Jobs · Sales

Regional Director of Sales

Coursedog · United States · 1 mo ago
RemoteRemoteSales$200k–$280k/yrFull-time
We need to output HTML fragment with sections: About the role? Actually the posting includes "The Opportunity" which is like description. We need headings: About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule. Use

for each section heading only if there is real content. We must not repeat job title. No Job ID. Remove boilerplate etc. We need to extract substantive info. Let's parse: The Opportunity paragraph: description of role. Could be "About the role". We'll put that in

About the role

with

containing that paragraph. Then "What You'll Do" list of duties. That's responsibilities. Use

Responsibilities

with
  • each bullet. Then "Requirements" heading: "What You'll Bring". That's requirements. Use

    Requirements

    with
    • . Then "Benefits" section: includes Healthcare, Dental & Vision, Retirement Planning, Paid Time Off, Remote-First Since Inception, Equity, Paid Parental Leave. Also maybe "About Coursedog" description? That's company overview, could be part of Benefits? Actually it's separate "About Coursedog". Could be considered "About the company" but not in list. We could include as a separate section maybe "About Coursedog" but not required headings. The instruction says use headings for those specific ones only if content exists. We can add other sections if we want but better to stick to those. However we have substantive content for Benefits, Pay, Schedule? Pay: there is mention of base salary, performance-driven commission, accelerators, total on-target earnings ranging from $200,000 to $280,000. That's pay info. So we need a Pay section. Schedule: mention of onsite travel 25%-35% throughout the year. That's schedule/travel expectation. Could be Schedule section. Thus we will have sections: About the role, Responsibilities, Requirements, Benefits, Pay, Schedule. We must not create sections with filler like "commensurate with experience". We have actual content. We need to ensure we don't duplicate lines. Let's extract content precisely. About the role: The Opportunity paragraph: "As a Regional Director of Sales at Coursedog, you'll drive revenue growth and expand our presence across your assigned territory, landing new institutional partners and helping shape the future of academic operations technology. You'll own the full sales cycle — from strategic territory planning and opportunity generation to executive-level presentations and contract close — operating with autonomy and accountability in a high-growth, mission-driven environment. This role is ideal for a disciplined, execution-focused seller who thrives in complex sales cycles, enjoys building pipeline from the ground up, and is motivated by exceeding ambitious revenue targets. If you bring a strong hunter mindset, deep curiosity about customer challenges, and the ability to navigate multi-stakeholder buying processes with confidence and empathy, this is an opportunity to make a direct and measurable impact on Coursedog's growth." We can keep that as a paragraph. Responsibilities: list from "What You'll Do". Let's extract each bullet: - Own and achieve annual quota targets within your territory, driving new logo acquisition and revenue growth - Develop and execute a strategic territory plan, including account mapping, stakeholder identification, and opportunity prioritization - Generate and maintain >4x pipeline coverage in partnership with your SDR, ensuring consistent opportunity creation and progression - Lead deep discovery conversations to uncover business challenges, define desired outcomes, and understand buying processes - Deliver highly tailored product demonstrations that align Coursedog's platform to customer pain points and institutional priorities - Navigate complex, multi-stakeholder deal cycles, including executive-level presentations and negotiations - Own pipeline management and forecasting with a high degree of accuracy, maintaining disciplined CRM hygiene and real-time activity tracking - Apply structured sales methodologies (e.g., MEDDPICC, Value Selling) to advance opportunities and improve win rates - Proactively leverage cross-functional stakeholders (Product, Customer Success, Executive Leadership) to strengthen deals and accelerate progress - Drive industry credibility through thoughtful product evangelism and education on higher education trends - Actively solicit and incorporate feedback to continuously improve your sales approach and performance - Onsite travel travel to both customers and industry events for presentations and workshops expected 25% - 35% throughout the year Note there is a duplicate "travel travel". Might be a typo but we keep as is? Probably we should keep the text as given but maybe correct? The instruction: preserve ALL substantive information; do not invent or summarize away detail. So we should keep the exact text, even if duplicate word. We'll keep as is. Requirements: list from "What You'll Bring". Bullets: - 5+ years of experience in a full-cycle, quota-carrying SaaS sales role, with a proven track record of exceeding new business targets - Demonstrated success navigating complex enterprise sales cycles with multiple decision-makers and executive stakeholders - Deep understanding of sales methodologies such as MEDDPICC and Value Selling (certification preferred) - Experience developing and executing effective territory and account plans that translate strategy into measurable results - Strong forecasting discipline and experience maintaining CRM accuracy (Salesforce preferred) - A proactive, self-motivated working style with a strong bias toward action and ownership - Excellent communication, presentation, and facilitation skills - High emotional intelligence and the ability to approach customer conversations strategically, creatively, and empathetically - Comfort operating in a fast-paced, remote-first environment with approximately 30% travel - Familiarity with AI tools and modern sales technology to improve efficiency and effectiveness - Experience selling into Higher Education is strongly preferred Also there is a note: "Not sure if you should apply? ..." That's encouragement but maybe not a requirement. It's not a requirement; it's a note encouraging application. Could be considered part of Requirements? It's not a qualification. Might be considered boilerplate? It's not EEO but it's encouraging underrepresented groups. Might be considered EEO-like. The instruction says remove EEO/equal-opportunity/scams-warning boilerplate. This is similar to encouragement but not exactly EEO. Might be considered encouraging underrepresented groups; could be considered EEO-related. Safer to remove it. We'll drop that paragraph. Benefits: we need to extract benefits details. From "Benefits About Coursedog": Actually there is a heading "Benefits About Coursedog". Then paragraphs about mission etc. That's company description, not benefits. Then after that there is "Working at Coursedog Healthcare, Dental & Vision" etc. So we need to capture benefits: Healthcare, Dental & Vision details, Retirement Planning, Paid Time Off, Remote-First Since Inception, Equity, Paid Parental Leave. Also there is "About Coursedog" description which is company overview; could be considered part of Benefits? Not exactly. Might be better to include as a separate section maybe "About Coursedog" but not in prescribed headings. Since we only need to output sections when we have real content, we could include an

