Brisk Teaching

Lead and scale a team of Customer Success Managers to drive renewals, expansions, and pilot conversions while building scalable systems and collaborating cross-functionally. | 6+ years in Customer Success or related roles with 3+ years managing SaaS teams, experience with K–12 or edtech customers, strong operational mindset, and excellent communication skills. | Senior Manager, SMB and Mid-Market Customer Success Remote Employment Type Full time Location Type Remote Department Sales Compensation • $130K – $165K • Offers Equity • $26K – $33K Bonus Overview Brisk is on a mission to empower teachers with AI-powered tools that save time and improve learning. With Brisk, educators instantly create rubrics, modify assignments for reading levels, detect plagiarism, and much more — directly in their LMS or Google Docs. We believe that the future of education should be equitable, efficient, and teacher-driven. We’re looking for a dynamic Senior Manager, Mid-Market and SMB Customer Success. This person will manage, coach, and scale a team of CSMs responsible for renewals, expansions, and pilot conversions. The ideal candidate brings both strategic and hands-on experience—someone who can build scalable systems and playbooks while rolling up their sleeves to drive impact during a high-growth phase. YOU WILL: Team Leadership & Coaching • Lead, mentor, and develop a growing team of Customer Success Managers serving mid-market and SMB accounts. • Foster a culture of accountability, collaboration, and continuous improvement. • Coach team members on best practices for onboarding, engagement, and expansion. Customer Growth & Retention • Own key performance metrics across renewal, expansion, and pilot conversion rates. • Partner with Sales, Product, and Marketing to drive customer adoption, retention, and advocacy. • Oversee customer health monitoring, ensuring proactive risk mitigation and data-driven decision-making. Scalable Systems & Processes • Build and operationalize customer journey playbooks that support consistent, high-impact engagement across account segments. • Collaborate with Revenue Operations and Product to define processes and tools that enable scale • Champion efficient processes to help the team manage large volumes of accounts while maintaining a high-touch experience where it matters most. Cross-Functional Collaboration • Partner closely with Product to represent the voice of the customer, sharing insights and feedback to inform roadmap priorities. • Align with Sales on handoffs, renewals, and expansion strategies to ensure a seamless customer experience. • Collaborate with Marketing and Enablement to create resources that accelerate adoption and customer outcomes. Key Metrics For The Role: • Revenue: Meeting or exceeding annual customer retention goals, growing current customers and converting pilots to full contracts to achieve 90% of GRR. • Customer Health & Adoption: Improvements in product utilization, engagement, and satisfaction scores. • Operational Efficiency: Reduction in manual processes and improved scalability through systems and playbooks. • Team Performance & Development: Achievement of individual and team KPIs, with clear growth pathways for direct reports. YOU HAVE: • 6+ years of experience in Customer Success, Account Management, or related roles, with 3+ years directly managing teams in a SaaS environment. • Experience serving K–12 schools or districts, ideally in an edtech or AI-driven product context. • Proven success managing renewal and expansion metrics across large, diverse customer segments. • Strong operational mindset—you know how to build playbooks, systems, and reporting frameworks that scale. Familiarity with CS tools such as Gainsight, ChurnZero, Zendesk etc… • Exceptional communication and relationship skills; comfortable engaging with educators, district leaders, and internal stakeholders alike. • A hands-on, entrepreneurial mindset—you’re as comfortable leading strategy as you are diving into the work. BONUS: • Experience in a fast-growing, venture-backed startup environment. • Understanding of the AI landscape. • Former educator. Equal Employment Opportunity & Diversity At Brisk, we believe that diverse perspectives make better teams and stronger products. We are an equal opportunity employer and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, veteran status, disability, or any other legally protected status.

