• Guide our clients through their first year, driving adoption, activation, and engagement at scale to ensure consistent results and renewal potential; • Analyze health and behavior metrics across the customer base to drive preventive actions and identify revenue expansion opportunities; • Manage a high-volume customer portfolio (approximately 180 accounts) with a focus on risks and opportunities; • Work consultatively to accelerate customers’ growth and their digital marketing and business strategies; • Create and execute 1:few programs to scale coverage across the customer base.

• CRM Management: Structure and maintain Close, HubSpot & Pipedrive — pipelines, stages, properties, lead routing, SLA rules, and data hygiene. • Automation & AI: Build flows with Make/Zapier, webhooks, scoring, automated tasks, and email/WhatsApp sequences. • Integrations: Typeform, ManyChat, Calendly, payment systems, ads platforms, Airtable/Notion — bidirectional syncs and de-duplicated records. • Analytics & Dashboards: Map conversion chains and build dashboards in Excel/Sheets/Airtable, including alerts. • Process Optimization: Work closely with Sales and Account Management to identify bottlenecks, create SOPs & playbooks, and run A/B tests. • Training & Support: Enable Sales/AM with short guides, Loom videos, and playbooks.

Role Description As our Regional Vice President, Customer Success, you won't just manage a region — you'll define what exceptional customer partnership looks like at scale. This is a high-impact, enterprise-critical role for a seasoned leader ready to shape strategy, develop the next generation of CS leaders, and deliver measurable outcomes that fuel Edmentum's long-term growth. You'll work at the intersection of field operations and executive strategy, turning data into decisions and relationships into results. - Champion your region's success by developing and executing Customer Success strategy within divisional direction set by senior leadership, translating enterprise priorities into regional plans that drive retention, satisfaction, and loyalty across your customer base. - Champion deep customer partnership by understanding near and long-term customer needs and proactively delivering solutions that create lasting value for both customers and Edmentum. - Build and inspire a high-performing team of field leaders, coaching for capability and creating a culture of accountability, innovation, and continuous improvement. - Own your region's performance metrics — renewal rates, account health, implementation fidelity, and risk — and present data-driven insights to executive leadership to shape organizational strategy. - Lead cross-functional initiatives with Sales, Marketing, Product, and Operations to ensure a seamless, cohesive customer experience from onboarding through renewal. Qualifications - 10+ years of experience in Customer Success, Account Management, or a related field, including at least 5 years leading teams or functional disciplines. - 15+ years of experience in EdTech or K-12 education, with deep familiarity with the challenges and opportunities of the education technology space. - Track record of developing high-performing field leaders and building organizational capability at the M4 level and above. - Skilled at building and executing data-driven strategies that drive customer retention, satisfaction, and growth across a large, distributed portfolio. - Strong analytical instincts and a demonstrated ability to translate customer data and performance insights into executive-level recommendations. - Compelling communicator and trusted partner with experience presenting strategy to senior stakeholders and managing complex external relationships. - Thrives in fast-paced, ambiguous environments and brings strong prioritization skills and a bias for action to everything you do. - Ready and able to travel up to 50% of the time to drive customer engagement and field team accountability. - Willing to take on evolving responsibilities based on business needs. Requirements - Job Application Deadline: July 16, 2026 - Pay range for this role: $180,000 — $190,000 USD Benefits - Comprehensive benefits package to support overall well-being and work-life balance. - Medical, dental, and vision insurance with various plan options. - 401(k) retirement plan with company matching. - Flexible Time Away Program along with 10 paid holidays, 2 floating holidays, 1 wellness day, and a winter office closure at the end of December. - Resources to promote wellness, ensuring support both professionally and personally. Company Description Edmentum is a dynamic educator and student-focused company dedicated to tech-enabled learning solutions. Our goal is to ensure that all students have access to flexible learning environments and educators have the tools they need to support their students. We are on a mission to create innovative, proven learning technology, partnering with educators to ignite student potential. We are a Remote First organization with a strong commitment to excellence, innovation, and customer satisfaction.

Role Description A bootstrapped B2B SaaS company serving the seasonal pool service industry is looking for a Sales & Customer Success Representative to own its entire front-line customer and warm-sales operation and take day-to-day communication off the founder's plate. The company is founder-led and lean, with a low-touch, task-focused culture built around autonomy rather than daily oversight. Its platform serves small business owners in the field-service space, and the business runs on a strong seasonal rhythm — peak activity in spring and summer, and a software sales cycle that heats up in the off-season. - Handles inbound support calls and tickets. - Runs 15–30 minute discovery and quoting calls with warm leads. - Manages a HubSpot pipeline of follow-ups and trade-show leads. - Spends initial 1–2 months embedded in the founder's service business to learn workflows firsthand. - Success means customers feel heard and confident, leads are worked proactively without prompting, and the founder is freed from front-line work. Qualifications - 2–5 years in a hybrid customer success and inside sales role, with ownership of both inbound support and phone-based sales. - Track record of closing deals by phone through 15–30 minute discovery and quoting calls with warm inbound leads. - Hands-on HubSpot experience — pipeline management, sequencing, task management, and deal-stage tracking. - Measurable sales results (quota attainment, lead-to-quote, or quote-to-close conversion) in a prior B2B or B2C role. - Experience supporting or selling to SMB service businesses (pool service, HVAC, plumbing, landscaping, or field/home services). - Remote experience independently managing a queue of 20–100+ customers or leads with minimal supervision. - C1+ English (CEFR) for live phone communication with US-based customers. Requirements - Experience with seasonal or field-service businesses and managing demand fluctuations across peak and off-season cycles. - Prior work in an early-stage or founder-led company (under 150 employees) wearing multiple functional hats. - Familiarity with field service management software (Jobber, Housecall Pro, ServiceTitan, or comparable vertical SaaS). - Experience using AI-assisted support tools (Claude, ChatGPT) for knowledge-base search and ticket resolution. - Trade show or event lead follow-up experience. Benefits - Competitive Salary: Based on experience and skills. - Remote Work: Fully remote—work from anywhere. - Team Incentives: Recognition for maintaining 100% CRM hygiene and on-time reporting. - Generous PTO: In accordance with company policy. - Health Coverage for PH-based talents: HMO coverage after 3 months for full-time employees. - Direct Mentorship: Guidance from international industry experts. - Learning & Development: Ongoing access to resources for professional growth. - Global Networking: Connect with professionals worldwide. Company Description Pearl works with the top 1% of candidates from around the world and connects them with the best startups in the US and EU. Our clients have raised over $5B in aggregate and are backed by companies like OpenAI, a16z, and Founders Fund. They're looking for the sharpest, hungriest candidates who they can consistently promote and work with over many years. Candidates we've hired have been flown out to the US and EU to work with their clients, and even promoted to roles that match folks onshore in the US. Hear why we exist, what we believe in, and who we're building for: Watch here: https://www.loom.com/share/863b8e426e6d48309aa8f4ea4c1c94cd