At DraftKings, AI is becoming an integral part of both our present and future, powering how work gets done today, guiding smarter decisions, and sparking bold ideas. It’s transforming how we enhance customer experiences, streamline operations, and unlock new possibilities. Our teams are energized by innovation and readily embrace emerging technology. We’re not waiting for the future to arrive. We’re shaping it, one bold step at a time. To those who see AI as a driver of progress, come build the future together. The Crown Is Yours Play a crucial role in the growth and development of our VIP player base. As a Player Development Executive, you'll drive net revenue through proactive sales tactics and promote outstanding services to new and existing VIP customers. You'll work closely with other internal teams and stakeholders to manage and deliver our signature VIP experience. What You'll Do as a Player Development Executive, Pittsburgh - Develop and maintain strong relationships with premier players through providing services and building player loyalty. - Drive key VIP sales metrics, contributing to customer engagement, market share, and net revenue. - Execute against all VIP policies and guidelines, including responsible gaming policies. - Compile and analyze data to identify trends to maximize player performance. - Proactively offers solution-based suggestions to help enhance the customer experience. - Participate in the escalation process and work with customers and other internal teams to provide a timely resolution. What You'll Bring - Bachelor's degree in a related field or 5 years of experience in the Gaming, Hospitality, Sales, or Marketing industry. - Passion for improving the player experience, problem-solving, and promoting positivity amongst the team. - Demonstrated success in identifying and implementing strategies that improve operational efficiency. - Knowledge and ability to increase revenues and control expenses. - Must be able to obtain and maintain required State Gaming Licenses. Join Our Team We’re a publicly traded (NASDAQ: DKNG) technology company headquartered in Boston. As a regulated gaming company, you may be required to obtain a gaming license issued by the appropriate state agency as a condition of employment. Don’t worry, we’ll guide you through the process if this is relevant to your role. The US base salary range for this full-time position is 88,400.00 USD - 110,500.00 USD, plus bonus, equity, and benefits as applicable. Our ranges are determined by role, level, and location. The compensation information displayed on each job posting reflects the range for new hire pay rates for the position across all US locations. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Your recruiter can share more about the specific pay range and how that was determined during the hiring process. It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

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). n (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). most 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). vity, making you feel almost super-human (cape not included).