11-08-2026Entrepreneurs: How Better Employee Communication Grows Business with Dr. Kristine Sickels + Others, Episode #306


Our Featured Guest for November 8, 2026 is Dr. Kristine Sickels and our Entrepreneur Spotlight Guests are Jill Dunn, Michele Joseph, Shawn Gregoire and Sid Karnati.

What happens when talented employees are afraid to speak up, entrepreneurs struggle to find meaningful connections, or young people aren’t prepared for the jobs of the future? On this episode of Passage to Profit – Road to Entrepreneurship, hosts Richard Gearhart and Elizabeth Gearhart explore the challenges and opportunities shaping today’s business world with five fascinating guests: Dr. Kristine Sickels, Jill Dunn, Michele Joseph, Shawn Gregoire, and Siddharth (Sid) Karnati. Their conversations cover workplace communication, female entrepreneurship, professional matchmaking, workforce development, artificial intelligence, biomedical research, and the future of career opportunities.


Dr. Kristine Sickels: The Hidden Cost of Workplace Silence and How to Become the Clearest Voice in the Room

Dr. Kristine Sickels spent more than 20 years in corporate America, including senior executive leadership at Newell Brands, working with some of the world’s biggest consumer brands. After observing that knowledgeable employees, particularly women, often softened their opinions, were interrupted, or remained silent in important business meetings, she decided to take a different entrepreneurial path.

Kristine is the co-founder of C-Sweet, a consulting firm made up of experienced female executives who provide fractional executive leadership in marketing, strategy, and consumer insights to growing companies. She is also the CEO and owner of Mic Drop Workshop, which helps women develop their public speaking skills, tell their stories, and build income through paid speaking engagements.

In this conversation, Kristine explains why workplace silence can be extremely expensive for businesses, even when the cost doesn’t appear on a company’s profit and loss statement. Employees who don’t speak up may be withholding the next great business idea, an important warning about risk, or an opportunity to improve operations.

She introduces the Voice Framework from her book, The Clearest Voice in the Room: How to Speak with Power and Intention at Work. The framework focuses on Values, Outcome, Identity, Consistency, and Energy. She also explains the difference between being a spotlight speaker, who worries about everyone looking at them, and a lighthouse speaker, who focuses on guiding others toward an idea or decision.

Kristine shares practical advice for overcoming the fear of speaking up, building communication confidence through low-risk situations, preparing a point of view before meetings, and creating workplace cultures where employees feel comfortable contributing their knowledge.

Find Dr. Kristine Sickels:


Jill Dunn: Professional Matchmaking, Modern Dating and the Business of Human Connection

Jill Dunn is the founder of Jillin’ It, a professional matchmaking business dedicated to helping singles find meaningful relationships through personalized introductions rather than relying exclusively on dating apps.

After going through her own divorce, Jill discovered a passion for helping people find love and eventually decided to focus her entrepreneurial efforts on matchmaking. Today, she leads a team that recruits, interviews, and evaluates potential partners for clients, creating highly personalized introductions based on compatibility, lifestyle, values, and long-term goals.

Jill explains why she believes dating apps have created an environment she calls “Amazon Prime Dating,” where people continually swipe in search of someone better rather than developing meaningful connections. Her mission is to rehumanize dating by bringing people together through carefully curated introductions.

She discusses why shared values, family plans, lifestyle compatibility, and important relationship goals matter more than having every hobby or interest in common. She also explains how professional matchmaking can eliminate some of the awkwardness of first dates by addressing important compatibility questions before two people meet.

Jill shares practical dating advice, including why people should approach dates with an open mind, focus on enjoying the experience rather than immediately evaluating someone as a potential spouse, and reflect on what they learn from each interaction.

Her matchmaking services primarily serve clients in Connecticut, New York, and New Jersey, while her network of professional matchmakers allows her to make connections beyond the region.

Find Jill Dunn:


Michele Joseph: Developing Tomorrow’s Leaders and Preparing the Next Generation for the Workforce

Michele Joseph is the CEO of SGAP Leaders (Student Global Ambassador Program) and president of Next Generation, Inc. She is an entrepreneur, educator, and workforce development advocate focused on preparing young people with the leadership, communication, and technical skills they need to succeed.

SGAP Leaders is a leadership development program for students in grades 7 through 12. Through STEM, sustainability, and social impact initiatives, the organization helps students develop critical thinking, communication, collaboration, problem-solving, and other essential soft skills. Michele explains that SGAP has been operating for approximately 17 years and has impacted around 5,300 students across 81 schools and school districts.

