Nerdy, Inc.

Title: Sales Representative (Work from Home) Location: Remote - Austin Job Description: Overview: Are you a high-performing sales professional with a proven track record of crushing quota and a passion for helping people unlock their potential? Nerdy is seeking experienced Sales Representatives who combine consultative selling expertise with competitive drive to help thousands of families invest in their academic success. As a Sales Representative, you’ll own the full sales cycle—from initial outreach through close—guiding prospective students and families toward personalized learning solutions. This is a SALES position that demands a consultative approach and relentless execution. Success in this role comes from: - Conducting high-volume, high-quality discovery calls with prospective families - Applying consultative selling techniques to uncover needs and recommend tailored learning solutions - Building trust and urgency through value-driven conversations - Consistently meeting and exceeding daily, weekly, and monthly sales targets Location: Fully Remote Position Upcoming Start Dates/Training: - Paid Training Schedule (Virtual | 6 weeks total): - Weeks 1–3: Monday–Friday 8:00 AM–5:00 PM CT - Weeks 4–6: Monday–Friday 8:00 AM–12:00 PM + 4:00 PM–8:00 PM CT (split shift with a mid-day break) - Post-Training Schedule: After successful completion of training, your permanent schedule will remain on a split shift (8:00 AM–12:00 PM + 4:00 PM–8:00 PM CT). Exact days will be reviewed during the interview process. Availability Requirement: You must be able to work all training hours and the permanent split-shift schedule after training. About Nerdy: At Nerdy (NYSE: NRDY) - the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale. We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win. Fortune favors the bold. Join us. How we compete: - AI-Native at every level From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done. - Entrepreneurial velocity Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die. - Free-market rigor Ideas rise or fall on merit and results - no committees, no politics, no cap on upside. - Full-stack ownership You design, build, and run what you ship; accountability is a feature, not a bug. - Reward for contribution Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded. - Relentless exploration Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way. - Is Apolitical You stay focused on mission-aligned outcomes, not distractions or unrelated causes. If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com. Nerdy’s shareholder letters below explain our latest products and strategy: - Q4-2025 Shareholder Letter - Q3-2025 Shareholder Letter - Q2-2025 Shareholder Letter Qualifications: - Bachelor’s degree preferred. - 3+ years of sales, business development, or account management experience strongly preferred. - Demonstrated success in quota-carrying roles with a track record of meeting or exceeding targets. - Experience in consultative, solution-based, or needs-based selling environments - Ability to work a FULL-TIME schedule, including evenings and weekends - Strong technical aptitude and ability to learn new systems and CRM tools quickly - Stable, distraction-free remote work environment with reliable high-speed internet Our Most Successful Sales Representatives Typically Bring - Proven history of exceeding sales quotas and revenue targets in B2C or high-volume sales environments. - Experience in phone-based or inside sales with strong conversion metrics. - Career progression showing increased responsibility, larger books of business, or leadership roles. - Expertise in needs assessment, objection handling, and closing techniques. - Background in industries such as edtech, SaaS, insurance, financial services, real estate, home services, or other consultative B2C sales. - Comfort with CRM platforms, pipeline management, and data-driven performance tracking. - Commitment to continuous learning and professional development. Career Growth & Development: This role offers clear pathways for advancement based on performance: - Structured promotion track from Sales Representative to Senior Sales Representative and other career progression opportunities (training, management, operations). - Merit-based advancement opportunities into training, management, and other business areas. - Comprehensive paid training program focusing on educational consulting and sales excellence. - Mentorship and leadership development opportunities. Unlock Your Full Potential at Nerdy: At Nerdy, we’re not just transforming how people learn—we’re transforming your life. Our benefits package is built with a forward-thinking, “focus on you” mindset, so you can be your healthiest, happiest, and yes, most super-human self. Here’s a snapshot of what we offer: - Competitive Compensation: $41,600 ($20/hour) base salary plus $12,000 annual variable compensation target (after training). Also, performance-based advancement opportunities with increased earning potential. - Comprehensive Healthcare: Choose from top-tier medical, dental, vision, and life insurance plans designed to keep you and your family covered. - Retirement Made Simple: Benefit from our 401(k) plan with an immediate company match—no vesting delays! - Family First: Generous maternity, paternity, and adoption leave ensure you have the support you need at life’s big moments. - Equipment: Company-provided MacBook and headphones, as well as the latest technology and software programs to help make you successful. - Continuous Learning: Get an all-inclusive learning membership for you and your household—including 1-on-1 tutoring hours, unlimited on-demand classes, and access to our full suite of learning products and services. - Supercharge with AI: Gain exclusive access to cutting-edge AI tools that boost your productivity, making you feel almost super-human (cape not included).

