Leaders Aren’t Born – They’re Made.

We develop powerful team + leadership development workshops specifically designed for sales teams and sales leadership environments. We understand that sales professionals operate in dynamic, relationship-driven settings that require unique leadership approaches emphasizing trust-building, performance motivation, and collaborative achievement. Our methodology centers on enhancing sales team leadership capabilities that thrive through client relationship development, revenue growth opportunities, and market expansion initiatives.

From account management teams and inside sales groups to sales development representatives, regional sales managers, and enterprise sales professionals, our results-focused, performance-oriented approach ensures immediate application and sustained sales team effectiveness. We recognize that sales teams bring exceptional communication skills, competitive drive, and relationship-building expertise – our workshops maximize these natural strengths while introducing leadership frameworks that enhance team collaboration, client engagement, and sales performance excellence. Our sales leadership workshops integrate proven sales methodology with advanced team development, creating experiences that resonate with sales professionals while driving measurable improvements in team cohesion and collective performance. This sales-specific approach acknowledges the unique pressures and opportunities within sales environments, providing authentic preparation for sales leadership roles.

Suggested Leadership Workshops: Sales Teams

Resilience Through Change

Creating a Culture of Trust in Times of Uncertainty

What does it truly mean to be resilient? In times of uncertainty and change, how can we cultivate an environment that empowers individuals to adapt, persevere, and move forward with confidence? This workshop explores the key mindsets, behaviors, and communication strategies that strengthen resilience at every level—within leaders, teams, and ourselves. By fostering trust, adaptability, and a forward-thinking culture, participants will gain the tools to navigate challenges with clarity and create a foundation for sustained success.

Learning Objectives:

  • Define the concepts of positive psychology, trust, and resilience, and explore the building blocks that allow this to prosper in an individual level and within a team environment
  • Explore the five common traps where individuals get stuck, and practice the escape route strategies to help ourselves and others to break free
  • Design a team environment where trust can thrive, and open dialogue is encouraged

Key Themes & Leadership Behaviors:

  • Emotional Intelligence
  • Adaptability
  • Effective Communication

Learning Objectives:

  • Experiment with interactive exercises to enhance active listening, setting others up for success, challenging the status-quo, and confidently stepping outside of our comfort zones
  • Embrace the concept of “YES, AND” to build upon the ideas of others in an effort to strengthen interpersonal, team, and organizational relationships
  • Develop an action + implementation plan for positive, long-term behavior change

Key Themes & Leadership Behaviors:

  • Collaboration + Trust
  • Effective Communication
  • Openness to Change + Innovation

IMPROVing Team Collaboration

Embracing “YES, AND” to Foster Leadership & Build Trust

Understanding the fundamentals of improvisation enhances core communication in personal and professional settings. Improvisation requires participants to think on their feet, be in the moment, and use enhanced active listening skills, all of which play a role in our success in the work we do on a daily basis. In this workshop, participants will gain an understanding of how to fully embrace “YES, AND” and other core principles from improv for increased collaboration, trust, and enhanced team dynamics.

The DNA of Engagement & Motivation

Leveraging Motivation to Spark & Inspire Engagement

Whether working with your highest performers or the ones with the most room for growth, smart leaders are constantly contemplating how to motivate and influence their teams to succeed. So often we rely on external rewards – like motivating a horse to run with the carrot on a stick – yet these can only work for so long. In this workshop, we take a deep dive into the psychology of motivation, and explore specific strategies to directly influence your teams to operate at peak performance.

