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Founding Account Executive

We are building the fastest, most powerful customer support platform for the next generation of B2B companies. Some of the world’s most forward-thinking companies, like Stytch, Sanity and Fly.io, rely on Plain to consolidate all the channels where they speak with customers, collaborate with their teams, and speed up their workflow with our lightning-fast UI.

Our task now is to find more companies like that and to help them fall in love with Plain. This is where you come in.

What you'll do

You’re joining a small but mighty GTM team - you will be the first person focused entirely on sales at Plain. This role is perfect for you if you obsess over sales and product and are looking to have a fundamental impact as part of a growing team.

We’re looking for someone who has at least 2-3 years of experience working in sales at an early-stage B2B SaaS company and loves helping customers fall in love with a product.

  • Work closely with our founders Simon and Matt and Youmna, who looks after our business operations to identify leads and close deals.

  • You’ll be in charge of all inbound leads, generating pipeline, and closing deals. You’ll own the deals that you lead end-to-end, including understanding customer pain points, helping them evaluate Plain, and negotiating final price and contract terms.

  • Work very cross-functionally. You’ll be expected to be deeply involved in our marketing and our product, work with our engineering team on feature requirements, etc.

  • Help us prioritize and contextualize the customer roadmap. We will rely on you to communicate to our product, engineering, and leadership team what is most important for our current and prospective customers.

  • You'll help onboard strategic customers with expansion potential alongside our Ops team, who will be your partner on the post-sale side.

This is a great fit if you…

  • You’ve worked in sales at an early stage B2B software product before and love seeing the immediate impact that closing a deal makes on the company. Our end users are quite technical, so although it’s not a hard requirement, we’d love to hear from you if you’ve had experience selling a technical early-stage product.

  • Feel comfortable taking ownership in ambiguity. Our deals can move very quickly - we work very collaboratively but you should be excited to own deals independently and able to pull in the rest of the team as needed.

  • You know how to talk about product in a way that energizes people, technical and non-technical. You love giving product demos, answering questions about roadmap, and coaching teams on how to use Plain as they’re evaluating, etc.

  • You are exceptionally detail-oriented and good at time management - no action item or customer request gets lost. You’re able to coordinate communication async (mostly via Slack) and relay follow-up asks to the rest of the team to make sure we’re following up consistently.

  • Are hungry and scrappy - we don’t have everything figured out yet, and we don’t pretend to. We iterate fast and improve as we go. We want you to be excited to figure things out with us, knowing you’ll have an immediate impact on the company’s growth.

  • Love using a modern sales stack, including Linear, Attio, Notion, Slack, etc. We're building an industry disrupting tool, so we like to use other tools that are doing the same.

This won't be the right role if you…

  • Are uncomfortable with ambiguity. We have some really exciting traction but are still at an early stage and are constantly learning and trying new things as our company grows.

  • Are looking for a Head of Sales role. There is a ton of growth opportunity in a role like this, but right now we need someone who is excited by closing individual deals and helping us to keep up with our growing pipeline.

  • Want to work within a larger sales team. Success in this role will be about being able to work independently, even as the company scales.

  • Don’t enjoy working with product or engineering. Our sales process is very product-driven from start to finish.

  • Expect all the perks of a big company. We’re a seed stage startup and are competitive in what we offer at our stage, but it’s a different role and opportunity than working at an established tech company.

Note: We are an equal-opportunity employer and remote-only company. At this time, we can only support hiring within Europe for this role.

What You Should Know About Founding Account Executive, Plain

As the Founding Account Executive at Plain, you will play a pivotal role in shaping the sales strategy of our innovative customer support platform designed for the next generation of B2B companies. Joining a nimble, energetic team, you'll be the first dedicated sales professional at Plain, collaborating closely with founders Simon and Matt to attract and engage forward-thinking companies like Stytch, Sanity, and Fly.io. Your mission will be to convert leads into loyal customers by deeply understanding their pain points and demonstrating how Plain can significantly enhance their customer interactions. You’ll manage inbound leads and your own sales pipeline, navigating the entire sales journey from identifying needs to negotiating contract terms. This role requires a blend of technical knowledge and sales expertise as it provides the opportunity to work cross-functionally with marketing and engineering to tailor our offerings to client needs. If you're a detail-oriented go-getter with a passion for sales and technology, and you thrive in a dynamic environment where priorities can shift quickly, we want you on our team. You’ll need to roll up your sleeves, take ownership of deals, and collaborate with an enthusiastic team keen on learning and iterating as we solidify our market presence. This isn’t just a job; it's a chance to help build something truly special and impactful alongside a dedicated group of innovators at Plain.

