5 Reasons You’ll Love Working with Jen
1. Real Conversations, Real Impact
Jen doesn’t do cookie-cutter talks. Every session, keynote, or workshop is built around your organization’s specific challenges and goals. She listens deeply, connects authentically, and delivers insights that feel personal because they are.
2. Action That Lasts Beyond the Room
Jen’s approach goes beyond inspiration. She gives leaders practical tools and repeatable frameworks to help them lead with confidence, foster trust, and create real cultural change. Attendees leave with clarity and a plan to take action immediately.
3. Calm Confidence in the Chaos
Jen brings a steady energy that grounds and motivates. Her presence reminds people that leadership isn’t about being fearless rather it’s about staying centered, curious, and courageous when everything around you feels uncertain.
4. Lessons from the Front Lines of Leadership
From classroom teacher to CEO to Chief Growth Officer, Jen has lived what she teaches. Her stories come from real moments; leading through growth, transformation, and uncertainty. She turns those lessons into strategies your team can use right away.
5. Authenticity with
Heart
Jen’s style blends honesty, empathy, and humor. She doesn’t sugarcoat challenges, but she meets them with warmth and humanity. Her ability to balance vulnerability with strength leaves audiences feeling both seen and inspired to lead in their own way.
Proven Results. Real Reactions. Genuine Impact.
Progress begins when we trade perfection for presence and learn to lead from who we are, not who we think we should be.
High Performance
Lead Anyway: Courage Over Perfection
Part of the Lead Anyway Series
In a world where leadership often waits for permission, perfect timing, or complete certainty, Lead Anyway offers a different path forward; one fueled by clarity, courage, and conviction.
Through powerful stories drawn from SaaS, startups, and purpose-driven organizations, Jen Spencer reveals why great leadership doesn’t come from having all the answers—it comes from having the audacity to act before everything feels “ready.” With her signature mix of warmth, humor, and real-world insight, Jen challenges outdated playbooks and shows how progress begins with momentum, not perfection. This keynote empowers audiences to lead with trust in themselves, make bold decisions amid uncertainty, and inspire others to follow through authentic action.
Audiences will leave with:
- A new understanding of why “perfect timing” is a myth—and how to build momentum instead.
- Practical strategies for building courage when confidence feels out of reach.
- Tools to model decisive, authentic leadership that energizes teams, investors, and communities.
Because the future doesn’t belong to those who wait for certainty—it belongs to those who lead anyway.
Leadership
Burn the Résumé, Build the Story
Part of the Lead Anyway Series
In a world that celebrates titles, metrics, and polished résumés, Burn the Résumé, Build the Story invites leaders to rethink what truly opens doors. The future doesn’t belong to those with the longest list of credentials, it belongs to those who can tell their story with clarity, conviction, and heart.
Drawing from years of experience in leadership, growth, and transformation, Jen Spencer helps audiences see their nonlinear careers not as detours but as differentiators. With practical frameworks and relatable storytelling, she shows how to connect the dots between diverse experiences to create a narrative that cuts through noise and builds trust.
Whether you’re navigating a transition, stepping into a new role, or redefining your professional identity, this keynote helps you move from what you’ve done to who you’ve become.
Audiences will leave with:
- A reframed understanding of nonlinear careers as a competitive edge.
- A storytelling framework that leaders and executives actually remember.
- Tools to translate skills and experiences across industries, roles, and opportunities.
Because your résumé lists your past, but your story defines your future.
Motivation
Permission to Fail: Why Failure is Data
Part of the Lead Anyway Series
In a culture obsessed with success stories, Permission to Fail offers a radical reframe: failure isn’t the opposite of success, it’s the raw material that builds it.
Through stories from the frontlines of leadership, innovation, and transformation, Jen Spencer helps audiences see setbacks for what they truly are data points for growth. She reveals how the leaders who thrive aren’t those who avoid mistakes, but those who learn, iterate, and adapt faster because of them. With honesty, humor, and practical insight, Jen teaches teams how to extract lessons from failure, replace fear with curiosity, and create environments where experimentation fuels innovation.
