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Founding Head of Sales

About the role

The vast majority of enterprise data is in files like PDFs and spreadsheets. That includes everything from financial statements to medical records. Reducto helps AI teams turn those really complex documents into LLM-ready inputs with exceptional accuracy. 

Our CEO has already driven multiple millions in ARR in one year, demonstrating the extraordinary product-market fit we've achieved. Reducto is now the product of choice for many of the leading brands in the space including Airtable, Scale AI, and a FAANG company. We’re very well funded by Tier 1 investors, and now we're looking for our first GTM leadership hire - a Founding Head of Sales who can transform our early momentum into a world-class GTM organization.

We would love to meet you if you:

  • Philosophy: You're a player-coach who's not afraid to roll up your sleeves and sell directly while building the foundation for a high-performing sales organization. You understand that at this stage, execution is everything - you'll need to both drive revenue personally and develop the playbook that will scale.

  • Experience: You have a proven track record of exceeding targets in enterprise B2B SaaS sales with technical products or AI/ML solutions. You’ve built a revenue organization from the ground up to tens of millions in ARR. 

  • Strategic Thinking: You can develop a comprehensive go-to-market strategy that aligns with our product roadmap and company vision. You have the ability to identify and prioritize market segments, refine our value proposition, and establish sales processes that drive predictable revenue.

  • Leadership: You inspire confidence in both customers and team members. You lead by example and have a talent for identifying, recruiting, and developing exceptional sales talent. You've successfully built and led high-performance sales teams in high-growth environments.

  • Technical Acumen: You can quickly grasp complex technical concepts and articulate our value proposition to technical and business stakeholders alike. You understand the AI/ML landscape and can position our solution effectively.

The core work will include:

  • First 3 months: Operating as an IC to close deals, develop our sales playbook, and refine our go-to-market strategy. You'll work directly with customers to understand their needs and optimize our sales approach.

  • Beyond 3 months: Building and leading a high-performing sales team. You'll be directly responsible for hiring, training, and managing AEs and SDRs while establishing the systems and processes needed for scalable growth.

  • Partnering closely with the founders as a key member of our founding leadership team, responsible for the GTM strategy and achieving revenue targets while shaping product direction based on market feedback and customer needs.

  • Developing and implementing sales forecasting, pipeline management, and performance metrics to drive predictable revenue growth.

  • Creating and refining sales enablement materials, pricing strategies, and competitive positioning.

  • Play a key role in building our culture as the company grows

Bonus points if you:

  • Have experience selling AI/ML or document processing solutions

  • Have a network of enterprise relationships you can leverage

  • Have experience selling to both technical and business buyers

This is an in-person role at our office in San Francisco, CA. We're an early-stage company with extraordinary momentum, looking for someone who's excited to build something transformative from the ground up. We need a leader who thrives in fast-paced environments and is ready to capitalize on the remarkable product-market fit we've already established.

Average salary estimate

$200000 / YEARLY (est.)
min
max
$150000K
$250000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Founding Head of Sales, Reducto

Reducto is on the hunt for a dynamic Founding Head of Sales in San Francisco to help us revolutionize how AI teams interact with enterprise data. As a pivotal member of our early leadership squad, you’ll not only drive revenue but help shape the future of our sales organization. If you have a knack for turning complex technical products into thriving sales strategies and you enjoy rolling up your sleeves as a player-coach, we want to hear from you! Our company is already making waves in the industry, partnering with big players like Airtable and Scale AI, and now it's time to take our sales to the next level. In this role, you'll start by diving into sales yourself, closing deals and building a robust sales playbook. After three months, you’ll transition into building and leading a state-of-the-art sales team. This is your chance to craft a go-to-market strategy that resonates with our vision and directly impacts product direction based on feedback from the market. Join us in creating an extraordinary culture as we scale, while developing systems and processes for predictable revenue growth. If you have experience selling AI/ML solutions, and you're eager to make a mark in a fast-paced environment, then Reducto could be the perfect fit for you!

Frequently Asked Questions (FAQs) for Founding Head of Sales Role at Reducto
What are the main responsibilities of the Founding Head of Sales at Reducto?

The Founding Head of Sales at Reducto has a multifaceted role that includes initial direct sales, development of the sales playbook, and refining our go-to-market strategy. This position involves shaping the revenue organization by hiring, training, and managing a sales team, while also collaborating closely with the founders to align sales strategies with product development.

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What qualifications are required for the Founding Head of Sales role at Reducto?

