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Founding Account Executive, San Francisco

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.

If that’s not exciting enough, this is one of our first hires in our San Francisco expansion. You’ll be one of the first on the ground and will play an instrumental role in building our presence in SF.

What you’ll do

You’re joining a small but mighty GTM team - you will be the first person in SF 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 fit 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. At this time, we can only support hiring within the US for this role.

Average salary estimate

$100000 / YEARLY (est.)
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$80000K
$120000K

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What You Should Know About Founding Account Executive, San Francisco, Plain

Are you ready to take your sales career to the next level? Join Plain in San Francisco as a Founding Account Executive and be part of an exciting journey in transforming customer support for B2B companies! At Plain, we're building an innovative platform that integrates multiple communication channels, making it a lot easier for clients to engage with their customers seamlessly. We already have some amazing companies like Stytch and Fly.io onboard, and now we're seeking someone like you to help us expand further! As the very first sales hire in our San Francisco office, you will have a direct impact on our growth and direction. You’ll work closely with our talented founders and our fantastic GTM team to identify leads, close deals, and build relationships that matter. Your ability to connect with clients, understand their needs, and showcase our product will be key to your success. If you have 2-3 years of experience in sales at an early-stage B2B SaaS company, thrive in dynamic environments, and are excited about making a real impact, we want to hear from you! This is your chance to create lasting change in a company that's on a quest to redefine the customer support landscape. Join Plain and let’s grow together!

Frequently Asked Questions (FAQs) for Founding Account Executive, San Francisco Role at Plain
What are the main responsibilities of the Founding Account Executive at Plain in San Francisco?

As a Founding Account Executive at Plain in San Francisco, your primary responsibilities will include managing all inbound leads, generating and maintaining a robust sales pipeline, and driving the sales process from lead identification to deal closure. You'll work closely with the founders and other teams to understand customer needs, demonstrate our product effectively, and negotiate contracts. Your involvement in cross-functional collaboration will also help shape our customer roadmap based on feedback from clients.

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

For the Founding Account Executive role at Plain, we’re looking for candidates with at least 2-3 years of experience in sales, especially within an early-stage B2B SaaS environment. A proven track record of closing deals and a passion for helping customers adopt innovative products are crucial. While not mandatory, familiarity with technical products can be advantageous in connecting with our clients and addressing their specific needs.

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What skills are essential for a successful Founding Account Executive at Plain?

A successful Founding Account Executive at Plain must possess excellent communication and interpersonal skills to effectively engage with both technical and non-technical audiences. Additionally, being detail-oriented, skilled in time management, and accustomed to managing fast-paced and ambiguous situations will greatly enhance your effectiveness. Adaptability in using modern sales tools will also contribute to your success in this dynamic role.

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What type of work environment can the Founding Account Executive expect at Plain?

The work environment at Plain is vibrant, collaborative, and fast-paced. As a seed-stage startup, you’ll be part of a team that values innovation, creativity, and proactivity. You’ll have the flexibility to work independently while also contributing to team objectives. The focus is on solving problems, iterating quickly, and making a significant impact on the company’s growth trajectory.

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What are the growth opportunities for the Founding Account Executive role at Plain?

The Founding Account Executive role at Plain offers substantial growth opportunities as the company expands. You’ll have the chance to evolve your responsibilities based on your performance and interests. With the company poised for growth, future leadership opportunities may arise, allowing you to take on greater responsibilities in sales or management.

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Common Interview Questions for Founding Account Executive, San Francisco
Can you describe your experience in B2B SaaS sales and how it relates to the Founding Account Executive position?

When answering this question, be sure to highlight your specific experiences, such as past sales achievements and how you've navigated challenges in B2B SaaS environments. Discuss your customer engagement strategies and any relevant metrics that showcase your performance, demonstrating your potential impact at Plain.

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How do you approach lead generation and closing deals in a competitive market?

In your response, emphasize your proactive strategies for lead generation, such as leveraging referrals, networks, and digital tools. Discuss your sales process, how you identify customer pain points, and any successful negotiation techniques you employ to close deals effectively.

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What role do you believe product knowledge plays in selling to technical customers?

Highlight the importance of understanding the product thoroughly to navigate technical discussions confidently. Explain how product knowledge empowers you to address concerns, demonstrate value, and craft relatable solutions for technical customers evaluating the product.

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How do you prioritize your tasks and manage your time effectively in a sales role?

Talk about your organizational strategies, such as utilizing sales tools, creating a daily schedule, and setting SMART goals to manage your time effectively. Emphasize how this discipline ensures you meet targets and maintain customer satisfaction.

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Can you provide an example of how you've successfully adapted to ambiguity in previous roles?

Share a specific situation where you faced uncertainty and how you navigated it. Discuss the steps you took to seek clarity, maintain focus, and continue progressing towards your goals despite the challenges.

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What techniques do you use to engage with customers during product demos?

Describe your engagement approach during demos, such as active listening, customizing presentations to fit customer needs, and using storytelling techniques to underscore product benefits. Highlight how you address questions and concerns in real-time to build trust.

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How would you communicate customer feedback to the product team at Plain?

Explain your method for synthesizing feedback and communicating it effectively to the product team. Discuss the importance of contextualizing feedback, proposing solutions, and participating in collaborative discussions to ensure customer needs are prioritized.

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Why do you want to work with Plain and what excites you about this role?

In your response, reflect on your passion for the product and the company's mission. Discuss specific aspects that resonate with you, such as the startup culture, opportunity for growth, and your aspirations to contribute to disruptive technology in customer support.

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How do you handle objections from potential customers during sales conversations?

Provide examples of common objections you've encountered and explain your approach to addressing them. Discuss techniques like empathizing with the customer's concerns, providing data or case studies, and reassuring them of the product's value.

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What tools or technologies have you used in sales, and how do they enhance your performance?

Discuss the sales tools you are familiar with and how they've streamlined your processes, improved communication, and aided in analytical reporting. Highlight how leveraging technology contributes to achieving sales targets and optimizing customer interactions.

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Full-time, on-site
DATE POSTED
January 11, 2025

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