ChicagoStrategyCommunity

Pull Up
To The Table.

A Chicago-based consulting and coaching practice helping students, professionals, nonprofits, and community leaders move from ideas to execution.

Relationships are infrastructure. The right conversation can change everything.

Start Here Connector Strategy Session — starting at $75
There's always a seat at the table for you.
462+
Summit Participants
33+
College Campuses
150+
College Scholars
10+
Years in Community
Trusted By & Affiliated With
PLAN4SUCCESS
University of Chicago Civic Engagement
Change Collective
Northern Illinois University
DLS
Goldman Sachs · 1MBW
American Express Academy
Who Pulls Up To The Table

Find yourself here

The table is for anyone navigating something important. Everyone has a seat.

🎓
Students

Navigating college applications, scholarships, and what comes next

👨‍👩‍👧
Parents & Families

Guiding your young person through systems you're figuring out together

🏛
Nonprofits & Orgs

Building strategy, partnerships, and community engagement that actually works

💼
Professionals

Pivoting careers, building a brand, or stepping into the next level of leadership

🌱
Everyday People

Navigating grief, transitions, parenting, or just needing someone in your corner

🤝
Community Leaders

Building ecosystems, facilitating change, and doing the work that connects people

How We Work Together

Connection is the strategy

The right conversation, introduction, or opportunity can change the trajectory of a person, organization, or community.

💡
Strategy & Consulting

Helping organizations clarify ideas, strengthen partnerships, and move initiatives forward with intention.

🎙️
At The Table Conversations

Convenings, panels, workshops, and leadership dialogues designed to spark real collaboration.

🎓
Building Your Seat

College consulting, career navigation, and first-step guidance for students, recent grads, and families.

🔗
LinkedIn & Positioning

Turning your profile and personal brand into a working tool for opportunity — not just a résumé.

🌱
Life Between The Lines

Navigating grief, parenting, personal development, and the systems most people face without a roadmap.

Pull Up A Chair

Nickie's blog on community, leadership, and navigating opportunity. Read. Think. Act.

[ Your Photo Here ]
Meet Nickie

Nickie Brookens

Convener. Strategist. Community Builder. B.A. Public Administration · Certificate in Nonprofit Management, University of Chicago Crown School

For over a decade, Nickie Brookens has helped students, families, nonprofits, and community leaders navigate opportunity through authentic relationships, strategic guidance, and community-centered leadership. As founder of PLAN4SUCCESS and creator of The Connector's Table, she connects people, ideas, and resources in ways that move vision into action.

"I built the kind of table I wish more people had access to."

The Entry Point
Connector Strategy Session
60 Minutes · Clear Next Steps
🎓 Students & Parents$75
👤 Individuals$75
💼 Professionals$100
🏛 Nonprofits & Orgs$150

Non-refundable. Applied toward any package booked within 30 days.

💳 Payment via Square — after booking you will receive a payment link by email. Your session is confirmed once payment is received.
Start Here

One conversation can change everything

Come with a challenge, a question, or a feeling that something needs to shift. You'll leave with clarity, a concrete plan, and the right next step. This is Nickie's most accessible offer — built so that everyday people can pull up a chair.

Results & Impact

What movement looks like

People come to the table at different starting points. Here's where they often land.

150+
Students Guided

College applications, scholarship strategy, career planning, and first-gen navigation

33+
Organizations Supported

Partnership strategy, community engagement design, and nonprofit capacity building

20+
Leadership Convenings

Panels, summits, facilitated conversations, and community strategy dialogues

Personal Navigation

Career pivots, branding, life transitions, grief support, and parenting guidance

What People Say

What happens when you pull up a chair

"Nickie helped me turn an idea into an actual plan. I came in confused and left with clarity, connections, and confidence I didn't know I needed."

— Community Partner & Nonprofit Leader

"Her connections and guidance opened doors I didn't even know existed. Nickie doesn't just advise — she moves with you."

— Program Participant, PLAN4SUCCESS Alumni

"I finally felt seen, supported, and clear on my next steps. This wasn't just a session — it was a turning point."

— Client · Chicago, Illinois
Pull Up A Chair

Insights from the table

Nickie writes about leadership, community strategy, navigation, and the real work of building something meaningful.

🌱
Community Strategy

Why Your Nonprofit Needs a Connector — Not Just a Consultant

The difference is trust built over years — not weeks.

Pull Up A Chair →
🎓
College Navigation

5 Things First-Gen Students Wish They Knew Before College

The conversations that changed outcomes — and why they're rarely had early enough.

Pull Up A Chair →
Leadership

Building While Surviving: What Community Work Really Costs

Nobody talks about the emotional labor of doing this work in the same communities where you're also navigating your own life.

Pull Up A Chair →
There's a seat with your name on it.