Title: Educational Sales Representative (Work from Home) Location: Remote - Montana Job Description: Are you a proven education professional with a track record of exceeding performance metrics and a passion for transforming how people learn? Nerdy is seeking experienced Educational Sales Representatives who combine educational expertise with consultative sales skills to help thousands of families achieve their academic goals. As an Educational Sales Representative, you'll leverage your educational background to guide prospective students and families toward personalized learning solutions. This is a SALES position that requires a consultative approach when selling to clients. Success in this role comes from: - Conducting meaningful needs assessment conversations with families - Applying your education/teaching/training experience to recommend personalized learning solutions for each prospective client/student. - Building trust through consultative conversations - Demonstrating subject matter expertise in educational products and services Location: Fully Remote Position Upcoming Start Dates/Training: Two week paid virtual training will take place Monday - Friday 9am-6pm Central Time About Nerdy: At Nerdy (NYSE: NRDY) - the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale. We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win. Fortune favors the bold. Join us. How we compete: - AI-Native at every level From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done. - Entrepreneurial velocity Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die. - Free-market rigor Ideas rise or fall on merit and results - no committees, no politics, no cap on upside. - Full-stack ownership You design, build, and run what you ship; accountability is a feature, not a bug. - Reward for contribution Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded. - Relentless exploration Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way. - Is Apolitical You stay focused on mission-aligned outcomes, not distractions or unrelated causes. If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com. Nerdy’s shareholder letters below explain our latest products and strategy: - Q1-2025 Shareholder Letter - Q4-2024 Shareholder Letter - Q3-2024 Shareholder Letter Qualifications: - Bachelor's degree preferred - 3+ years teaching, training, or educational sales experience strongly preferred - Demonstrated success in metrics-driven environments - Ability to work a FULL-TIME schedule, including evenings and weekends - Strong technical aptitude and ability to learn new systems quickly - Stable, distraction-free remote work environment - Reliable high-speed internet connection - Understand and appreciate that Nerdy is an apolitical company and that we can have the largest impact if we are united in our focus on helping people learn and not divided or distracted by advancing unrelated causes Our most successful Educational Sales Representatives typically bring: - Educational experience and expertise (particularly from teaching and working directly with students and parents) - Proven track record of exceeding metrics and performance goals - Career progression showing increased responsibility and leadership - Experience in needs assessment and solution-based selling - Commitment to continuous learning and professional development Career Growth & Development: This role offers clear pathways for advancement based on performance: - Structured promotion track from Educational Sales Representative to Senior Sales Representative - Merit-based advancement opportunities into training, management, and other business areas - Comprehensive paid training program focusing on educational consulting and sales excellence - Mentorship and leadership development opportunities Unlock Your Full Potential at Nerdy: At Nerdy, we’re not just transforming how people learn—we’re transforming your life. Our benefits package is built with a forward-thinking, “focus on you” mindset, so you can be your healthiest, happiest, and yes, most super-human self. Here’s a snapshot of what we offer: - Competitive Compensation: $40,000 base salary plus $3,000 annual variable compensation target. Also, performance-based advancement opportunities with increased earning potential - Comprehensive Healthcare: Choose from top-tier medical, dental, vision, and life insurance plans designed to keep you and your family covered. - Retirement Made Simple: Benefit from our 401(k) plan with an immediate company match—no vesting delays! - Family First: Generous maternity, paternity, and adoption leave ensure you have the support you need at life’s big moments. - Equipment: Company-provided MacBook and headphones, as well as the latest technology and software programs to help make you successful. - Continuous Learning: Get an all-inclusive learning membership for you and your household—including 1-on-1 tutoring hours, unlimited on-demand classes, and access to our full suite of learning products and services.

