Ashleigh Freudenstein

CEO

Castle Rock, Colorado, United States7 yrs 9 mos experience
Most Likely To Switch

Key Highlights

  • Proven ability to manage complex workflows.
  • Strong background in executive support and stakeholder management.
  • Passionate about training and creating collaborative environments.
Stackforce AI infers this person is a versatile operations and education professional with expertise in customer success and executive support.

Contact

Skills

Core Skills

Executive Administrative AssistanceManagementCoaching & MentoringTeam LeadershipProject ManagementCustomer Experience ManagementOrganizational LeadershipVirtual AssistanceAdministrative AssistanceEducational TechnologyLeadershipTeachingClassroom Management

Other Skills

Personal AssistanceExecutive Calendar ManagementEmail ManagementTravel ArrangementsConfidentialityTeamworkCommunicationSports CoachingTime ManagementTeam BuildingOrganization SkillsBusiness Support Systems (BSS)Travel PlanningPriority ManagementTeam Management

About

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.

Experience

7 yrs 9 mos
Total Experience
2 yrs 5 mos
Average Tenure
4 yrs 2 mos
Current Experience

Robust.ai

2 roles

Executive Assistant

Feb 2026Present · 4 mos · Remote

  • As Executive Assistant to the Co-Founder and CEO of Robust.AI, I provide high-level operational and strategic support in a fast-paced, innovation-driven environment. I manage complex calendaring, coordinate cross-functional meetings, and streamline executive communications to ensure alignment across leadership, engineering, and business teams.
  • My role includes overseeing travel logistics, scheduling travel, and supporting key initiatives by tracking priorities, deadlines, and follow-ups. I act as a central point of coordination between internal stakeholders and external partners, maintaining discretion while handling sensitive information.
  • By anticipating needs and optimizing workflows, I enable the CEO to focus on company vision, product development, and strategic growth while ensuring day-to-day operations run efficiently and effectively.
Personal AssistanceExecutive Administrative AssistanceExecutive Calendar ManagementEmail ManagementTravel ArrangementsConfidentiality+3

Executive Assistant

Feb 2026Present · 4 mos · Remote

  • As Executive Assistant to the Co-Founder and CEO of Robust.AI, I provide high-level operational and strategic support in a fast-paced, innovation-driven environment. I manage complex calendaring, coordinate cross-functional meetings, and streamline executive communications to ensure alignment across leadership, engineering, and business teams.
  • My role includes overseeing travel logistics, scheduling travel, and supporting key initiatives by tracking priorities, deadlines, and follow-ups. I act as a central point of coordination between internal stakeholders and external partners, maintaining discretion while handling sensitive information.
  • By anticipating needs and optimizing workflows, I enable the CEO to focus on company vision, product development, and strategic growth while ensuring day-to-day operations run efficiently and effectively.
Personal AssistanceExecutive Administrative AssistanceExecutive Calendar ManagementEmail ManagementTravel ArrangementsConfidentiality+3

Double

Virtual Executive Assistant

Oct 2025Present · 8 mos · Remote · Remote

Project ManagementCommunicationOrganization SkillsBusiness Support Systems (BSS)Travel PlanningEmail Management+6

Douglas county school district

2 roles

English Teacher

Jul 2025Present · 11 mos

  • I am a high school English and AP Literature teacher committed to developing students’ critical thinking, analytical writing, and love of reading through rigorous, engaging instruction. In my classroom, I prioritize inquiry-based learning, structured discussions, and authentic writing tasks that challenge students to think deeply and communicate effectively. I intentionally design lessons that push students toward higher-order thinking, encouraging them to analyze complex texts, evaluate ideas, and develop their own informed perspectives.
  • As an AP Literature instructor, I prepare students for college-level work by emphasizing close reading, sophisticated literary analysis, and timed writing aligned to College Board expectations. I focus on building students’ confidence and independence as readers and writers while providing targeted, actionable feedback to support growth.
  • Beyond instruction, I value creating a structured, student-centered environment where expectations are clear and all students feel supported and accountable. I collaborate closely with colleagues, communicate proactively with families, and continuously reflect on my practice to improve student outcomes. My goal is to equip students with the skills and mindset they need to succeed not only academically, but beyond the classroom.