Michele also discusses the creation of Next Generation, Inc., a training and workforce development company serving young adults between the ages of 18 and 35, as well as employers in industries such as construction, energy, and workforce development.

She identifies a significant gap in the labor market: experienced tradespeople are approaching retirement, while employers are struggling to develop the next generation of skilled workers. She believes young people need to understand that successful careers don’t always require a traditional four-year college degree.

Michele discusses the stigma associated with trade careers, the importance of connecting schools with employers, and the need for pre-apprenticeship and apprenticeship programs. She also explains how artificial intelligence is being incorporated into workforce training and why soft skills such as empathy, communication, critical thinking, and collaboration will become even more important as AI changes the job market.

Her entrepreneurial story is particularly inspiring. After facing an acute breast cancer diagnosis, Michele chose to keep moving forward and ultimately launched a second business rather than allowing the experience to stop her entrepreneurial ambitions.

Find Michele Joseph:


Shawn Gregoire: Using AI and Technology to Improve Career Development and Job Searches

Shawn Gregoire is the founder and CEO of Capstone Tech and works with Michele Joseph and Next Generation, Inc. on workforce development initiatives.

His work focuses on building technology and software that makes career development more accessible and affordable. One of the applications he discusses is interview practice software that allows job seekers to rehearse interviews in a safe environment, repeat the process, and improve their confidence and communication skills.

Shawn also discusses how technology can help people apply for jobs more efficiently, customize resumes, explore career options, transition into new industries, and prepare for advancement into leadership positions.

His broader vision is to build an accessible career development resource that supports people throughout their professional journeys, whether they are entering the workforce, retraining for a new career, pursuing skilled trades, or trying to advance into executive leadership.

The conversation highlights how AI and technology can help bridge the gap between employers and job seekers while making career preparation more affordable and accessible.

Find Shawn Gregoire:


Siddharth (Sid) Karnati: A Young Innovator Using AI and Biomedical Data to Explore Predictive Healthcare

Siddharth Karnati, known as Sid, is an ambitious young researcher and entrepreneur who participated in Michele Joseph’s SGAP Fellows program.

Sid discusses his project, Bio360AI, an AI-powered health technology concept designed to create a digital representation of an individual by bringing together different types of personal health information.

The concept involves using data from wearable devices, including Apple Watch heart rate and stress measurements, along with laboratory information such as bloodwork and cholesterol levels. The resulting AI model could potentially identify small changes and deviations in a person’s health over time, helping people better understand emerging health risks.

Sid explains how the project developed and how the leadership, communication, and other soft skills he learned through SGAP have supported his research and entrepreneurial work.

His appearance highlights the potential of combining artificial intelligence, biomedical research, wearable technology, and predictive health modeling, while demonstrating how young innovators are already exploring solutions to complex problems.

Find Siddharth Karnati:


Real AI Use Cases Business Owners Roundtable: How Entrepreneurs Are Using AI in Their Businesses

The episode also features a practical discussion about how business owners and professionals are using artificial intelligence to save time, improve efficiency, and streamline everyday operations.

The panel shares several real-world AI applications:

  • Dr. Kristine Sickels: Uses an AI-powered chief of staff to review emails and Slack messages, identify outstanding tasks, prepare draft responses, and organize her daily and weekly calendar.
  • Jill Dunn: Uses AI-powered website chatbots and automations to guide prospective matchmaking clients through initial inquiries, appointment scheduling, and personalized follow-up communications.
  • Michele Joseph: Uses Claude for brainstorming, organizing ideas, synthesizing team discussions, and helping develop interview practice opportunities through Next Generation.
  • Richard Gearhart: Uses AI to turn dictated conference notes into informative blog posts that share industry insights with people who couldn’t attend the event.
  • Elizabeth Gearhart: Discusses AI visibility and the importance of ensuring that website security settings do not inadvertently block AI crawlers from accessing business websites.

The discussion offers practical examples of how AI can support business operations, marketing, customer engagement, communication, and productivity.


Intellectual Property News: Can You Patent an Invention Created With AI?

Richard Gearhart also discusses an important development at the U.S. Patent and Trademark Office: the appointment of a Chief Artificial Intelligence Officer and the growing role of AI in intellectual property and innovation.

He explains what entrepreneurs need to understand when using AI to develop new products, software, and inventions. Using AI as a tool does not automatically disqualify an invention from patent protection. However, simply adding AI to a product does not automatically make it patentable, and U.S. patent inventorship requires a human inventor.

