Great Question (YC W21) Seeks Experienced Enterprise Account Executive

Great Question is hiring an experienced Enterprise Account Executive to help us on our mission to democratize user research - helping companies talk to their customers more to ensure they build software that people want.

‍‍We are a well-funded seed-stage startup backed by Y Combinator and Funders Club and are we're looking for an experienced Enterprise Account Executive with B2B sales experience to join our high-performing, fully remote team.‍

We’ve tripled revenue in 2024, and are looking to do so again in 2025. This is an opportunity to get in early, work on an interesting problem, have a huge impact on the technology and culture of an early-stage company, and shape the future of how teams build software through research.‍

This is a remote role open to anyone living in the United States.

‍This position is focused on cultivating outbound sales, managing inbound sales, and closing deals with large enterprise companies that will benefit from using our research automation platform.

One of the keys to success in this position: You need to have the discipline to work independently and have a passion for the Research industry or have the drive to want to learn the business.

What You’ll Do

• Develop and Execute Outbound Campaigns: Identify and connect with potential customers through outbound efforts.
• Consultative Sales: Listen to customer needs and present highly tailored solutions, demonstrating the value of our platform.
• Shape Sales Culture: As one of the early hires on our sales team, you’ll help establish and refine our sales practices and culture.
• Manage lengthy sales cycles: Our ideal customers are large enterprises with complex, extended procurement processes. You’ll need to anticipate these requirements and navigate them to completion, often over several months.

About You

• Experience: 3-5 years in an Enterprise Account Executive role, selling SAAS software to B2B enterprise customers. Bonus points if you’re familiar with the design and research tooling space already.
• Drive and Discipline: Self-motivated to excel in a remote, fast-paced, startup environment; thrives in ambiguity and proactively solves problems.
• Customer-Centric Mindset: Passionate about understanding and delivering value to clients beyond the sale.
• High Conviction: Committed to high standards and enthusiastic about our mission.
• Skills and Knowledge: Familiar with sales methodologies (e.g., MEDDIC, Sandler), able to leverage data and tools for meticulous pipeline management, and resilient when handling setbacks.
• Collaborative yet Competitive: Brings a team-first mindset with a strong drive to win and exceed personal goals.

Benefits

• Compensation: Competitive salary, uncapped commission, and equity. NB: Salary range listed is base salary. Variable commission related comp is additional.
• Healthcare: Company-supported medical insurance.
• Always Remote: Work from anywhere within American time zones.
• Professional Development: Education stipends to support your growth.
• PTO & Team Engagement: Four weeks of PTO, public holidays, and regular team events. Our last all-company off-site was in Mexico City.

Equal opportunity statement

Great Question is committed to providing a workplace free from discrimination or harassment. We expect every member of the Great Question community to do their part to cultivate and maintain an environment where everyone has the opportunity to feel included, and is afforded the respect and dignity they deserve.

Decisions related to hiring, compensating, training, evaluating performance, or terminating are made fairly, and we provide equal employment opportunities to all qualified candidates and employees. We examine our unconscious biases and take responsibility for always striving to create an inclusive environment that makes every employee and candidate feel welcome.

Our Interview Process

• Stage 1: Application Screening - 30 mins

  • A brief video interview for basic qualifications.

• Stage 2: Role-Play Exercise - 60 mins

  • A mock sales pitch of your own tool to see how you handle objections.

• Stage 3: Collaboration Interview - 60 mins

  • Prior to the interview you will submit a sales document they have previously created (e.g., a proposal, pitch deck, or product overview) that will guide the interview.

• Stage 4: Cultural alignment - 45 mins

  • We’ll evaluate your cultural alignment with Great Question.

• Stage 5: Senior Leadership Interview

  • Final interview with our CEO Ned to assess long-term fit and alignment with the mission.

Note - Each interview is sequential, so you’ll only move to the next round if you pass the previous one. After each interview, we’ll aim to notify you if you’re progressing within 48 hours of your interview taking place.