Coursedog

Compensation

Full Description

Regional Director of Sales Department: Sales Employment Type: Full Time Location: Remote Compensation: $100,000 - $140,000 / year Description Our mission is to break down barriers to opportunity for students. Coursedog provides higher ed with modern technology solutions – empowering institutions, students, and communities across the globe. Coursedog's founding story is rooted in the desire to help students achieve their highest goals. In 2018, Coursedog's co-founders and then college students, Justin Wenig and Nick Diao, were frustrated by how difficult it was to get into the classes they needed to graduate on time. After speaking with higher education provosts and registrars to better understand how academic scheduling works, they came away with a vision that permeates the company today. Coursedog has raised $113M total capital as a remote-first, hyper-growth startup currently backed by JMI Equity, and with past investments from YC and First Round Capital. We were recently ranked in Forbes top 500 US startup employers and our employee engagement scores rank in the top 5% of tech companies. As the Regional Director of Sales at Coursedog, you will play a critical role in driving revenue growth and expanding our market presence within your territory. You will be responsible for developing and executing a strategic territory plan to achieve performance targets, establishing strong relationships with key prospects, being an effective liaison across internal stakeholders that are key to your success, and forecasting with a high degree of accuracy. This role requires a dynamic seller with a proven track record in sales, exceptional strategic thinking, and the ability to deliver results independently in a fast-paced environment. Compensation: The base salary ranges from $100,000–$140,000, based on experience. The position includes a performance-based variable compensation plan, bringing the total on-target earnings (OTE) to $200,000–$280,000 when goals are met. Key Responsibilities Achieve annual performance targets/quota Own deep discovery on business challenges, outcomes, and buying process/stakeholder mapping Own highly tailored platform demos and ongoing product knowledge Maintain >4x pipeline coverage and own opportunity generation alongside your SDR in your territory Follow through on pipeline management, accurately forecasting closed business through understanding conversion rates & clients buying process Following MEDDPICC methodology and keeping CRM hygiene clean including accurately reporting all sales activities in as close to real-time as possible . Own territory planning, account mapping and prospect conversations in order to achieve goals Drive credibility through customer education of industry insights & product evangelism Approach conversations strategically, creatively and empathetically based on pain points. Proactively leverage other stakeholders in the sales cycle (Product, Customer Success, Execs etc) Actively solicit and act on feedback Have a direct impact on a fast growing company Work with like-minded A players focused on driving the mission of the company Build and support processes that supports the growth trajectory we are on Drive new bookings by landing net new school logos in your territory by evangelizing Coursedog Build you territory strategy from the ground up and use effective account planning to meet and exceed targets A strong sense of urgency and a hunter mindset An understanding of complex technical sales cycles, processes and methodologies. Deep understanding of sales methodologies such as MEDDPICC & Value Selling. Experience in creating and executing effective territory and account plans Ability to practice radical candor in bi-directional feedback Strong collaboration and interpersonal skills. Excellent communication, presentation, and facilitation skills. Proficiency with AI tools and CRMs (Salesforce ideally) Skills Knowledge and Expertise 5+ years in full cycle, quota carrying sales role at a software-as-a-service company. Preference for Higher Education Experience Winning mindset with a proven track record of exceeding sales quotas in new business focused roles and clear ownership mindset. Ability to navigate complex deal cycles across multiple stakeholders and comfortable presenting to Executive leaders. Experience in effective territory mapping and account planning. Strong ability to not just strategize but take action and track results. Self-motivated with a strong bias towards action. Willing to be held to timelines. Deep understanding of sales methodologies such as MEDDPICC & Value Selling. Certification in either is preferred Experience working cross-functionally with counterparts from Marketing, Product, Customer Success, and Engineering Excellent time management Growth mindset and strong sense of curiousity focused on constantly looking for better ways to work internally and externally Strong EQ, organizational, communication and presentation skills Strong critical thinker who is able to come up with creative solutions as problems arise Comfortable with 30% travel time Working at Coursedog Healthcare, Dental & Vision We follow a fixed contribution model to ensure equity and transparency. Each employee receives the same annual dollar amount to allocate toward their medical, dental, and vision coverage. This empowers you to select the plan that best meets your needs — whether it’s a base-level plan or a more comprehensive option. Depending on the selected coverage level, the company covers: Employee-only coverage: 99% to 55% of monthly premiums Employee + dependents: 77% to 43% of monthly premiums We proudly partner with Aetna and Guardian, and offer access to best-in-class wellness perks including: Spring Health (mental health support) XP Health (vision benefits) Carrot Fertility (family planning) One Medical (primary care) We also support pre-tax savings through Health Savings Accounts (HSA) and Flexible Spending Accounts (FSA). Retirement Planning To support long-term financial health, we offer a 401(k) plan from day one of employment. Beginning January 1, 2026, we’ll provide a 4% employer match on your annual salary (subject to federal limits) for employees contributing to a tax-advantaged retirement account. Paid Time Off We trust our employees to manage their time responsibly. That’s why we offer an unlimited Paid Time Off policy — because flexibility and balance are critical for sustained excellence and personal well-being. Remote-First Since Inception We were built for distributed work. Our culture emphasizes flexibility over rigidity, outcomes over hours, and transparency over gatekeeping. We are committed to being a remote-first organization indefinitely, empowering you to work where and how you thrive best. Equity As a valued contributor to our collective success, you’ll participate in the upside. All employees are granted equity in the company, with vesting aligned to your role and tenure. Equity grants are reviewed and adjusted with promotions to reflect your evolving impact. Paid Parental Leave We proudly support working parents with industry-leading benefits. Primary caregivers are eligible for 12 weeks of paid leave Secondary caregivers receive 6 weeks of paid leave This time is fully paid and available to all eligible employees regardless of gender or family structure.