Virtual Keynote Speaker - Jessica D. Winder

A virtual keynote should leave people with more than ideas. It should leave them ready to act. Jessica D. Winder blends humor, leadership lessons, and down-to-earth guidance in every talk. Her sessions give teams tools they can use right away.

Get in touch to discuss booking Jessica for your next virtual keynote.

Book Jessica For Your Next Event

Why Book a Virtual Keynote Speaker?

  • The Rise of Remote Events and Online Experiences

    Virtual events have become a core part of how organizations gather, learn, and connect. After 2020, demand for online events grew sharply and hasn’t slowed down. Today, 63% of event organizers plan to increase their investment in virtual events in 2025.

    The appeal is clear: virtual events are more affordable, easier to scale, and accessible to teams across time zones. Companies no longer have to fly people in or book large venues to bring their teams together.

  • The Benefits of a Virtual Guest Speaker

    Virtual teams often face big challenges such as: 

    - Disconnection

    - Unclear goals

    - Burnout

    Bringing in a speaker adds an outside perspective. They offer expert insights, tailored advice, and fresh energy.

Meet Jessica D. Winder

Jessica D. Winder is a leader in human resources. Jessica is the Senior Vice President of People at CoLab Software. She also leads Hidden Gem Career Coaching, helping companies rethink how they grow talent and individuals attain their dream careers. 

Experience with Big Events & Important Discussions

She’s delivered training and workshops virtually for companies. She also has spoken at various live events including Transform in 2023, 2024, and 2025.

Check out this video of Jessica taking part in a virtual panel discussion. 

Contact Jessica

Speaking Style: Engaging, Practical, and Insight-Driven

Jessica delivers her talks through stories, humor, and grounded examples from her experiences in the field. Her “edutainment” approach keeps audiences engaged while staying focused on actionable lessons. She designs each session to be inclusive, aiming to meet the needs of all types of learners.

Virtual Speaking Topics That Inspire and Lead 

Jessica has experience in a variety of areas. Below are some of the topics she can cover at your virtual event!

Leadership Development for Modern Workplaces

Jessica helps leaders grow with skills that apply in the real world. Her approach teaches managers how to coach, give feedback, and lead without ego. Emotional intelligence is at the core of her leadership training.

She works with both new managers and seasoned executives who are facing change, whether it’s a startup scaling fast or an enterprise shifting direction. Jessica shows leaders how to guide their teams with clarity and care.

Building High-Performance Teams

High-performing teams don’t happen by accident. Jessica shows leaders how to build trust, increase accountability, and keep morale up in any work setting. Her strategies fit remote, hybrid and in-person teams.

Her approach uses data to find the root of problems like high turnover or low engagement. Then she works with leaders to build simple, lasting fixes. Clients reported better retention and higher employee satisfaction after following her advice.

Shaping Inclusive, Resilient Company Cultures

Jessica supports leaders in creating cultures where fairness and inclusion are more than goals, they’re embedded in daily operations. She has a strong background in DEI strategies. She leads ethical leadership efforts and designs people-first policies that stand the test of time.

Her coaching supports leaders through complex moments. Whether that’s scaling fast, navigating mergers, or facing high-pressure decisions. She works to make sure values stay intact when it matters most.

Human Resources Leadership

Jessica draws on her HR leadership experience to guide organizations through people-centered challenges. Her expertise includes DEI, mental health, ethical hiring, and building strong cultures. She teaches HR teams how to create systems that stay human-focused as they scale.

Her sessions address practical topics such as improving candidate experience, creating ethical hiring frameworks, and building leadership pipelines. Jessica speaks directly to executives, leaders, entrepreneurs, and HR professionals who need solutions that work.

What to Expect from a Virtual Keynote 

Jessica’s virtual keynotes deliver actionable ideas in an engaging, easy-to-follow style. She adapts each talk to match your audience, goals, and platform.

Format Options: Keynote, Fireside Chat, Workshop

Jessica’s virtual talks can be delivered as a keynote, a fireside chat, a workshop, or as participation in a discussion. Keynotes are best for sharing big-picture ideas with large audiences. Fireside chats work well for smaller groups looking for an open, informal discussion. Workshops are designed for groups that want to practice new skills together.

She adapts her tone and style for each setting. Jessica can take the lead, co-present with another speaker, or guide collaborative sessions. She tailors both the content and the interaction level to fit the event.

Technology & Setup for Seamless Events

Jessica comes with quality audio, video, and lighting gear. This helps her deliver a smooth and polished virtual presentation. She partners with your tech team to confirm the setup works on your platform, from Zoom to Teams or beyond. Every detail, from sound checks to camera framing, is handled in advance.

Whether your event calls for a studio-style setup or a simple webcam format, Jessica is prepared. She adapts to the level of formality and production you need. Platforms like Zoom now support up to 1 million viewers, making it possible to host large audiences without losing quality. 

Pre-Event Customization and Research Support

Jessica prepares for each event by gathering insights about the company and the people who will attend. This may include running a culture scan or sending an attendee survey. She can also meet with HR or leadership to fine-tune her message.

This is how she makes sure the speech feels personal to the viewers. 

Why Virtual Events Need Extra Engagement

Virtual events can be very entertaining if done right. Jessica uses various techniques to make sure the audience is paying attention. These may include interaction, relatable stories, and a clear structure to make sure each message lands.

H3: Grabbing Attention

To hold attention in a virtual setting, Jessica builds in real-time interaction with chats, polls, and open Q&A. These moments give attendees a voice and keep the energy up.

She doesn’t rely on slides alone. Instead, she weaves in stories and light humor to make the content relatable. Each part of her talk connects to the next, so the audience stays with her from start to finish.

H3: Turning Virtual Fatigue into Energy and Impact

Jessica treats virtual fatigue as something teams can fix, not just deal with. She builds breaks, humor, and simple reframes into longer sessions to help people reset. Her talks focus on leaving audiences with clear, useful “aha moments” that stay with them.

Book Jessica For Your Next Event

Frequently Asked Questions About Virtual Speaking

  • Jessica can deliver a virtual keynote through your platform of choice. She generally uses platforms like Zoom or Teams. She will work with your tech team on setup and can provide a recording and post-event resources if requested.

  • Jessica makes each talk unique. She connects with your team, learns about audience needs, and adjusts examples to match your industry, values, and goals.

Book a Virtual Leadership Speaker for Your Next Event 

Availability & Pricing

Jessica offers mid-range pricing adjusted for various factors. These may include prep needs, audience size, and session type. She may also offer discounts for nonprofits, educational institutions, or multi-event packages.

How to Get Started

To book Jessica, send an inquiry, set up an alignment call, and complete the event briefing. Contact us through our contact page today!

Book a Free Consultation