Title: Educational Sales Representative (Work from Home) Location: Remote - Kansas City Job Description: Overview: Are you a proven education professional with a track record of exceeding performance metrics and a passion for transforming how people learn? Nerdy is seeking experienced Educational Sales Representatives who combine educational expertise with consultative sales skills to help thousands of families achieve their academic goals. As an Educational Sales Representative, you'll leverage your educational background to guide prospective students and families toward personalized learning solutions. This is a SALES position that requires a consultative approach when selling to clients. Success in this role comes from: - Conducting meaningful needs assessment conversations with families - Applying your education/teaching/training experience to recommend personalized learning solutions for each prospective client/student. - Building trust through consultative conversations - Demonstrating subject matter expertise in educational products and services - Location: Fully Remote Position Upcoming Start Dates/Training: - Paid Training Schedule (Virtual | 6 weeks total): - Weeks 1–3: Monday–Friday 8:00 AM–5:00 PM CT - Weeks 4–6: Monday–Friday 8:00 AM–12:00 PM + 4:00 PM–8:00 PM CT (split shift with a mid-day break) - - Post-Training Schedule: After successful completion of training, your permanent schedule will remain on a split shift (8:00 AM–12:00 PM + 4:00 PM–8:00 PM CT). Exact days will be reviewed during the interview process. - Availability Requirement: You must be able to work all training hours and the permanent split-shift schedule after training. About Nerdy: At Nerdy (NYSE: NRDY) - the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale. We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win. Fortune favors the bold. Join us. How we compete: - AI-Native at every level From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done. - Entrepreneurial velocity Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die. - Free-market rigor Ideas rise or fall on merit and results - no committees, no politics, no cap on upside. - Full-stack ownership You design, build, and run what you ship; accountability is a feature, not a bug. - Reward for contribution Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded. - Relentless exploration Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way. - Is Apolitical You stay focused on mission-aligned outcomes, not distractions or unrelated causes. - If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com. Nerdy’s shareholder letters below explain our latest products and strategy: - Q2-2025 Shareholder Letter - Q1-2025 Shareholder Letter - Q4-2024 Shareholder Letter - Qualifications: - Bachelor's degree preferred - 3+ years teaching, training, or educational sales experience strongly preferred - Demonstrated success in metrics-driven environments - Ability to work a FULL-TIME schedule, including evenings and weekends - Strong technical aptitude and ability to learn new systems quickly - Stable, distraction-free remote work environment - Reliable high-speed internet connection - Understand and appreciate that Nerdy is an apolitical company and that we can have the largest impact if we are united in our focus on helping people learn and not divided or distracted by advancing unrelated causes - Our most successful Educational Sales Representatives typically bring: - Educational experience and expertise (particularly from teaching and working directly with students and parents) - Proven track record of exceeding metrics and performance goals - Career progression showing increased responsibility and leadership - Experience in needs assessment and solution-based selling - Commitment to continuous learning and professional development - Career Growth & Development: This role offers clear pathways for advancement based on performance: - Structured promotion track from Educational Sales Representative to Senior Sales Representative - Merit-based advancement opportunities into training, management, and other business areas - Comprehensive paid training program focusing on educational consulting and sales excellence - Mentorship and leadership development opportunities - Unlock Your Full Potential at Nerdy: At Nerdy, we’re not just transforming how people learn—we’re transforming your life. Our benefits package is built with a forward-thinking, “focus on you” mindset, so you can be your healthiest, happiest, and yes, most super-human self. Here’s a snapshot of what we offer: - Competitive Compensation: $41,600 ($20/hour) base salary plus $12,000 annual variable compensation target (after training). Also, performance-based advancement opportunities with increased earning potential. - Comprehensive Healthcare: Choose from top-tier medical, dental, vision, and life insurance plans designed to keep you and your family covered. - Retirement Made Simple: Benefit from our 401(k) plan with an immediate company match—no vesting delays! - Family First: Generous maternity, paternity, and adoption leave ensure you have the support you need at life’s big moments. - Equipment: Company-provided MacBook and headphones, as well as the latest technology and software programs to help make you successful. - Continuous Learning: Get an all-inclusive learning membership for you and your household—including 1-on-1 tutoring hours, unlimited on-demand classes, and access to our full suite of learning products and services. - Supercharge with AI: Gain exclusive access to cutting-edge AI tools that boost your productivity, making you feel almost super-human (cape not included).

Role Description The Lead Security Engineer drives Nerdy’s enterprise security and infrastructure strategy to ensure scalable, secure, and reliable systems in an AWS first environment. This role combines strategic leadership and hands-on operational oversight to protect company assets, ensure compliance, and support high-growth business objectives. Responsibilities - Define and execute enterprise security strategy - Partner closely with leaders to cover compliance, automation, and security best practices across the organization - Lead business continuity and disaster recovery planning - Identify and address security gaps created by the rapid adoption of new tools and platforms - Oversee threat detection, incident response, and vulnerability management - Ensure regulatory, privacy, and data protection compliance - Use AI-powered tools (e.g., Cursor, Claude Code, or equivalent) to implement security guardrails, automate checks, and accelerate security workflows - Mentor other engineers and collaborate with peers to strengthen the team's collective knowledge - Design secure, scalable, and resilient architecture - Embed security controls across Engineering, Product, Legal, and People teams - Manage vendors, security tools, and IT systems - Report security posture and risk metrics to executives Qualifications - 7+ years in Security Engineering, IT, or Infrastructure leadership - Experience leading enterprise security in AWS-first environments - Hands-on experience with AWS security (IAM, security groups, logging, monitoring) - Strong knowledge of cybersecurity frameworks, risk, and compliance - Experience leading threat detection, vulnerability management, and incident response - Demonstrated ability to influence, driving security adoption across engineering and product teams - Expertise in cloud infrastructure, IAM, endpoint and network security - Explicit mentoring of senior-level engineers regularly - Ability to align security strategy with business goals - Strong executive communication and stakeholder management skills - Experience using AI tools for security purposes with tools like Cursor, GitHub Copilot, Claude, or similar - Bachelor’s in CS, Information Security, or related field (advanced degree/certs preferred) - Nice to have: Familiarity with NIST 800-171 and/or CMMC Level 2 compliance frameworks Benefits - Market-leading salary paired with clear promotion pathways and equity (RSUs) - become an owner in our success. - 401(k) plan with company match and immediate vesting. - We embrace flexibility across time zones and working styles to attract top talent and meet learners where they are. - Recharge on your terms, ensuring maximum productivity. - Access an all-inclusive learning membership for you and your household, including 1:1 tutoring hours, unlimited on-demand classes, and our full suite of learning products and services. - Leverage cutting-edge AI tools to accelerate your workflow. - Medical, dental, vision, life, STD & LTD plans plus strong maternity, paternity, and adoption leaves - numerous options for you and your family.