Learning Objectives:

  • Explore the three types of motivation and engagement, taking a pulse on current organization-wide strategies and opportunities for the future
  • Experiment with three unique theories to immediately increase intrinsic motivation
  • Develop an action + implementation plan for positive, long-term behavior change

Key Themes & Leadership Behaviors:

  • Engagement + Motivation
  • Talent Strategy + Development
  • Leading with Values
  • Active Listening

Learning Objectives:

  • Determine personal approach to conflict conversations, and discover the five differing conflict styles
  • Identify benefits and potential obstacles for each style to clarify effective conflict communication strategies
  • Develop an action + implementation plan for positive, long-term behavior change

Key Themes & Leadership Behaviors:

  • Effective Communication
  • Adaptability + Assertiveness
  • Consensus Building + Alignment

We Can Work It Out

An Experiment with Conflict & Consensus Building

While frequent conflict can certainly be taxing or uncomfortable, disagreements can often lead to enhanced respect, open-mindedness, and innovation. In this workshop, participants will have the opportunity to understand various reactions to conflict, and discover which response is most appropriate for a given situation. Participants leave this session with a deeper understanding of their natural communication style during times of conflict, and a refreshed outlook on how to approach these conversations in the future.

Why Sales Teams Choose The Leadership Laboratory

Sales team development requires specialized understanding of competitive environments, quota pressures, and relationship-driven success metrics. Sales professionals need leadership tools that enhance team collaboration without compromising individual performance, building supportive team cultures that accelerate collective achievement. The Leadership Laboratory delivers sales leadership workshops that are engaging, performance-driven, and designed to unlock the collaborative potential within high-performing sales organizations.

Our researched-based sales team workshops blend the art and science of leadership development to create dynamic, interactive experiences – strengthening sales leadership effectiveness and team performance. We understand that sales professionals demonstrate remarkable resilience, persuasive communication abilities, and goal-oriented mindsets. Our expertise focuses on channeling these existing capabilities while introducing sales leadership competencies that improve team dynamics, client relationship strategies, and revenue generation approaches.

Whether your team encompasses inside sales representatives, field sales managers, business development professionals, or sales operations specialists, The Leadership Laboratory creates targeted, evidence-supported workshops that reinforce current strengths, enhance sales leadership presence, and generate improved team collaboration, client relationship excellence, and sales performance outcomes. Rooted in performance psychology and sales effectiveness research, our framework emphasizes achievement amplification over performance deficits, concentrating on sales success and team empowerment.

The Leadership Laboratory operates nationwide with both in-person and virtual healthcare leadership development workshops. We proudly serve healthcare organizations around the world and throughout the United States across the country, including Chicago, New York, San Francisco, and Dallas.

Strategic Considerations for Sales Team Development

Sales leadership workshops address the distinctive balance between individual achievement and team success that defines effective sales organizations. Our approach recognizes that sales professionals excel when supported by strong team relationships, shared best practices, and collaborative problem-solving approaches that enhance rather than compete with individual performance goals.

The Leadership Laboratory's sales team leadership training integrates relationship-building strategies with performance optimization techniques, ensuring participants develop both the interpersonal skills and strategic thinking necessary for sales leadership success. We focus on building communication effectiveness across different sales roles, conflict resolution skills for competitive environments, and the emotional intelligence required to motivate diverse sales personalities while maintaining high-performance standards.

Our methodology acknowledges that sales teams face unique leadership challenges including territory management, client relationship ownership, and performance variability that require specialized leadership approaches. We create workshop experiences that feel authentic to sales culture while introducing leadership concepts that enhance team effectiveness and individual career advancement.

Our sales leadership development workshops implement proven approaches created specifically for sales environments, generating concrete improvements in team communication, collaborative selling strategies, and sales leadership capabilities to inspire long-term positive transformation throughout your sales organization.

Building tomorrow's leaders today.

The Leadership Laboratory works across multiple industries - including start-up and established technology firms, non-profit and government agencies, finance companies, healthcare organizations and more. We are proud to collaborate with individuals and teams of all sizes.

Contact us and say hello! We're excited to get to know you and share our ideas on learning + leadership development.

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    Collaborating Partners

    “I laughed harder than I have in a while!”

    Our workshop was engaging, informative, rejuvenating and pure fun. I laughed harder than I have in a while! This was a phenomenal way to get more comfortable as a team.

    — Director of People, SpotHero

    “You made this easy to apply and implement”

    You listened to our needs and adapted on the spot to incorporate leadership lessons. Every element was backed up by research, and you made this easy to apply and implement.