Frequently Asked Questions (FAQs) for Founding Account Executive Role at Plain
What responsibilities does the Founding Account Executive at Plain have?

The Founding Account Executive at Plain is responsible for managing the entire sales process including generating leads, closing deals, and understanding customer pain points. They work cross-functionally with the product and engineering teams, onboard strategic customers, and contribute to shaping the product roadmap based on customer feedback.

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What qualifications are required for the Founding Account Executive position at Plain?

Candidates for the Founding Account Executive position at Plain should have 2-3 years of sales experience in an early-stage B2B SaaS environment. It's beneficial to have a technical background and a passion for helping customers understand and love the product.

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What type of sales environment does Plain offer for a Founding Account Executive?

Plain offers a fast-paced, dynamic sales environment perfect for a Founding Account Executive. It's a collaborative space where you can take ownership of your deals and see immediate impacts on the company's growth while navigating the challenges typical of an early-stage startup.

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How does the Founding Account Executive contribute to product development at Plain?

The Founding Account Executive at Plain plays a crucial role in communicating customer needs and preferences to the product and engineering teams, helping to prioritize product features based on customer feedback and supporting strategic adjustments to align with market demands.

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What tools will the Founding Account Executive use at Plain?

As a Founding Account Executive at Plain, you'll work with a modern sales stack, utilizing tools such as Linear, Attio, Notion, and Slack to streamline processes, enhance communication, and manage your sales pipeline effectively.

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Common Interview Questions for Founding Account Executive
Can you describe your sales experience in early-stage B2B SaaS companies?

Highlight specific roles, responsibilities, and achievements that demonstrate your understanding of the B2B SaaS space. Discuss any metrics or sales goals you met or exceeded, and how those experiences shaped your skills and adaptability within a startup culture.

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How do you approach identifying customer pain points?

Discuss your methods for researching and understanding potential customers' challenges, perhaps through direct outreach, targeted questions during demos, or analyzing market trends. Provide examples of how you've successfully identified and addressed pain points in previous roles.

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What strategies do you employ to close deals quickly?

Explain the importance of establishing rapport, building trust, and ensuring clear communication throughout the sales process. Provide metrics or examples of past success to demonstrate your ability to drive rapid sales cycles.

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How do you handle objections from potential customers?

Discuss your technique for actively listening to objections, understanding the underlying concerns, and providing well-researched, thoughtful responses. Emphasize your patience and ability to pivot with tailored solutions.

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What role do you believe a Founding Account Executive plays in building company culture?

Convey the importance of a Founding Account Executive as a cultural ambassador for the company's values, emphasizing collaboration, transparency, and learning. Share examples of how you've fostered a positive environment in previous roles.

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Can you give an example of a successful product demo you conducted?

Detail the context of the demo, the audience, and how you tailored your presentation to meet specific interests and needs. Discuss the feedback received and the end results, including how the demo influenced the sales process.

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How do you prioritize your sales activities in a fast-paced environment?

Explain your strategies for time management and organization, like using project management tools or spreadsheets to track tasks. Share any frameworks or systems you use to ensure you're focused on high-impact activities.

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What tools do you prefer to use in sales and why?

Discuss your familiarity with various sales tools and CRM systems, highlighting how certain tools have enhanced your efficiency or productivity. Emphasize your adaptability and willingness to learn new technologies.

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How do you foster relationships with prospects during the sales process?

Share techniques you use to build rapport, such as follow-up communication, personalized messaging, and listening actively to their needs. Highlight any relationship management experiences that led to successful partnerships.

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What excites you about joining a startup like Plain?

Discuss the allure of working in a fast-paced environment where innovation is encouraged. Share your passion for contributing to a team rather than just a role, highlighting how you want to play a part in building Plain's future.

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Inclusive & Diverse
Collaboration over Competition
Fast-Paced
Growth & Learning
Empathetic

Customer support for modern tools. Fast, flexible and extendable.

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Full-time, remote
DATE POSTED
January 12, 2025

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