Pull Up To The Table.

Whether you're navigating something hard or building something great — the conversation is waiting.

[ Your Photo Here ]
About Nickie

Nickie Brookens

Convener. Strategist. Community Builder. B.A. Public Administration · Certificate in Nonprofit Management, University of Chicago Crown School of Social Work

Nickie Brookens is a Chicago-based community strategist, connector, and nonprofit leader with more than a decade of experience building relationships, programs, and opportunities across education, leadership, and civic engagement spaces.

As founder of PLAN4SUCCESS and creator of The Connector's Table, Nickie helps students, professionals, nonprofits, and community leaders navigate opportunity through coaching, strategic guidance, curated connections, and community-centered problem solving. Her work sits at the intersection of leadership, relationships, and execution.

Why This Work

"I built the kind of table I wish more people had access to."

Nickie didn't arrive at this work from a textbook — she arrived from life. Navigating systems as a mother, building an organization while surviving hard seasons, walking through grief alongside the people she serves, and choosing again and again to show up for her community. Her work isn't theory. It's practice, earned through years of presence and deep relationship.

Building While Surviving

PLAN4SUCCESS was built not in perfect conditions but in real ones — navigating uncertainty, personal loss, and the invisible weight of doing community work without a net. Nickie understands what it means to build something meaningful while life is still happening around you.

Motherhood & Navigation

As a mother, Nickie knows firsthand what it means to love someone fiercely and want better for them — and to learn the systems, advocate loudly, and figure it out as you go. That experience lives in every family conversation she has.

Grief & Life Transitions

Nickie has walked through loss — personally and professionally — and has sat with others in their hardest chapters. She doesn't offer platitudes. She offers presence, practical support, and a grounded belief that moving forward is always possible.

Navigating Systems

From higher education to nonprofits to civic institutions, Nickie has learned how systems work — and how to help people navigate them without losing themselves in the process.

What People Come To Nickie For

You don't have to have it all figured out.

  • Clarity on what their next step actually is
  • Connections to the right people, programs, or opportunities
  • Direction when multiple paths feel equally uncertain
  • Partnership strategy for an organization or initiative
  • Community engagement guidance that actually works
  • College or career navigation support
  • Leadership support — emerging or experienced
  • Someone to help turn ideas into actionable next steps
  • A grounded space to process a transition or hard season
  • Accountability on what they already know they need to do
The Connector Philosophy

Relationships are infrastructure.

"I believe relationships are infrastructure. The right conversation, introduction, or opportunity can change the trajectory of a person, an organization, or a community. My work is about helping people navigate systems, build meaningful connections, and move forward with clarity and intention — because nobody should have to figure out the hard stuff alone."
— Nickie Brookens, Founder · The Connector's Table
Leadership & Affiliations

Professional Roles & Community Leadership

Founder & Executive Director — PLAN4SUCCESS, Inc.
Principal Consultant — The Connector's Table
Civic Actors Studio — University of Chicago
Change Collective Fellow
American Express Leadership Academy
Goldman Sachs One Million Black Women — Black In Business
Village of Flossmoor — Programs & Events Coordinator (former)
Community Leadership & Youth Development Advocate

Ready to pull up to the table?

Find Your Seat

Pull Up To The Table.

Every client is different. Every need is real. Choose your path — or start with a Strategy Session and we'll find it together.

Everyone Welcome

Start here.
All are welcome.

The Connector Strategy Session — a focused 60-minute consultation. No topic is too big or too small. Bring a challenge, a question, or just a feeling that something needs to shift.

"You don't need a big budget or a big title to pull up a chair. You just need to show up."

— Nickie Brookens
Connector Strategy Session
60 Minutes · Real Conversation
Actionable Next Steps
🎓 Students & Parents$75
👤 Individuals$75
💼 Professionals$100
🏛 Nonprofits & Orgs$150

Non-refundable. Applied toward any package booked within 30 days.

💳 Payment via Square — after booking you will receive a payment link by email. Your session is confirmed once payment is received.

What happens in your session

  • You share your challenge, question, or goal — Nickie listens without judgment
  • Together you map the real obstacle, not just the surface issue
  • Nickie draws on 10+ years of community, strategy, and navigation experience
  • You leave with 3–5 concrete next steps and resource recommendations
  • Optional: continue with a package, workshop, or retainer

Bring anything: a career question, a nonprofit challenge, a college decision, a life transition, or just a feeling that something needs to shift.

Ready to pull up?

Book your Connector Strategy Session and let's get to work.

For Organizations, Nonprofits & Institutions

Strategy that moves
initiatives forward

Nickie brings strategy, cross-sector relationships, and execution experience to strengthen what you're building — whether you're a nonprofit, school, foundation, or civic organization.