Richard emphasizes the importance of documenting the human contributions behind an invention, identifying what makes a product technically different, and evaluating whether the business name and brand can be protected before investing in a launch.

For entrepreneurs building AI-powered businesses, understanding patentability, inventorship, trademarks, and intellectual property protection can be essential to creating long-term business value.


Secrets of the Entrepreneurial Mind: Recognizing Problems and Communicating With People

In the closing segment, the hosts and guests share entrepreneurial lessons and personal insights.

Richard Gearhart emphasizes the importance of noticing recurring problems rather than continually working around them. Repeated problems can reveal underlying issues that need to be addressed.

Elizabeth Gearhart shares an unexpected lesson from the episode: don’t communicate with people the same way you communicate with AI. Human relationships require warmth, context, and a more personal approach, even in everyday emails.

Together, these conversations provide valuable insights for entrepreneurs, business owners, executives, aspiring founders, students, and professionals interested in leadership, communication, artificial intelligence, career development, and innovation.

Passage to Profit – Road to Entrepreneurship is hosted by Richard Gearhart and Elizabeth Gearhart and features conversations with entrepreneurs, business leaders, and innovators about building companies, solving problems, protecting intellectual property, and navigating the changing business landscape.


Frequently Asked Questions

1. What is this episode of Passage to Profit about?

This episode of Passage to Profit with Richard and Elizabeth Gearhart explores workplace communication, entrepreneurship, professional matchmaking, workforce development, artificial intelligence, biomedical innovation, and intellectual property. Guests include Dr. Kristine Sickels, Jill Dunn, Michele Joseph, Shawn Gregoire, and Siddharth Karnati.

2. Who is Dr. Kristine Sickels, and what is The Clearest Voice in the Room about?

Dr. Kristine Sickels is a former Newell Brands senior executive, entrepreneur, and leadership and communication expert. She co-founded C-Sweet and leads Mic Drop Workshop. Her book, The Clearest Voice in the Room: How to Speak with Power and Intention at Work, teaches professionals how to communicate effectively, overcome barriers to speaking up, and make their voices heard in the workplace.

3. Who is Jill Dunn, and what is Jillin’ It?

Jill Dunn is the founder of Jillin’ It, a professional matchmaking company that helps singles find meaningful relationships through personalized introductions. Her approach emphasizes human connection, compatibility, lifestyle alignment, and relationship goals rather than relying exclusively on dating apps.

4. What is SGAP Leaders, and how does Michele Joseph help young people?

Michele Joseph is the CEO of SGAP Leaders, the Student Global Ambassador Program, which helps students in grades 7 through 12 develop leadership and soft skills through STEM, sustainability, and social impact. She also leads Next Generation, Inc., a workforce development and training company that helps young adults prepare for employment opportunities, including careers in skilled trades.

5. How is Shawn Gregoire using technology and AI to improve career development?

Shawn Gregoire is the founder and CEO of Capstone Tech. He develops technology to make career development more accessible, including software that allows job seekers to practice interviews, improve communication, customize resumes, and prepare for employment opportunities.

6. What is Bio360AI, and how could artificial intelligence help with predictive healthcare?

Bio360AI is a project developed by young innovator Siddharth Karnati. It explores how artificial intelligence can combine wearable health data, such as heart rate and stress measurements, with laboratory information, including bloodwork and cholesterol levels, to create a digital representation of an individual. The goal is to identify potential changes in health over time and explore opportunities for earlier risk detection.

7. Can you patent an invention that was developed using artificial intelligence?

Yes, potentially. Using AI as a development tool does not automatically disqualify an invention from patent protection. However, U.S. patent law requires a human inventor. Entrepreneurs should document their own inventive contributions and understand what makes their technology new and different.

8. How are business owners using AI in their everyday operations?

The episode features practical examples of AI in business, including AI-powered executive assistants, automated customer communications, interview training, brainstorming, conference summarization, content creation, and website visibility for AI search engines.

9. Why is workplace silence costly for businesses?

When employees are afraid to speak up, businesses can miss important ideas, innovations, warnings about potential risks, and opportunities to reduce expenses. Dr. Kristine Sickels explains how leaders can create a workplace culture where employees feel comfortable sharing their expertise and perspectives.

10. Who hosts the Passage to Profit podcast?

Passage to Profit – Road to Entrepreneurship is hosted by Richard Gearhart and Elizabeth Gearhart. The show features entrepreneurs, innovators, business leaders, and experts discussing entrepreneurship, business growth, intellectual property, technology, and innovation.