Overview: Nerdy is looking for an innovative Director of Software Engineering to lead our Consumer Acquisition engineering organization, owning the complete funnel from marketing website and lead generation through telesales and ecommerce conversion to new customer onboarding. You'll manage multiple engineering teams across the US, Canada, and LATAM, building the systems that drive millions in annual revenue for our consumer tutoring business. What You'll Own - Sales Agent Tools: Internal applications for telesales conversion, post-sale onboarding, call/SMS handling, lead routing, and work distribution supporting 100+ concurrent agents - AI-Powered Sales Automation: Jamie, our outbound AI voice agent that handles lead qualification and transfers to human agents, currently managing 80%+ of outbound dials - Ecommerce & Self-Service: Self-service purchasing experiences, quotes checkout, and reactivation flows reducing sales CAC and expanding acquisition channels - Marketing & Lead Generation: Consumer-facing websites, content management systems, landing pages, lead forms, and PPC/SEO optimization - Communications & Operations: Email/SMS orchestration, call metrics, AI-powered scoring, business dashboards, alerting, and workforce management tools About Nerdy: At Nerdy (NYSE: NRDY) - the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale. We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win. Fortune favors the bold. Join us. How we compete: - AI-Native at every level From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done. - Entrepreneurial velocity Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die. - Free-market rigor Ideas rise or fall on merit and results - no committees, no politics, no cap on upside. - Full-stack ownership You design, build, and run what you ship; accountability is a feature, not a bug. - Reward for contribution Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded. - Relentless exploration Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way. - Is Apolitical You stay focused on mission-aligned outcomes, not distractions or unrelated causes. If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com. Nerdy’s shareholder letters below explain our latest products and strategy: - Q4-2025 Shareholder Letter - Q3-2025 Shareholder Letter - Q2-2025 Shareholder Letter Qualifications: - 8+ years software engineering, 4+ years leading engineering teams. - Experience managing multiple squads or 15+ person organizations. - Experience managing remote or distributed teams across time zones. - Strong agentic (LLM) coding skills and hands-on technical leadership; this role requires active involvement in code reviews, architecture decisions, and technical problem-solving. - Track record shipping B2C/SaaS products at scale. - Deep expertise in web applications, distributed systems, APIs. - Proven ability to balance technical excellence with business delivery. - Experience with sales tools, CRM, or marketing technology preferred. - Experienced with AI-native tools that enhance productivity and speed (Cursor, Make.com, Supabase, Netlify, Claude Code, n8n, Firecrawl, ChatGPT, Grok, Bolt, Vercel, etc). Technical Environment - Architecture: Modern web applications, real-time agent systems, event-driven architecture with Kafka. - Cloud: AWS-native infrastructure with Kubernetes. - Integration-heavy: Twilio Flex (contact center), SMS/RCS messaging, Segment (CDP), Braze/SendGrid (communications), Regal (sales automation), Google/Meta Ads. - Scale: High-traffic consumer web properties, 100+ concurrent sales agents, peak-driven traffic patterns. Responsibilities: - Ship features during critical sales periods. - Drive platform simplification while solving immediate business needs. - Build and retain high-performing engineering teams. - Partner with Product, stakeholders, and executives across Marketing, Sales Operations, and Sales leadership. - Represent engineering in executive planning and reviews. - Manage multiple squads and staff engineers. - Hands-on involvement in architecture, code reviews, and technical decisions. What Success Looks Like - Consistent delivery during peak periods. - Measurable improvements in conversion, efficiency, or platform performance. - Reduced complexity through strategic modernization. - Strong cross-functional partnerships and team development. Unleash Your Potential at Nerdy: At Nerdy, you'll earn your success through meritocracy and exceptional outcomes. Our benefits reward performance and initiative: - Competitive Compensation & Advancement: Market-leading salary paired with clear promotion pathways and equity (RSUs) - become an owner in our success. - Retirement Made Simple: 401(k) plan with company match and immediate vesting. - A Remote-First Culture: We embrace flexibility across time zones and working styles to attract top talent and meet learners where they are. - Flexible Time Off: Recharge on your terms, ensuring maximum productivity. - Continuous Learning: Access an all-inclusive learning membership for you and your household, including 1:1 tutoring hours, unlimited on-demand classes, and our full suite of learning products and services. - Supercharge with AI: Leverage cutting-edge AI tools to accelerate your workflow. - You’re Covered: Medical, dental, vision, life, STD & LTD plans plus strong maternity, paternity, and adoption leaves - numerous options for you and your family. The Bottom Line: If you're driven by impact, energized by ownership, and excited to help shape what’s next, you’ll thrive here. We move fast, think big, and reward those who deliver. This isn’t a traditional corporate environment - it’s a place to do the most meaningful work of your career.