The Field Marketing Manager will own and scale Brisk’s regional events program, managing over 80 events annually while supporting national conferences. This role involves collaborating with sales teams to ensure effective event execution that drives qualified pipeline and revenue targets. | Candidates should have 3-5 years of experience in field marketing or regional events, preferably in the EdTech sector. A proactive approach, strong communication skills, and the ability to manage logistics and processes are essential for success in this role. | THE OPPORTUNITY: At Brisk Teaching, we’re on a mission to help teachers harness the power of AI to lighten their workload and accelerate student learning. As we scale, a strong presence at regional and local events is critical to supporting sales and connecting authentically with districts. We’re seeking a Field Marketing Manager to own and scale Brisk’s regional events program—managing 80+ regional and local events annually while also supporting our largest national conferences. Reporting to the Sr. Manager, Engagement Marketing, you’ll partner closely with the Senior Field Marketing Manager and sales reps across territories to ensure Brisk shows up powerfully at consortiums, service centers, and district-hosted opportunities. This role is highly collaborative and execution-focused. You’ll manage logistics end-to-end, build repeatable processes, and make sure sales has the tools and resources they need to win. If you’re a proactive self-starter who thrives in a fast-paced, remote startup—and you know what it takes to succeed at regional events—you’ll thrive here. At Brisk, you’ll be challenged to execute while building the process. Much of this work has never been done before. You’ll be writing the playbook and setting the foundation for what “great” looks like across regional events. YOU WILL: Own Regional Event Strategy & Execution: Partner with sales to identify, prioritize, and execute 80+ regional and local events (conferences, consortiums, service center events, and district-hosted opportunities) that drive qualified pipeline. Drive Sales Alignment: Work hand-in-hand with sales leadership and reps to ensure event strategy and execution directly support territory goals and revenue targets. Be a Process Builder: Create and scale repeatable playbooks, templates, and toolkits that empower sales reps to run lightweight events effectively and consistently. Manage End-to-End Logistics: Secure booths, negotiate vendor contracts, coordinate shipping, manage swag and collateral, oversee schedules, and provide on-site support as needed. Apply Deep Regional Insight: Bring knowledge of the nuances of regional and local events, tailoring Brisk’s presence to meet the unique needs of different districts, states, and service centers. Maximize Impact & ROI: Track event performance, lead capture, and follow-up workflows in Salesforce/HubSpot. Provide post-event reporting and recommendations to optimize future investments. Oversee Collateral & Swag: Manage inventory, ensure sales reps have the right resources for their markets, and maintain Brisk’s brand presence at all regional activations. Travel & Represent Brisk: Support 80+ regional/local events per year, including intermittent on-site support for priority opportunities. Be Unapologetically Creative: Stand out in a crowded EdTech market by designing buzzworthy experiences, activations, and viral moments that make Brisk unforgettable. YOU HAVE: 3-5 Years of Experience: Field marketing, regional events, or sales enablement roles (experience in EdTech or education strongly preferred). Proactive Self-Starter: Ability to anticipate needs, solve problems independently, and take initiative without waiting for direction. Process Builder: Experience creating scalable systems, playbooks, and workflows that make regional events repeatable and efficient. Deep Regional Event Expertise: Proven success in planning and executing local/regional events, with a strong understanding of how they differ from national conferences. Proven Sales Partnership: Track record of collaborating with sales teams to plan and execute local events that directly impact pipeline. Operational & Logistical Expertise: Skilled at juggling multiple events at once, managing budgets, vendors, shipping, and all the moving pieces of event execution. Remote Work Experience: Comfortable working independently in a distributed team environment while staying highly connected and collaborative. Strong Communication Skills: Comfortable engaging with sales reps, vendors, district leaders, and teachers both virtually and in-person. Tech Savvy: Familiar with Google Suite, Salesforce/HubSpot, and digital tools like Canva or Airtable. Quick to adapt to new systems. Willingness to Travel: Up to 40% travel for regional events and conferences. Physical Readiness: Able to lift and transport event materials (up to 30 lbs) and assist with event setup/breakdown. Equal Employment Opportunity & Diversity At Brisk, we believe that diverse perspectives make better teams and stronger products. We are an equal opportunity employer and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, veteran status, disability, or any other legally protected status.

Lead and scale the U.S. mid-market sales team by developing sales strategy, coaching account executives, managing pipeline and forecast, and collaborating cross-functionally to drive revenue growth. | 5+ years B2B sales with 2+ years leading sales teams in EdTech, proven revenue growth, CRM proficiency, strong leadership and communication skills, and passion for education. | THE OPPORTUNITY: Brisk is on a mission to empower teachers with AI-powered tools that save time and improve learning. With Brisk, educators instantly create rubrics, modify assignments for reading levels, detect plagiarism, and much more — directly in their LMS or Google Docs. We believe that the future of education should be equitable, efficient, and teacher-driven. We’re looking for a dynamic Senior Manager, Mid-Market Sales to lead and scale our U.S. mid-market sales team. In this role, you’ll be responsible for shaping the strategy, coaching a team of Account Executives, and driving predictable revenue growth in the rapidly evolving EdTech and AI landscape. You’ll own the segment forecast, build repeatable sales processes, and serve as the voice of our mid-market customers to influence both product and go-to-market direction. This is a high-impact, player-coach role for a leader who thrives in fast-moving environments, knows how to unlock growth in mid-market segments, and is motivated by the mission of transforming education. YOU WILL: Own the development and execution of the Mid-Market sales strategy across the U.S. Coach and manage a team of mid-market account executives. Establish scalable sales processes and performance metrics tailored to mid-market dynamics. Identify key growth opportunities, expand market reach, and deepen relationships with existing accounts. Collaborate cross-functionally with Marketing, Product, Customer Success, and RevOps to execute on various state specific strategies. Own the pipeline and forecast for the entire segment. Drive operational excellence by ensuring consistent use of our CRM and other tools in our tech stack. Represent the voice of Mid-Market customers internally to influence product and customer experience. Stay informed on EdTech/AI trends, procurement cycles, and the AI competitive landscape to refine sales approach. Key Metrics For The Role: Ensure Mid-Market team hits or over-exceeds pipeline and revenue targets. Increase win rate in the MM segment by 10%. YOU HAVE: Bachelor's degree in Business, Education, Marketing, or related field (MBA or advanced degree preferred). 5+ years of progressive B2B sales experience, with 2+ years leading sales teams in EdTech. Proven track record of driving revenue growth and hitting/exceeding targets in mid-market segments. Experience designing and executing go-to-market strategies for the mid-market segment. Deep understanding of EdTech buyer personas and procurement processes. Strong analytical, communication, and leadership skills. Proficient in CRM systems and related tech-stack tools. Passion for education and a desire to make a measurable impact. BONUS: Understanding of the AI landscape. Former educator. Equal Employment Opportunity & Diversity At Brisk, we believe that diverse perspectives make better teams and stronger products. We are an equal opportunity employer and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, veteran status, disability, or any other legally protected status.