      About Coursedog

      but the instruction says use headings for those specific ones (About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule). It didn't forbid other headings, but says "use

      for section headings (e.g. About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule)." The e.g. suggests those are examples, not exclusive. However later: "IMPORTANT: include a section ONLY when the posting has real, specific content for it — never emit a heading followed by filler/placeholder text". So we could add other headings if we have content. But to be safe, we can stick to the listed ones and put company description maybe under Benefits? Not ideal. Could put under About the role? Already used. Could add a section "About Coursedog" as an extra heading; it's not prohibited. The instruction didn't say we cannot add other headings; just gave examples. I'd include it as a section to preserve info. But we need to ensure we don't create thin sections. The About Coursedog paragraph is substantive. Thus sections: About the role, Responsibilities, Requirements, About Coursedog, Benefits, Pay, Schedule. We must not include Qualifications or Skills unless we have content. We have Requirements already; Qualifications maybe same as Requirements but we can skip. Now Benefits details: Let's extract. From text: "Working at Coursedog Healthcare, Dental & Vision We follow a fixed contribution model to promote equity and transparency. Every employee receives the same annual dollar amount to apply toward medical, dental, and vision coverage. This approach gives you the flexibility to choose the plan that best fits your needs, whether that is a base-level option or more comprehensive coverage. Depending on the selected coverage level, the company covers: Employee-only coverage: 65% to 99% of monthly premiumsEmployee plus dependents: 45% to 75% of monthly premiums We partner with Aetna and Guardian, and offer access to best-in-class wellness and support programs, including: Spring Health (mental health support)XP Health (vision benefits)Carrot Fertility (family planning support)One Medical (primary care) We also support pre-tax savings through Health Savings Accounts (HSA) and Flexible Spending Accounts (FSA)." Note missing spaces after colons; we can keep as is but maybe add spaces for readability? Preserve substantive information; we can keep as is but maybe add spaces to make readable? The instruction: preserve ALL substantive information; do not invent or summarize away detail. Adding spaces is not changing meaning, just formatting. It's okay. Next: "Retirement Planning To support long-term financial health, we offer a Safe Harbor 401(k) plan from day one of employment. Coursedog provides a 4% employer match on your total compensation (subject to federal limits) each pay period for employees contributing to a tax-advantaged retirement account." Next: "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." Next: "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." Next: "Equity As a valued contributor to our collective success, you'll participate in the upside. All employees are granted equity in the company aligned to your role and tenure. Equity grants are reviewed and adjusted with promotions to reflect your evolving impact." Next: "Paid Parental Leave We proudly support working parents with industry-leading benefits. Employees are eligible for up to 12 weeks of fully paid leave. This benefit is available to all eligible employees, regardless of gender or family structure." We'll combine these into a Benefits section with maybe subheadings? But we only allowed
      • for lists. Could present each benefit as a

        or

        • . Since they are distinct items, we could use
          • each benefit heading with description inside. But that might be mixing. Simpler: each benefit as a

            with bold heading? Not allowed to add extra tags beyond

            ,

            • ,

              . We can embed bold using ? Not mentioned; but we can keep plain text. We'll do
              • for each benefit item, with the description inside the
              • . That satisfies using list for benefits. Pay section: extract: "This role offers a base salary, performance-driven commission, as well as additional accelerators, kickers, & other performance based incentives with total on-target earnings ranging from $200,000 to $280,000. Final compensation will be determined based on experience, skills, and

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