Strategic Account Executive

Are you someone who is naturally curious, embraces their growth mindset, and is eager for an exciting new experience that will push you out of your comfort zone? We’re looking for a  Strategic Account Executive, New Business to join us at Thinkific. 

As a Strategic Account Executive, New Business, you will own the full sales cycle — prospecting, discovery, demo, negotiation, and close — for Enterprise opportunities with the ultimate goal of acquiring new customers and maximizing revenue. You’ll focus on landing new logos, closing 5- and 6-figure SaaS deals, and positioning Thinkific as the preferred partner for learning, training, and enablement initiatives. Reporting to the VP, Sales you’ll work with prospects to understand their goals, showcase the power of the Thinkific Plus platform in meeting their needs, and create a world class customer-centric experience.You’ll have the opportunity to be part of a growing segment of our business that benefits from a fast sales cycle, a great product and professional growth and enablement opportunities.

This is a remote role open across North America, with occasional travel for customer meetings and industry events.

Your goal will be to source new potential customers, understand their business, needs and goals and effectively educate them on how Thinkific can meet their business objectives. Here’s how you’ll accomplish this: 

• Hunt, develop, and close net-new Enterprise accounts, aligned with our target ICP for learning, enablement, and customer education
• Lead the entire sales cycle — from account strategy and outreach to proposal and contract execution — driving predictable revenue growth
• Develop and execute strategic account plans that identify long-term growth opportunities, expansion potential, and customer success milestones within key accounts
• Partner with SDRs, Marketing, and Solutions Consultants to execute account-based strategies and expand Thinkific’s presence in priority industries
• Collaborate cross-functionally with Marketing, Product, and Customer Success to influence roadmap priorities, ensure seamless onboarding, and drive customer satisfaction and retention
• Act as the voice of the customer by sharing market intelligence, buyer trends, and competitive insights to inform product positioning and go-to-market strategies
• Conduct deep discovery and ROI-based selling, crafting business cases that quantify the value of modern learning platforms
• Deliver compelling demos and executive presentations to senior decision-makers (L&D, HR, Enablement, Operations, and C-suite)
• Navigate complex procurement, legal, and infosec processes while managing multiple stakeholders across the organization
• Partner closely with VP, Sales on strategic deal strategy, negotiation approaches, and executive engagement plans for key opportunities
• Travel to meet key customers, close high-value deals, and represent Thinkific at industry events as needed
• Maintain disciplined pipeline hygiene and accurate forecasting within CRM (HubSpot or Salesforce)
• Represent Thinkific at industry conferences and customer events to strengthen relationships and build market visibility

The person we have in mind likely:

• 8–10+ years of B2B SaaS sales experience, with a track record of closing 5- and 6-figure annual contracts (typically $50K–$250K ARR and above)
• Proven success selling into Enterprise organizations — navigating long, multi-stakeholder sales cycles
• Experience in Learning Tech, EdTech, LMS, or Training Enablement software strongly preferred (background with Docebo, Absorb, Skilljar, LearnUpon, Lessonly, etc. is a plus)
• Expertise in consultative, value-based selling (MEDDICC, Challenger, SPIN, or similar frameworks)
• Strong executive presence and ability to engage senior leaders around business outcomes and ROI
• Highly organized, metrics-driven, and comfortable managing complex deals from initial outreach through close
• Self-starter with strong collaboration skills and the ability to thrive in a remote-first, high-growth environment
• Loves to learn and grow. They’ve found (and keep looking for) ways to level up their skills in this field, whether that’s through formal education, gaining professional experience, or maybe even building their own business 

We’re committed to fair and transparent pay that reflects both where you are and where you can grow to. This role has a salary range of base $116,100 - $145,100 - $174,100 + plus commission: Target Cash OTE $209,300 - $261,600 - $313,900 in Canada, designed to capture the full journey from developing skills to excelling in the position. Most new hires start between the minimum and midpoint, which aligns with being fully capable in the role. Salaries above the midpoint are typically reserved for team members who have demonstrated strong, consistent performance, deep expertise, and a significant positive impact within the role.

For high-demand or hard-to-fill positions like this one, we may hire above midpoint for candidates who bring exceptional experience, skills, or impact potential.

Diversity, Equity, Inclusion and Belonging & Accessibility

This is just our initial idea of who we’re looking for! At Thinkific, we know that people have unique career journeys. If your experience is close to what we’ve described but you feel that you might be missing a few of the requirements, please still apply! We’re also committed to providing a comfortable and accessible interview process for every candidate. If there are any accommodations our team can make throughout our hiring process (big or small), please let us know.