Stephanie Blair
Milwaukee,WI
Summary
Award-winning SaaS educator, certified HighLevel expert, and community leader with a proven track record of building and scaling educational programs that drive growth, adoption, and retention. After successfully launching and selling a HighLevel-based software training company to Extendly, I now lead initiatives across training, member success, and content strategy for a rapidly growing user base. I bring 5+ years of leadership experience, including managing a team and overseeing a thriving 2,000+ member community inside The Academy For HighLevel. I'm an expert in HighLevel, Slack, Loom, and Notion, and proficient in tools like ClickUp, Zapier, Pabbly, Helpjuice, Descript, YouTube, and CapCut. Confident public speaker and trusted coach to SaaS founders, I’ve led high-impact trainings like the AI Agency Bootcamp, weekly Open Office Hours (3+ years), and numerous webinars—always with a focus on relationship-driven support and actionable education. Passionate about empowering others to succeed through systems, strategy, and personal connection.
Overview
5
5
years of professional experience
1
1
Certification
Work History
Course & Community Manager
Extendly For Highlevel
Milwaukee, Wisconsin
05.2024 - 08.2025
- Developed community engagement strategies to enhance member participation.
- Coordinated events and activities to foster community relationships.
- Managed social media channels to communicate with community members effectively.
- Created content for newsletters to keep the community informed about events.
- Created content for social media platforms to engage the community.
- Created engaging content for newsletters, blogs, and social media posts.
- Managed all social media platforms, growing the follower base.
CEO
The Academy For Highlevel
Milwaukee, WI
12.2023 - 05.2024
- Directed strategic vision and growth initiatives for educational programs.
- Oversaw daily operations to ensure alignment with organizational goals, and ensured compliance with applicable laws and regulations.
- Implemented innovative marketing strategies to increase program enrollment.
- Cultivated relationships with external organizations to build partnerships that benefited both parties.
- Represented the organization at conferences, events, and networking activities as needed.
- Exceeded sales goals through upselling and cross-selling within the existing client base as well as strategically attracting new business.
Vice President
Cultivating Sales, LLC
Mukwonago, Wisconsin
03.2020 - 12.2023
- Developed and executed strategic plans to support the vision of the organization.
- Identified problems and implemented solutions to better streamline operations.
- Organized special projects, such as events or marketing campaigns.
- Directed business development initiatives, including acquisitions and joint venture agreements.
- Oversaw technological improvements, successfully reducing waste and eliminating business bottlenecks.
- Drove revenue by cultivating successful client relations.
Education
Some College (No Degree) - Business Administration
Winona State University
Winona, MNSkills
- Expert In Highlevel
- Attention to detail
- Relationship management
- Community engagement
- Social media management
- Content creation
- Event coordination
- Problem solving
- Daily operations oversight
- CRM software
- Customer relationship management
- Analytical thinking
- Project management
- Operations management
Affiliations
- Creator of a stained glass side business, having designed and created over 100 custom pieces
- Taught stained glass techniques to beginner hobbyists through 1:1 instruction and small group sessions
- Sold commissioned and original works through online platforms and word-of-mouth
- Passionate about combining craftsmanship and creativity — balancing tech with tactile art
Accomplishments
- Recipient of the SaaSpreneur of the Year Award 2023, recognizing excellence in SaaS education, coaching, and business growth with Cultivating Sales
- Officially certified by HighLevel for both platform expertise and user training, reinforcing authority as a trusted educator and community leader.
Certification
- HighLevel Certified Partner & Educator – Recognized for advanced platform knowledge and ability to teach and implement HighLevel at a strategic level
- SaaSpreneur of the Year Award – Awarded for outstanding contribution to the SaaS community through education, coaching, and innovation
- Course Creation & Instructional Design (Self-Taught) – Developed and delivered multiple successful online learning programs, including The Academy for HighLevel (a certification course in itself)
Timeline
Course & Community Manager
Extendly For Highlevel
05.2024 - 08.2025
CEO
The Academy For Highlevel
12.2023 - 05.2024
Vice President
Cultivating Sales, LLC
03.2020 - 12.2023
Some College (No Degree) - Business Administration
Winona State University
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