Candidates for the Founding Head of Sales at Reducto should have a robust track record in enterprise B2B SaaS sales, particularly with technical products or AI/ML solutions. Key qualifications include experience building a revenue organization to generate tens of millions in ARR, alongside strong strategic thinking and the ability to lead and inspire a sales team.

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What kind of experience does Reducto prefer for its Founding Head of Sales?

Reducto values candidates who have demonstrated success in exceeding sales targets within enterprise sales environments, particularly those with a background in AI/ML or complex technical solutions. Experience in building high-performance sales organizations and a network of enterprise relationships are bonuses that could be advantageous in this role.

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What is the work culture like for the Founding Head of Sales position at Reducto?

The work culture at Reducto fosters innovation, collaboration, and high performance. As a Founding Head of Sales, you’ll play a key role in shaping this culture, emphasizing agility and results-driven work in a startup environment. We encourage a player-coach mentality where hands-on leadership and team building go hand in hand.

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What are the expectations during the first few months for the Founding Head of Sales at Reducto?

In the first three months, the Founding Head of Sales at Reducto will focus on closing deals, refining sales strategies, and developing a foundational playbook. Direct engagement with customers will be critical to understand their needs efficiently, which will set the stage for building a high-functioning sales team as the role progresses.

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Common Interview Questions for Founding Head of Sales
How would you approach building a sales team from the ground up as the Founding Head of Sales?

To build a sales team from scratch, I would focus on defining the core attributes and skills we need in team members, actively sourcing candidates with proven records in similar environments. I would implement a structured onboarding process, combining training on our products with mentorship to foster a cohesive team culture.

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What strategies would you employ to develop a successful go-to-market strategy for Reducto?

I would start by conducting comprehensive market analysis to identify segments with the highest potential for growth, ensuring the strategy aligns with Reducto’s product offerings and customer needs. Collaborating with marketing and product teams for a unified approach would be key, along with utilizing customer feedback for ongoing refinement.

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Can you provide an example of how you've successfully exceeded sales targets in the past?

Certainly! At my last company, we set ambitious quarterly goals that I met by implementing targeted outreach strategies and leveraging data to prioritize high-value prospects. We increased our closing rate significantly, contributing to a record-breaking quarter in revenue and solidifying my commitment to data-driven sales tactics.

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What methods do you use to motivate and lead a sales team effectively?

I believe in leading by example and creating a supportive environment where team members feel valued. Providing continuous feedback, recognizing achievements, and fostering open communication help keep motivation high. I also ensure goal alignment and empower salespeople to take ownership of their successes.

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How would you handle a situation where a sales team member consistently underperforms?

In such cases, I would first have a one-on-one conversation to understand potential challenges they might be facing, whether personal or professional. Together, we would develop a performance improvement plan, offering coaching and resources, while setting achievable, incremental goals to regain their confidence and productivity.

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What are your thoughts on the importance of understanding AI/ML technologies for a Founding Head of Sales?

It’s crucial for the Founding Head of Sales to grasp the nuanced technical aspects of AI and ML, as this understanding allows us to connect effectively with both technical stakeholders and decision-makers. This technical fluency enables us to convey our value proposition clearly and to address any concerns with confidence.

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How do you plan to gather and utilize customer feedback to shape sales strategies?

I see customer feedback as invaluable. I would implement systematic feedback loops through surveys and direct conversations after key interactions. Analyzing this data will help us adjust our sales approach, refine our value propositions, and anticipate market needs more effectively.

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What experience do you have with sales forecasting and pipeline management?

I have extensive experience with sales forecasting through historical data analysis and market trends. I utilize CRM systems to maintain visibility of the sales pipeline, allowing me to make informed decisions, manage expectations, and strategically allocate resources to high-yield prospects.

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What role does competitive positioning play in your sales strategy?

Competitive positioning is a cornerstone of my sales strategy; understanding our unique value proposition in relation to the competition allows us to articulate why clients should choose us. I continually evaluate our positioning, using market insights to adjust and enhance our offerings as needed.

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How do you envision contributing to Reducto's company culture as the Founding Head of Sales?

I see my role extending beyond sales; I aim to cultivate an inclusive, high-energy culture that encourages collaboration, innovation, and shared success. By modeling these values and integrating them into our sales team's processes, I hope to foster a strong community within the company as we grow.

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EMPLOYMENT TYPE
Full-time, on-site
DATE POSTED
April 2, 2025

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