Ashleigh Freudenstein — CEO
An educator-turned-operations and customer success professional with a strong background in executive support, stakeholder management, training and facilitation, program coordination, and strategic communication. Experienced across both educational and fast-paced startup environments, with a proven ability to manage complex workflows, support high-level executives, coordinate cross-functional initiatives, and build strong relationships across teams and organizations. Bringing a unique combination of classroom leadership, coaching, mentoring, and operational expertise, I excel at communicating complex information clearly, managing competing priorities, and creating organized, people-centered systems that improve both efficiency and user experience. My background in education developed a deep foundation in relationship-building, adaptability, leadership, and problem-solving, while my executive operations experience strengthened my skills in planning, logistics, process improvement, and high-level organizational support. I am particularly passionate about training, client and partner support, onboarding, and creating collaborative environments where individuals and teams can thrive. With a strong 21st-century mindset and experience integrating modern technology, communication strategies, and operational systems into my work, I bring both strategic thinking and execution-focused support to every role. My goal is to continue growing in operations, customer success, program management, or strategic support roles where I can positively impact people, organizations, and long-term outcomes.
Stackforce AI infers this person is a versatile operations and education professional with expertise in customer success and executive support.
Location: Castle Rock, Colorado, United States
Experience: 7 yrs 9 mos
Skills
- Executive Administrative Assistance
- Management
- Coaching & Mentoring
- Team Leadership
- Project Management
- Customer Experience Management
- Organizational Leadership
- Virtual Assistance
- Administrative Assistance
- Educational Technology
- Leadership
- Teaching
- Classroom Management
Career Highlights
- Proven ability to manage complex workflows.
- Strong background in executive support and stakeholder management.
- Passionate about training and creating collaborative environments.
Work Experience
Robust.AI
Executive Assistant (4 mos)
Executive Assistant (4 mos)
Double
Virtual Executive Assistant (8 mos)
Douglas County School District
English Teacher (11 mos)
Assistant Volleyball Coach (3 yrs 11 mos)
Titan Tow Force
Chief Operating Officer (1 yr 5 mos)
Regis Jesuit High School
Volleyball Coach (2 yrs)
Literacy Educator (3 yrs)
Eat Wyoming
Executive Assistant to Founder/CEO (4 yrs)
Scale AI
Executive Assistant (3 yrs 8 mos)
Zirtual
Virtual Assistant (4 yrs 2 mos)
Westminster Public Schools
CLDE Educator (1 yr 10 mos)
Head Volleyball Coach (1 yr 5 mos)
Jeffco Public Schools - Colorado
Elementary School Teacher (4 mos)
Denver Public Schools
5th Grade Teacher (6 mos)
St. Mary's Academy- Englewood, CO
Volleyball Coach (1 yr 10 mos)
Thirty-One Roadside Assistance
Business Owner (8 yrs 5 mos)
Education
Master of Arts - MA at Grand Canyon University
Bachelor of Arts (B.A.) at Colorado Christian University