Role Description Are you a proven education professional with a track record of exceeding performance metrics and a passion for transforming how people learn? Nerdy is seeking experienced Educational Sales Representatives who combine educational expertise with consultative sales skills to help thousands of families achieve their academic goals. As an Educational Sales Representative, you'll leverage your educational background to guide prospective students and families toward personalized learning solutions. This is a SALES position that requires a consultative approach when selling to clients. Success in this role comes from: - Conducting meaningful needs assessment conversations with families - Applying your education/teaching/training experience to recommend personalized learning solutions for each prospective client/student - Building trust through consultative conversations - Demonstrating subject matter expertise in educational products and services Qualifications - Bachelor's degree preferred - 3+ years teaching, training, or educational sales experience strongly preferred - Demonstrated success in metrics-driven environments - Ability to work a FULL-TIME schedule, including evenings and weekends - Strong technical aptitude and ability to learn new systems quickly - Stable, distraction-free remote work environment - Reliable high-speed internet connection - Understand and appreciate that Nerdy is an apolitical company and that we can have the largest impact if we are united in our focus on helping people learn and not divided or distracted by advancing unrelated causes Our most successful Educational Sales Representatives typically bring: - Educational experience and expertise (particularly from teaching and working directly with students and parents) - Proven track record of exceeding metrics and performance goals - Career progression showing increased responsibility and leadership - Experience in needs assessment and solution-based selling - Commitment to continuous learning and professional development Requirements - Structured promotion track from Educational Sales Representative to Senior Sales Representative - Merit-based advancement opportunities into training, management, and other business areas - Comprehensive paid training program focusing on educational consulting and sales excellence - Mentorship and leadership development opportunities Benefits - Competitive Compensation: $40,000 base salary plus $3,000 annual variable compensation target. Also, performance-based advancement opportunities with increased earning potential - Comprehensive Healthcare: Choose from top-tier medical, dental, vision, and life insurance plans designed to keep you and your family covered - Retirement Made Simple: Benefit from our 401(k) plan with an immediate company match—no vesting delays! - Family First: Generous maternity, paternity, and adoption leave ensure you have the support you need at life’s big moments - Equipment: Company-provided MacBook and headphones, as well as the latest technology and software programs to help make you successful - Continuous Learning: Get an all-inclusive learning membership for you and your household—including 1-on-1 tutoring hours, unlimited on-demand classes, and access to our full suite of learning products and services - Supercharge with AI: Gain exclusive access to cutting-edge AI tools that boost your productivity, making you feel almost super-human (cape not included)

Overview: Are you a proven education professional with a track record of exceeding performance metrics and a passion for transforming how people learn? Nerdy is seeking experienced Educational Sales Representatives who combine educational expertise with consultative sales skills to help thousands of families achieve their academic goals. As an Educational Sales Representative, you'll leverage your educational background to guide prospective students and families toward personalized learning solutions. This is a SALES position that requires a consultative approach when selling to clients. Success in this role comes from: - Conducting meaningful needs assessment conversations with families - Applying your education/teaching/training experience to recommend personalized learning solutions for each prospective client/student. - Building trust through consultative conversations - Demonstrating subject matter expertise in educational products and services Location: Fully Remote Position Upcoming Start Dates/Training: - Paid Training Schedule (Virtual | 6 weeks total): - Weeks 1–3: Monday–Friday 8:00 AM–5:00 PM CT - Weeks 4–6: Monday–Friday 8:00 AM–12:00 PM + 4:00 PM–8:00 PM CT (split shift with a mid-day break) - Post-Training Schedule: After successful completion of training, your permanent schedule will remain on a split shift (8:00 AM–12:00 PM + 4:00 PM–8:00 PM CT). Exact days will be reviewed during the interview process. Availability Requirement: You must be able to work all training hours and the permanent split-shift schedule after training. About Nerdy: At Nerdy (NYSE: NRDY) - the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale. We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win. Fortune favors the bold. Join us. How we compete: - AI-Native at every level From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done. - Entrepreneurial velocity Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die. - Free-market rigor Ideas rise or fall on merit and results - no committees, no politics, no cap on upside. - Full-stack ownership You design, build, and run what you ship; accountability is a feature, not a bug. - Reward for contribution Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded. - Relentless