Assistant Volleyball Coach

Jul 2022Present · 3 yrs 11 mos

  • I serve as an Assistant Volleyball Coach for both the boys’ and girls’ programs at one of the most competitive high schools in Colorado, where I support the development of student-athletes in a high-performance, team-centered environment. I work closely with the head coach to plan and implement practices that emphasize technical skill development, positional training, and game strategy, ensuring athletes are prepared to compete at an elite level.
  • My role includes leading drills, providing real-time feedback, and helping athletes refine fundamentals such as serve receive, defensive systems, and offensive execution. I assist in game preparation through opponent scouting, film review, and strategic planning, while also contributing to in-game coaching decisions and adjustments.
  • Beyond skill development, I prioritize building a culture of accountability, resilience, and teamwork. I mentor student-athletes in leadership, communication, and mental toughness, helping them balance the demands of academics and athletics. I also support program operations, including coordination, communication with families, and offseason development, contributing to the sustained success and reputation of a top-tier volleyball program.
  • Assistant Boys' and Girls' Volleyball Coach
  • Girls' Volleyball 2024 State Runner-Up
CommunicationCoaching & MentoringSports CoachingTime ManagementLeadershipTeam Leadership+2

Titan tow force

Chief Operating Officer

Jan 2025Present · 1 yr 5 mos · Colorado, United States · Hybrid

  • As Chief Operating Officer of Titan Tow Force, I oversee all day-to-day operations to ensure efficient, reliable, and scalable towing and roadside service delivery across Colorado. My role is centered on optimizing operational performance, managing personnel, and aligning field execution with the company’s strategic growth objectives.
  • I lead dispatch operations, fleet management, and driver coordination, ensuring rapid response times, high service quality, and full compliance with state and local regulations. I develop and implement standard operating procedures (SOPs), monitor key performance indicators (KPIs) such as response time, job completion rates, and customer satisfaction, and continuously refine workflows to improve efficiency and profitability.
  • In addition to operations, I manage hiring, training, and performance of drivers and dispatch staff, fostering a culture of accountability, safety, and professionalism. I also oversee vendor relationships, insurance coordination, and equipment procurement to maintain a reliable and well-equipped fleet.
  • Strategically, I work to expand service contracts with municipalities, law enforcement agencies, insurance providers, and private clients, while identifying opportunities for market growth and operational scalability. My role bridges field operations and executive strategy, ensuring Titan Tow Force delivers consistent, high-quality service while growing sustainably in a competitive market.
Customer Experience ManagementCustomer SatisfactionMarketingLogistics ManagementOrganizational Leadership

Regis jesuit high school

2 roles

Volleyball Coach

Jul 2022Jul 2024 · 2 yrs

CommunicationTeamworkTravel ArrangementsSkilled Multi-tasker

Literacy Educator

May 2022May 2025 · 3 yrs

Educational TechnologyCommunicationEnglishLiteracyNote TakingTeamwork+4

Eat wyoming

Executive Assistant to Founder/CEO

May 2022May 2026 · 4 yrs · Remote

  • Managing and scheduling calendars and emails
  • Administrative support
  • Personal assistant
Project ManagementCalendaringEmail ManagementData EntryPersonal AssistanceExecutive Administrative Assistance

Scale ai

Executive Assistant

May 2022Jan 2026 · 3 yrs 8 mos · Remote

CommunicationConfidentialityTravel ArrangementsManagementExecutive Administrative AssistancePersonal Assistance

Zirtual

Virtual Assistant

Apr 2022Present · 4 yrs 2 mos

CommunicationVirtual AssistanceAdministrative AssistanceNote TakingTeamworkTravel Arrangements+4

Westminster public schools

2 roles

CLDE Educator

Jul 2020May 2022 · 1 yr 10 mos · Westminster, Colorado, United States

CommunicationNote TakingTeamworkSkilled Multi-taskerTranscription

Head Volleyball Coach

May 2020Oct 2021 · 1 yr 5 mos · Westminster, Colorado, United States

CommunicationNote TakingTeamworkTravel ArrangementsSkilled Multi-tasker

Jeffco public schools - colorado

Elementary School Teacher

Jan 2020May 2020 · 4 mos

  • Combined 1st and 2nd grade classroom
  • Synchronous and asynchronous learning
  • Campbell Elementary School
TeachingLanguage TeachingTeaching English as a Second LanguageClassroom ManagementLesson PlanningDifferentiated Instruction

Denver public schools

5th Grade Teacher

Nov 2018May 2019 · 6 mos · Kaiser Elementary

CommunicationNote TakingTeamworkSkilled Multi-taskerTranscription

St. mary's academy- englewood, co

Volleyball Coach

Jul 2018May 2020 · 1 yr 10 mos · Englewood, CO

CommunicationTeamworkSkilled Multi-tasker

Thirty-one roadside assistance

Business Owner

Jan 2018Present · 8 yrs 5 mos · Denver Metropolitan Area

CommunicationNote TakingTeamworkSkilled Multi-tasker

Education

Grand Canyon University

Master of Arts - MA — Teaching English as a Second or Foreign Language/ESL Language Instructor

Feb 2021Mar 2022

Colorado Christian University

Bachelor of Arts (B.A.) — Elementary Education

Jan 2013Jan 2016

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