"Organizations don't grow in isolation. They grow through the right partnerships, strategy, and people in the room."

— Nickie Brookens
💡
Strategy & Advisory
Starting at $750 · Inquire for scope

Clarify your initiative, align your team, and build a plan that gets executed — not just documented.

  • Initiative clarity and visioning
  • Partnership & vision roadmap
  • Strategic initiative design
🤝
Partnership Development
Starting at $750 · Inquire

Building institutional bridges and community relationships that fuel sustained growth and impact.

  • Partnership mapping & strategy
  • Cross-sector collaboration
  • Institutional bridge design
📅
Quarterly Retainer
Starting at $1,200/mo · Inquire

Nickie as your embedded strategic thought partner — consistent, available, and invested in your outcomes.

  • 4–6 hrs/month strategic advising
  • Community network access
  • Priority response & booking
Speaking & Facilitation

At The Table Conversations

Nickie facilitates leadership sessions, community dialogues, workshops, convenings, panels, and strategy conversations. Her facilitation style is warm, structured, and action-oriented.

Leadership & Community

  • Building Relationship-Driven Leadership
  • Youth Leadership Development
  • Community Engagement & Civic Participation
  • The Power of Connection & Social Capital
  • Creating Ecosystems of Opportunity

Students & Families

  • First-Generation College Navigation
  • Leadership Identity for Young Adults
  • Navigating College, Career & Community
  • Parent Engagement & Student Success
  • Mentorship & Belonging

Organizations & Professionals

  • Partnership Strategy & Collective Impact
  • Designing Meaningful Community Convenings
  • Building Trust Across Communities
  • Nonprofit Leadership & Sustainable Engagement
  • From Vision to Execution

Personal & Reflective

  • Leadership Through Life Transitions
  • Building While Surviving
  • The Emotional Labor of Community Work
  • Purpose, Identity & Reinvention

Ready to bring Nickie to your table?

Start with a $150 Strategy Session — or inquire directly about consulting, retainers, or facilitation.

For Students, Recent Grads & Families

Guided by someone who
knows the path

Nickie has walked alongside hundreds of students and families navigating college, scholarships, and the first steps of adult life. This is guidance from someone who has been in the room for over a decade.

"The right guide at the right moment changes everything. You don't have to figure it out alone."

— Nickie Brookens
🎓
College Consulting Package
$350 – $500 · Limited to 10 students/year

3-session package covering college fit, applications, and scholarship strategy. Nickie works with a limited number of students annually for focused, personalized guidance.

  • College planning & school fit
  • Application & essay guidance
  • Scholarship strategy & resources
📚
College Success Coaching
$200 – $300 / month

Monthly support for enrolled students — thriving in college, not just surviving it.

  • Monthly 1:1 coaching sessions
  • Academic navigation support
  • Leadership & career planning
👨‍👩‍👧
Family Navigation Session
$75 per session

For parents navigating the college process alongside their student.

  • Understanding the full process
  • Financial aid & scholarship overview
  • How to support your student
🗺️
Recent Grad Strategy
$75 – $100 per session

For recent graduates navigating what comes next — career, grad school, or life decisions.

  • Next-step clarity mapping
  • Career vs. continuing education
  • Positioning for the job market

Let's chart the path forward.

College consulting is limited to 10 students per year. Book early for personalized guidance.

For Professionals in Transition

Navigate your next
level with intention

Whether you're pivoting careers, stepping into leadership, or launching something new — Nickie brings coaching, a cross-sector network, and strategic thinking to help you move with purpose.

"The difference between spinning your wheels and moving forward is often one honest conversation with the right person."

— Nickie Brookens
🔄
Career Pivot Package
$500 – $750 · 4 sessions

Positioning, resume, LinkedIn, and interview preparation — built around your real story, not a template.

  • Brand & positioning strategy
  • Resume + LinkedIn overhaul
  • Interview preparation & confidence
📈
Leadership Coaching
Starting at $500 · Inquire

For emerging leaders navigating purpose, visibility, and organizational impact.

  • Leadership narrative development
  • Executive advisory sessions
  • Community & network strategy
🎤
Group Workshop
$500 – $1,500 per session

Brand Called YOU, Game of Life, and custom workshops for teams and professional groups.

  • Custom workshop design
  • Live facilitation included
  • Follow-up resources
🏗️
Nonprofit Founder Coaching
Starting at $500 · Inquire

For nonprofit founders navigating sustainability, visibility, board relationships, and personal positioning.

  • Founder identity & narrative
  • Organizational positioning
  • Sustainability & funding strategy

Your next move starts here.

Get clear on where you're going and build the bridge to get there. Start with a $100 session.