Audiences will leave with:
- A powerful mindset shift and seeing failure as information, not identity.
- Real-world tools to build resilience without burning out.
- A framework for leading teams through challenges with transparency and trust.
Because progress isn’t born from getting it right the first time, it’s built by those who have the permission to fail and the courage to begin again.
Motivation
Make the Room (Don’t Just Get In It)
Part of the Lead Anyway Series
True influence isn’t measured by the doors you walk through, rather it’s defined by the ones you hold open.
In Make the Room, Jen Spencer redefines leadership as more than individual success; it’s about creating access, opportunity, and legacy. Drawing from her own experiences breaking barriers, leading teams, and mentoring rising leaders, Jen challenges audiences to expand their definition of influence. She shows how the greatest measure of leadership lies not in self-preservation, but in how many others you lift along the way.
With authenticity, storytelling, and practical insight, Jen equips executives and allies with tools to transform inclusion from an initiative into a way of leading. Because when leaders make space for others, they multiply their own impact, creating cultures rooted in trust, collaboration, and growth.
Audiences will leave with:
- Strategies to shift from getting in the room to making the room.
- Real-world methods to use influence to create access for others.
- A mindset that sees inclusive leadership as both a growth driver and a lasting legacy.
Because leadership isn’t about being the exception—it’s about making excellence expected.
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“Jen has an extraordinary way of leading from a place of inclusion and community. She has a natural energy for bringing out the best in people—driving conversations that lead to real, meaningful change. Working with her was a highlight of my career.”
TONIA FLORES SPEIR, DIGITAL STRATEGY LEADER
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“Jen transformed our marketing department, exceeding subscription revenue goals for the first time in years. She pushed our team to be at the forefront of industry trends, using marketing and social strategies creatively and successfully before they became industry norms.”
JAMI KOZEMCZAK, EXECUTIVE DIRECTOR
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“Jen’s marketing sensibility creates programs that don’t just drive pipeline—they lead to new places. She is well-informed, always aligned to business goals, and an empathetic ally who markets in a way that’s right for the buyer.”
MATT HENSLER, GTM CONSULTANT
“Having been in corporate America for 15 years, I have seen many Keynote Speakers. The buzz following Juan's presentation amongst our sales team was different. The vast majority of people were energized; citing the key concepts and how they can apply in their own lives.”
Kim Osborn
Chief Administrative Officer
THE PROCESS
Elevating the Way We Talk About Leadership
A keynote with Jen Spencer is more than a moment; it’s a movement toward better leadership. She curates each experience to connect emotionally and practically, blending storytelling with actionable insight that empowers people to show up as their best selves.
From the first discovery call to the final standing ovation, Jen’s process is intentional, human, and deeply impactful, reminding every listener that courage isn’t the absence of fear; it’s the choice to keep leading anyway.
Detailed Planning & Customization
In the weeks leading up to the event, Jen’s team finalizes every element—content flow, visuals, and logistics—to align with your objectives. Every keynote is uniquely crafted to reflect your organization’s tone, priorities, and culture, turning preparation into purpose.
Post-Event Reflection
After the event, Jen provides a concise follow-up summary highlighting the key themes, takeaways, and next steps for continued growth. It’s a tool your audience can revisit and use to turn inspiration into lasting change.
Strategy Call with Jen
About a month before your event, Jen will meet with your team to understand your goals, audience dynamics, and key outcomes. This collaborative session helps tailor her message to your organization’s current challenges and opportunities—ensuring every moment resonates with your audience.
Keynote Experience
On event day, Jen delivers more than a presentation—she creates an experience. With authenticity, warmth, and insight, she connects deeply with audiences, translating complex ideas into practical takeaways. The result? A room energized, aligned, and ready to take action.