First Hire, Next Level: Mentorship for Women Ready to Build Their Team
Date: May 29, 2025
Time: 12:00 PM – 1:00 PM (Virtual)
Hiring your first employee is a big step, and it’s about more than just payroll and paperwork. It’s a shift in how you lead, grow, and run your business.
In this mentorship-style session, you’ll join other women entrepreneurs for an honest, supportive conversation about what it really means to hire your first team member.
Led by a mentor who’s actually been there, this session is your space to ask questions, share ideas, and walk away with practical strategies to move your business forward. Hosted by Jessica Pegg, a seasoned entrepreneur and WESK’s Program & Growth Manager, this conversation is grounded in real experience, not just theory.
Jessica knows the leap from solo entrepreneur to first-time employer is more than a checklist—it’s a mindset shift. She’s walked this road herself and now supports women across Saskatchewan in building businesses that are intentional, sustainable, and scalable.
Why Attend?
- Gain insights from an experienced entrepreneur
- Get actionable advice you can apply to your social strategy
- Connect with other women entrepreneurs and build valuable relationships
Meet the Mentor
Jessica Pegg
Program & Growth Manager
WESK
As the Program & Growth Manager at WESK, Jessica brings over six years of experience in entrepreneurship and a deep commitment to empowering women and gender non-conforming individuals on their business journeys.
Jessica, along with her wife and two children, made a life-changing move in August 2022 to be closer to her in-laws and embrace the serenity of Lake-Life at Last Mountain Lake her is SK. The picturesque surroundings and family-focused values resonate in Jessica’s approach to both personal and professional life.
Jessica’s entrepreneurial journey began in 2017, providing her with a unique perspective on the challenges and triumphs that entrepreneurs face. Known for her visionary mindset, Jessica can see the entire landscape of a goal, allowing for prompt project completion and a focus on innovative solutions.
In her role as Program & Growth Manager, Jessica leads with influencing and strategic thinking, fostering collaboration and a growth mindset within the team. Her expertise lies in designing and delivering effective training and programming, a skill honed through years of experience working with diverse entrepreneurs.
Passionate about gender equality in entrepreneurship, Jessica is on a mission to make a positive impact for women entrepreneurs in Saskatchewan. Her leadership proficiency is marked by qualities such as change embracement, emotional intelligence, and a proactive approach to work.