For Everyday People

Life doesn't come
with a roadmap

Nickie is not a licensed counselor — but she has coached friends, community members, and families through some of life's hardest chapters for over a decade. Sometimes you need someone in your corner who's been in the room.

"I'm not your therapist. I'm the friend who has been through it, knows the system, and will sit with you until you find your footing."

— Nickie Brookens
🌿
Life Strategy Session
$75 · 60 minutes

Untangle where you are, where you want to go, and what's actually standing in the way.

  • Values & vision mapping
  • Obstacle identification
  • Concrete next-step plan
💛
Grief Navigation Support
$75 per session

Compassionate, grounded support for navigating loss — of a person, a relationship, a job, or a chapter of life.

  • Space to process without judgment
  • Practical next-step support
  • Community resource connections
👨‍👩‍👧‍👦
Parenting Navigation
$75 per session

For parents navigating schools, systems, college prep, or raising young people in complex environments.

  • School and system navigation
  • College prep for your household
  • Supporting teens and young adults
Personal Brand Building
$75 – $150 per session

For people who want to show up differently — in their community, their career, or their own life.

  • Brand identity and voice
  • Visibility and presence strategy
  • Action plan to show up fully

You don't have to figure it out alone.

There's a seat at the table for everyday people navigating real life. Start at $75.

LinkedIn & Personal Positioning

Your profile should be
working for you

Nickie's decade of community building, career navigation, and cross-sector positioning makes her uniquely qualified to transform your LinkedIn presence from passive to powerful.

"LinkedIn is not a résumé. It's a living, breathing relationship tool. Let's make yours do the work."

— Nickie Brookens
⭐ Most Requested
🔗
LinkedIn Strategy & Profile Overhaul
$350 – $600 · 2-Session Package

A complete strategic overhaul built around your actual story, your target audience, and the opportunities you want to attract.

  • Profile audit & competitive analysis
  • Headline, summary & About section rewrite
  • Featured section strategy
  • Skills & keyword optimization
  • Content strategy: what to post and when
  • Outreach & connection growth tactics
🪞
Personal Brand Audit
$100 per session

A deep-dive into how you show up online, on paper, and in rooms — and where the gaps are costing you.

  • LinkedIn, resume & bio review
  • Positioning gap analysis
  • Written recommendations
✍️
Bio & Narrative Writing
$200 – $350

Professional bio, speaker bio, and personal narrative written to position you precisely and memorably.

  • Long-form professional bio
  • Short & speaker bio versions
  • LinkedIn About section

Ready to make LinkedIn work for you?

Start with a $100 Personal Brand Audit — or go straight to the full overhaul.

🪑 Nickie's Blog & Newsletter

Pull Up
A Chair

Where Nickie shares insights on community strategy, leadership, education, and the alchemy of meaningful connection. Read. Think. Act.

Latest Posts

Ideas that lead to action

🌱
Community Strategy

Why Your Nonprofit Needs a Connector — Not Just a Consultant

The difference between a consultant who delivers a report and a connector who changes your ecosystem is trust built over years — not weeks.

May 2026Pull Up A Chair →
🎓
College Navigation

5 Things First-Gen Students Wish They Knew Before College

After a decade working alongside first-generation students, these are the conversations that changed outcomes — and why they're rarely had early enough.

April 2026Pull Up A Chair →
Leadership

Building While Surviving: What Community Work Really Costs

Nobody talks about the emotional labor of doing this work in the same communities where you're also navigating your own life.

March 2026Pull Up A Chair →
🔗
LinkedIn & Positioning

Your LinkedIn Is Lying About You — Here's How to Fix It

Most profiles are reverse-chronological tombstones. Here's how to turn yours into a living, breathing opportunity engine.

February 2026Pull Up A Chair →
🌿
Life Between The Lines

Navigating Grief Without a Map: What Actually Helps

Nobody teaches you how to grieve a job, a relationship, or a version of yourself. Here's what I've learned walking alongside people through it.

January 2026Pull Up A Chair →
🏙️
Chicago

South Side Strong: What the Rest of the City Can Learn From Us

The South Side doesn't lack resources — it lacks investment in the people and organizations already doing extraordinary work.

December 2025Pull Up A Chair →

🪑 Table Talk — the newsletter

Get Nickie's latest insights on strategy, community, and leadership — delivered to your inbox.

There's a seat at the table for you.

Pull Up To The Table.

Ready to move from where you are to where you want to be? Nickie is ready to help you find the right next step.

Let's get to work.

Whether you need a single strategy session or an ongoing thought partner, the first step is a conversation. Nickie personally reviews every inquiry and responds within 48 hours.

📍Chicago, IL — South Side & South Suburbs
📅Booking via Calendly — link sent on confirmation
💼Connect on LinkedIn

Find Your Service Track

Nickie personally reviews every inquiry. You'll hear back within 48 hours.