exploration Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way. - Is Apolitical You stay focused on mission-aligned outcomes, not distractions or unrelated causes. If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com. Nerdy’s shareholder letters below explain our latest products and strategy: - Q2-2025 Shareholder Letter - Q1-2025 Shareholder Letter - Q4-2024 Shareholder Letter Qualifications: - Bachelor's degree preferred - 3+ years teaching, training, or educational sales experience strongly preferred - Demonstrated success in metrics-driven environments - Ability to work a FULL-TIME schedule, including evenings and weekends - Strong technical aptitude and ability to learn new systems quickly - Stable, distraction-free remote work environment - Reliable high-speed internet connection - Understand and appreciate that Nerdy is an apolitical company and that we can have the largest impact if we are united in our focus on helping people learn and not divided or distracted by advancing unrelated causes Our most successful Educational Sales Representatives typically bring: - Educational experience and expertise (particularly from teaching and working directly with students and parents) - Proven track record of exceeding metrics and performance goals - Career progression showing increased responsibility and leadership - Experience in needs assessment and solution-based selling - Commitment to continuous learning and professional development Career Growth & Development: This role offers clear pathways for advancement based on performance: - Structured promotion track from Educational Sales Representative to Senior Sales Representative - Merit-based advancement opportunities into training, management, and other business areas - Comprehensive paid training program focusing on educational consulting and sales excellence - Mentorship and leadership development opportunities Unlock Your Full Potential at Nerdy: At Nerdy, we’re not just transforming how people learn—we’re transforming your life. Our benefits package is built with a forward-thinking, “focus on you” mindset, so you can be your healthiest, happiest, and yes, most super-human self. Here’s a snapshot of what we offer: - Competitive Compensation: $41,600 ($20/hour) base salary plus $12,000 annual variable compensation target (after training). Also, performance-based advancement opportunities with increased earning potential. - Comprehensive Healthcare: Choose from top-tier medical, dental, vision, and life insurance plans designed to keep you and your family covered. - Retirement Made Simple: Benefit from our 401(k) plan with an immediate company match—no vesting delays! - Family First: Generous maternity, paternity, and adoption leave ensure you have the support you need at life’s big moments. - Equipment: Company-provided MacBook and headphones, as well as the latest technology and software programs to help make you successful. - Continuous Learning: Get an all-inclusive learning membership for you and your household—including 1-on-1 tutoring hours, unlimited on-demand classes, and access to our full suite of learning products and services. Supercharge with AI: Gain exclusive access to cutting-edge AI tools that boost your productivity, making you feel almost super-human (cape not included)

Overview: Are you a proven education professional with a track record of exceeding performance metrics and a passion for transforming how people learn? Nerdy is seeking experienced Educational Sales Representatives who combine educational expertise with consultative sales skills to help thousands of families achieve their academic goals. As an Educational Sales Representative, you'll leverage your educational background to guide prospective students and families toward personalized learning solutions. This is a SALES position that requires a consultative approach when selling to clients. Success in this role comes from: - Conducting meaningful needs assessment conversations with families - Applying your education/teaching/training experience to recommend personalized learning solutions for each prospective client/student. - Building trust through consultative conversations - Demonstrating subject matter expertise in educational products and services Location: Fully Remote Position Upcoming Start Dates/Training: Two week paid virtual training will take place Monday - Friday 9am-6pm Central Time About Nerdy: At Nerdy (NYSE: NRDY) - the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale. We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win. Fortune favors the bold. Join us. How we compete: - AI-Native at every level From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done. - Entrepreneurial velocity Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die. - Free-market rigor Ideas rise or fall on merit and results - no committees, no politics, no cap on upside. - Full-stack ownership You design, build, and run what you ship; accountability is a feature, not a bug. - Reward for contribution Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded. - Relentless exploration Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way. - Is Apolitical You stay focused on mission-aligned outcomes, not distractions or unrelated causes. If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com. Nerdy’s shareholder letters below explain our latest products and strategy: - Q1-2025 Shareholder Letter - Q4-2024 Shareholder Letter - Q3-2024 Shareholder Letter Qualifications: - Bachelor's degree preferred - 3+ years teaching, training, or educational sales experience strongly preferred - Demonstrated success in metrics-driven environments - Ability to work a FULL-TIME schedule, including