Head of Operations - EdTech SaaS (Part-Time, Contract)

About Streamline

Streamline (streamline-sped.com) is a rapidly expanding K-12 EdTech SaaS company dedicated to revolutionizing school district workflows through our innovative platform.

Role Overview

We are looking for a strategic and execution-driven Head of Operations to join on a fractional part-time basis (20 hours per week). Reporting directly to the CEO, you will be the second-in-command and play a pivotal role leading the post-sales operational engine and key company functions to accelerate growth and deepen our positive impact.

Key Responsibilities

• Manage seamless transition from sales closure to operations, ensuring no loss of data or communication gaps.
• Oversee the deployment and onboarding of our SaaS platform across K-12 districts, making certain all timelines and technical requirements are fulfilled.
• Direct training initiatives for educators and administrators to promote high platform engagement.
• Supervise customer support operations to ensure rapid issue resolution and sustained client retention.
• Lead foundational HR activities including contractor management, onboarding/offboarding, and nurturing company culture.
• Assist in executing Go-To-Market strategies by aligning resources for effective marketing and sales support.
• Translate broad strategic goals into actionable plans and maintain team alignment on quarterly objectives.
• Manage, mentor, and optimize the performance of a lean, fully remote team.
• Set clear performance standards and enforce accountability across team members.
• Serve as a strategic advisor and trusted partner to the CEO, providing operational insights and feedback.
• Employ practitioner-level expertise in agentic AI tools to maximize personal and organizational productivity.
• Champion AI adoption within the company to automate processes and elevate team effectiveness.
• Develop growth strategies for B2B and B2C channels to sustain company expansion.
• Drive operational goals focused on customer satisfaction and retention improvement.
• Lead budget preparation and enforce company-wide financial discipline to enhance profitability.
• Establish and enforce business best practices and standard operating procedures.
• Implement coaching and performance review programs to maximize employee potential.

Qualifications & Experience

• Minimum 8 years of experience managing complex enterprise strategy, operations, finance, and HR functions, preferably within startup environments.
• Proven leadership in Operations, Customer Success, or General Management within a B2B SaaS context; K-12 EdTech experience strongly favored.
• Demonstrated proficiency and active use of advanced AI technologies (including large language models, autonomous agents, and workflow automation) with a strong commitment to continual learning in AI.
• Track record of high performance and ethical leadership with expertise in managing lean, remote teams.
• Strong communication skills, data and analytics aptitude, and a firm yet supportive approach to accountability.
• Must effectively manage time and deliver maximum impact within a 20-hour per week part-time remote contract role.