping to engage individuals who are interested in supporting our work and advancing our mission.

My passion for this work is deeply personal. I once lived in the very shelter where I now serve professionally. That experience of seeking support during a period of homelessness continues to inspire and motivate my commitment to helping individuals who are currently experiencing homelessness. Although I have served in my current executive assistant position for just under one year, I have dedicated more than five years to community service and nonprofit engagement in various capacities.

My journey from shelter resident to organizational leader reflects my dedication to creating meaningful change and improving the lives of individuals experiencing homelessness.

Her Interview

Ten minutes with Jessica

01What do you attribute your success to?

I attribute my success to resilience, determination, and a deep commitment to serving others. My personal experience with homelessness gave me a unique perspective on the challenges many individuals face and instilled in me a strong sense of purpose. Rather than allowing adversity to define my future, I used it as motivation to create meaningful change in my own life and in the lives of others. I have remained committed to continuous growth, hard work, and community service, which have enabled me to progress from being a shelter resident to serving in a leadership role within the same organization. I also attribute my success to the mentors, colleagues, and supporters who believed in me along the way and provided opportunities for me to learn, contribute, and lead. Above all, my success is rooted in a genuine passion for helping others and a belief that every person deserves dignity, support, and the opportunity to thrive.

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

The best career advice I have ever received was to never allow my current circumstances to define my future potential. Early in my journey, I learned that where I started did not have to determine where I would finish. That advice encouraged me to focus on growth, remain open to opportunities, and continue investing in myself even when the path forward was not always clear. It taught me to view challenges as opportunities for learning rather than barriers to success. As someone who went from experiencing homelessness to serving in a leadership role within the nonprofit sector, that mindset has been instrumental in both my personal and professional development.

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

My advice to a young woman entering the nonprofit sector would be to embrace every opportunity to learn, build meaningful relationships, and never underestimate the value of your voice. The nonprofit field is mission driven, but it also requires strong leadership, strategic thinking, and the ability to collaborate effectively with diverse groups of people. Be willing to take on challenges that stretch your abilities, ask questions, and seek out mentors who can help guide your professional growth.

I would also encourage her to remain connected to the purpose behind the work. The nonprofit sector can be demanding, and there will be moments when the challenges feel overwhelming. Having a clear understanding of why you chose this work will help sustain you during difficult times and keep you focused on the impact you are making.

Most importantly, do not allow others to define your limitations. Confidence, professionalism, and persistence can open doors that may initially seem out of reach. Your background, experiences, and perspective are strengths that can help you become a more effective leader and advocate for the communities you serve. Stay committed to your growth, lead with integrity, and remember that meaningful change often begins with people who are willing to step forward and make a difference.

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

One of the biggest challenges facing the nonprofit sector, particularly organizations serving individuals experiencing homelessness, is the growing gap between community needs and available resources. Many organizations are seeing increased demand for services while navigating limited funding, rising operational costs, workforce shortages, and the ongoing need for affordable housing. As a result, nonprofits are often being asked to do more with fewer resources while still delivering high quality, person centered services.

At the same time, I believe there are tremendous opportunities within the field. There is growing public awareness of homelessness and the systemic factors that contribute to housing instability, which has created more opportunities for collaboration among nonprofits, government agencies, businesses, and community stakeholders. Technology, data driven decision making, and innovative service models are also helping organizations better understand client needs and measure outcomes.

Another significant opportunity is the ability to elevate the voices of individuals with lived experience. People who have personally navigated homelessness bring valuable insight into what works, what does not, and how services can be improved. As someone who once lived in a shelter and now serves in a leadership role within a nonprofit organization, I have seen firsthand how lived experience can inform more effective solutions and create stronger connections with the communities we serve.

Ultimately, the greatest opportunity in our field is to move beyond simply managing homelessness and toward creating sustainable pathways to housing stability, self sufficiency, and long term success for the individuals and families we support.

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

The values that are most important to me in both my work and personal life are integrity, compassion, resilience, service, and authenticity.

Integrity is important because I believe trust is the foundation of every meaningful relationship, whether with colleagues, community members, or loved ones. I strive to be someone whose actions align with my words and who can be counted on to follow through on commitments.

Compassion is at the heart of the work I do. Having experienced homelessness myself, I understand the importance of treating every person with dignity, respect, and empathy. I believe that everyone deserves to be seen, heard, and valued, regardless of their circumstances.

Resilience has been a guiding force throughout my life. Challenges and setbacks have taught me the importance of perseverance, adaptability, and maintaining hope even during difficult times. Those experiences have shaped both my character and my leadership style.

Service is another core value. I am deeply committed to helping others and creating opportunities for people to thrive. Whether through my work in the nonprofit sector or through my own foundation, I find purpose in contributing to something greater than myself.

Finally, authenticity is essential to me. I believe in leading with honesty, embracing my experiences, and showing up as my genuine self. I have learned that some of the most meaningful connections and opportunities come from being transparent about both challenges and successes.

Together, these values guide my decisions, shape my relationships, and influence how I lead, serve, and engage with the world around me.

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