evenings and weekends - Strong technical aptitude and ability to learn new systems quickly - Stable, distraction-free remote work environment - Reliable high-speed internet connection - Understand and appreciate that Nerdy is an apolitical company and that we can have the largest impact if we are united in our focus on helping people learn and not divided or distracted by advancing unrelated causes Our most successful Educational Sales Representatives typically bring: - Educational experience and expertise (particularly from teaching and working directly with students and parents) - Proven track record of exceeding metrics and performance goals - Career progression showing increased responsibility and leadership - Experience in needs assessment and solution-based selling - Commitment to continuous learning and professional development Career Growth & Development: This role offers clear pathways for advancement based on performance: - Structured promotion track from Educational Sales Representative to Senior Sales Representative - Merit-based advancement opportunities into training, management, and other business areas - Comprehensive paid training program focusing on educational consulting and sales excellence - Mentorship and leadership development opportunities Unlock Your Full Potential at Nerdy: At Nerdy, we’re not just transforming how people learn—we’re transforming your life. Our benefits package is built with a forward-thinking, “focus on you” mindset, so you can be your healthiest, happiest, and yes, most super-human self. Here’s a snapshot of what we offer: - Competitive Compensation: $40,000 base salary plus $3,000 annual variable compensation target. Also, performance-based advancement opportunities with increased earning potential - Comprehensive Healthcare: Choose from top-tier medical, dental, vision, and life insurance plans designed to keep you and your family covered. - Retirement Made Simple: Benefit from our 401(k) plan with an immediate company match—no vesting delays! - Family First: Generous maternity, paternity, and adoption leave ensure you have the support you need at life’s big moments. - Equipment: Company-provided MacBook and headphones, as well as the latest technology and software programs to help make you successful. - Continuous Learning: Get an all-inclusive learning membership for you and your household—including 1-on-1 tutoring hours, unlimited on-demand classes, and access to our full suite of learning products and services. Supercharge with AI: Gain exclusive access to cutting-edge AI tools that boost your productivity, making you feel almost super-human (cape not included).

Role Description The Senior Director, Product Engineering leads multiple engineering teams to deliver scalable, high-impact product solutions aligned with Nerdy’s strategic objectives. This leader drives technical vision, operational excellence, and cross-functional alignment while building high-performing, inclusive teams. The role is responsible for translating business strategy into measurable engineering outcomes across complex product portfolios. Qualifications - 10+ years of progressive engineering leadership experience, including managing managers and senior leaders - Proven experience leading large, distributed product engineering organizations in a high-growth environment - Strong track record of delivering complex, scalable software systems - Demonstrated ability to set technical vision and influence executive-level strategy - Deep understanding of modern software development practices, cloud architectures, and DevOps principles - Experience driving organizational design, change management, and operational transformation - Excellent communication and stakeholder management skills across technical and non-technical audiences - Data-driven decision-making mindset with strong business acumen - Bachelor’s degree in Computer Science, Engineering, or related field; advanced degree preferred Requirements - Define and execute the long-term technical and organizational strategy for multiple product engineering teams - Partner with Product, Design, Data, and Business leaders to align roadmaps with company objectives - Drive delivery excellence through strong execution frameworks, predictable planning, and measurable outcomes - Build, mentor, and scale high-performing engineering leadership teams, including Directors and Senior Managers - Establish and uphold engineering standards for architecture, quality, reliability, and security - Lead large-scale system design and architectural decisions to ensure scalability and performance - Oversee resource planning, budgeting, and headcount strategy across multiple teams - Champion operational rigor through metrics, KPIs, and continuous improvement practices - Foster a culture of innovation, accountability, inclusion, and continuous learning - Identify and mitigate technical, operational, and organizational risks at the portfolio level Benefits - Market-leading salary paired with clear promotion pathways and equity (RSUs) - become an owner in our success. - 401(k) plan with company match and immediate vesting. - We embrace flexibility across time zones and working styles to attract top talent and meet learners where they are. - Recharge on your terms, ensuring maximum productivity. - Access an all-inclusive learning membership for you and your household, including 1:1 tutoring hours, unlimited on-demand classes, and our full suite of learning products and services. - Leverage cutting-edge AI tools to accelerate your workflow. - Medical, dental, vision, life, STD & LTD plans plus strong maternity, paternity, and adoption leaves - numerous options for you and your family.