    — VP / HEAD OF PEOPLE, WARBY PARKER

    Meet Jacob Goldstein

    Jacob Goldstein is the founder of The Leadership Laboratory, and leverages his experiences in education, the performing arts, and corporate learning & leadership development to his work. As a performer, Jacob has sung as a backup vocalist for musical artists such as Josh Groban, Idina Menzel, and Patti LuPone, as a recording artist for Netflix series Sense8, and at venues including The United Center, The Chicago Theater, and Chicago Symphony Center. In the education space, Jacob has served as an educator for high school, undergraduate and graduate students, and has been a Guest Lecturer at Northwestern University since 2016. As a Learning & Leadership Development Consultant, Jacob has worked as a one-on-one coach and group workshop facilitator to organizations ranging from startups to Fortune 500 companies in diverse industries, including technology, healthcare, non-profit, and fashion/apparel. Jacob holds a Bachelor’s degree from The University of Illinois at Urbana-Champaign, and a Master’s of Science in Communication from Northwestern University.

    Frequently Asked Questions

    What is the Typical Size of Sales Teams Leadership Development Workshops?

    At The Leadership Laboratory, we customize each learning experience to align with your team and culture.  Traditionally, we recommend between 20 – 30 participants per workshop, though often work with groups as small as 5 to as large as 5,000+.  Knowing your audience size can help us to design a workshop partnership to maximize engagement and participation, and honor each participant at their respective knowledge and experience level.

    Are Sales Teams Leadership Development Workshops Available Both In-Person and Virtually?

    Yes! All of our programming can be facilitated on-site, virtually, or in a hybrid format (virtual facilitation to an in-person audience).  For both on-site and virtual workshops, we traditionally recommend a lead time of 6 – 8 weeks to get your top choice of date for a facilitated partnership.

    How Do We Choose Sales Teams Leadership Development Workshops?

    When working with a new partner, we leverage a process called backwards design theory to curate a tailored learning experience.  One of the first questions that we ask is “what would you like this audience to do differently as a result of this collaboration?” – in other words, what are the skills or behaviors you’d like this group to have, or the knowledge they want to possess?

    Once we know and define these learning objectives, we can work backwards and partner with you to determine what content can support in making those goals a reality.  For a sample list of workshops, feel free to check our Workshop + Experiments pages, or browse the Workshop by Industry or Workshops by Role pages for additional recommendations.

    How Long are Sales Teams Leadership Development Workshops?

    Each of our workshops is designed to be approximately 2.5 – 3 hours in length.  For on-site partnerships, most groups opt for two back-to-back workshop topics to create a full day of learning.  For teams looking for sessions outside of the standard length, please contact The Leadership Laboratory to discuss more customized options. 

    Can We Customize Sales Teams Leadership Development Workshops?

    Yes!  At The Leadership Laboratory, we leverage a process called backwards design theory to curate a tailored learning experience.  As we collaborate with you to learn more about your goals, we can incorporate information about your team’s culture, organizational strategy, and industry trends to design an experience that truly resonates, with easy-to-apply concepts that lead to long-term, positive behavior change.  

    We know that each participant has their own unique learning goals, and have designed our leadership development experiences to customize our content to each person in the moment.  We kick-off each workshop with an opportunity to learn more about the goals of each participant in the room, and align the experience to what is most top-of-mind for them.  This differentiated learning allows us to adjust to each unique participant, as well as honor the diverse perspectives, roles, and experience in the room.

    Does The Leadership Laboratory Work with Individual Sales Professionals?

    At The Leadership Laboratory, most of our workshops are designed for teams or groups of leaders within organizations.  As we focus on customizing each leadership development experience to the unique elements of each organization’s culture and team’s communication style, our work is focused on sessions that departments or groups within the same organization can participate in together, as opposed to sessions that individuals can sign up for on their own.

    For individuals looking for one-on-one development, The Leadership Laboratory offers select executive coaching and thought partnership opportunities. Feel free to reach out directly for more information.