Overview: Are you a proven education professional with a track record of exceeding performance metrics and a passion for transforming how people learn? Nerdy is seeking experienced Educational Sales Representatives who combine educational expertise with consultative sales skills to help thousands of families achieve their academic goals. As an Educational Sales Representative, you'll leverage your educational background to guide prospective students and families toward personalized learning solutions. This is a SALES position that requires a consultative approach when selling to clients. Success in this role comes from: - Conducting meaningful needs assessment conversations with families - Applying your education/teaching/training experience to recommend personalized learning solutions for each prospective client/student. - Building trust through consultative conversations - Demonstrating subject matter expertise in educational products and services Location: Fully Remote Position Upcoming Start Dates/Training: - Paid Training Schedule (Virtual | 6 weeks total): - Weeks 1–3: Monday–Friday 8:00 AM–5:00 PM CT - Weeks 4–6: Monday–Friday 8:00 AM–12:00 PM + 4:00 PM–8:00 PM CT (split shift with a mid-day break) - Post-Training Schedule: After successful completion of training, your permanent schedule will remain on a split shift (8:00 AM–12:00 PM + 4:00 PM–8:00 PM CT). Exact days will be reviewed during the interview process. Availability Requirement: You must be able to work all training hours and the permanent split-shift schedule after training. About Nerdy: At Nerdy (NYSE: NRDY) - the company behind Varsity Tutors - we’re redrawing the blueprint of learning. Our Live + AI™ platform fuses real-time human expertise with proprietary generative-AI systems, setting a new bar for measurable academic impact at global scale. We recruit the kind of technologists and operators you’d bet on as solo founders - people who turn ambiguous problems into shipping code, iterate faster than markets move, and compound their advantage with every data point. In an era where great employees can deliver 10-times the leverage of the merely good, we back those who play to win. Fortune favors the bold. Join us. How we compete: - AI-Native at every level From the CEO to day-one hires, everyone builds and ships with generative AI. If you’re not wielding AI, you’re not done. - Entrepreneurial velocity Move at founder speed, prototype in hours, and measure in real user outcomes. Slow teams die. - Free-market rigor Ideas rise or fall on merit and results - no committees, no politics, no cap on upside. - Full-stack ownership You design, build, and run what you ship; accountability is a feature, not a bug. - Reward for contribution Pay rises with impact, not years. Outstanding results earn outsized rewards. We evaluate both what you achieve and how you achieve it: living our leadership principles and using AI effectively are formally measured and rewarded. - Relentless exploration Push the frontier of generative AI in live learning and - because only the paranoid survive - questioning every legacy assumption along the way. - Is Apolitical You stay focused on mission-aligned outcomes, not distractions or unrelated causes. If you’re a technically minded builder who thrives on open competition, personal responsibility, and the chance to redefine how the world learns - while continually stretching the limits of what generative AI can do - come do the most ambitious and rewarding work of your career here. Learn more at nerdy.com. Nerdy’s shareholder letters below explain our latest products and strategy: - Q2-2025 Shareholder Letter - Q1-2025 Shareholder Letter - Q4-2024 Shareholder Letter Qualifications: - Bachelor's degree preferred - 3+ years teaching, training, or educational sales experience strongly preferred - Demonstrated success in metrics-driven environments - Ability to work a FULL-TIME schedule, including evenings and weekends - Strong technical aptitude and ability to learn new systems quickly - Stable, distraction-free remote work environment - Reliable high-speed internet connection - Understand and appreciate that Nerdy is an apolitical company and that we can have the largest impact if we are united in our focus on helping people learn and not divided or distracted by advancing unrelated causes Our most successful Educational Sales Representatives typically bring: - Educational experience and expertise (particularly from teaching and working directly with students and parents) - Proven track record of exceeding metrics and performance goals - Career progression showing increased responsibility and leadership - Experience in needs assessment and solution-based selling - Commitment to continuous learning and professional development Career Growth & Development: This role offers clear pathways for advancement based on performance: - Structured promotion track from Educational Sales Representative to Senior Sales Representative - Merit-based advancement opportunities into training, management, and other business areas - Comprehensive paid training program focusing on educational consulting and sales excellence - Mentorship and leadership development opportunities Unlock Your Full Potential at Nerdy: At Nerdy, we’re not just transforming how people learn—we’re transforming your life. Our benefits package is built with a forward-thinking, “focus on you” mindset, so you can be your healthiest, happiest, and yes, most super-human self. Here’s a snapshot of what we offer: - Competitive Compensation: $41,600 ($20/hour) base salary plus $12,000 annual variable compensation target (after training). Also, performance-based advancement opportunities with increased earning potential. - Comprehensive Healthcare: Choose from top-tier medical, dental, vision, and life insurance plans designed to keep you and your family covered. - Retirement Made Simple: Benefit from our 401(k) plan with an immediate company match—no vesting delays! - Family First: Generous maternity, paternity, and adoption leave ensure you have the support you need at life’s big moments. - Equipment: Company-provided MacBook and headphones, as well as the latest technology and software programs to help make you successful. - Continuous Learning: Get an all-inclusive learning membership for you and your household—including 1-on-1 tutoring hours, unlimited on-demand classes, and access to our full suite of learning products and services. Supercharge with AI: Gain exclusive access to cutting-edge AI tools that boost your productivity, making you feel almost super-human (cape not included).