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Enterprise Account Executive - Chicago (Remote)

Our Purpose

At Fiddler, we understand the implications of AI and the impact that it has on human lives. Our company was born with the mission of building trust into AI. With the rise of the internet, trust in AI has been degraded by a plethora of issues like spam, fraudulent transactions, hate speech, and online abuse. Fiddler enables organizations to get ahead of these issues by building trustworthy, transparent, and explainable AI solutions. 

Fiddler partners with AI-first organizations to help build a long-term framework for responsible AI practices, which, in turn, builds trust with their user base. Data Science, MLOps, and business teams use Fiddler AI to monitor, explain, analyze, and improve their AI solutions to identify performance gaps, mitigate bias, and drive better outcomes. Our platform enables engineering teams and business stakeholders alike to understand the “why” and how behind model outcomes.  

Our Founders

Fiddler AI is founded by Krishna Gade (engineering leadership at Facebook, Pinterest, Twitter, and Microsoft) and Amit Paka (two-time founder with acquisitions by Samsung and PayPal and product roles at Expedia and Microsoft). We are backed by Insight Partners, Lightspeed Venture Partners, and Lux Capital. 

Why Join Us

Our team is motivated to unlock the AI opaque box and help society harness the power of AI. Joining us means you get to make an impact by helping reduce algorithmic bias and ensure that models in production across many different industries are transparent and ethical.  We are an early-stage startup and have a rapidly growing team of intelligent and empathetic doers, thinkers, creators, builders, and everyone in between. The AI and ML industry has a rapid pace of innovation and the learning opportunities here are monumental. This is your chance to be a trailblazer.  

Fiddler is recognized as a pioneer in the field of AI Observability and has received numerous accolades, including:  2022 a16z Data50 list, 2021 CB Insights AI 100 most promising startups, 2020 WEF Technology Pioneer, 2020 Forbes AI 50 most promising startups of 2020, and a 2019 Gartner Cool Vendor in Enterprise AI Governance and Ethical Response. By joining our brilliant (at least we think so) team, you will help pave the way in the AI Observability space.

The Opportunity

You will work to create solutions that are tailored to a prospect’s business needs and integrate our capabilities in a way that is valued by the customer and superior to the competition. You enjoy bringing your product and technical knowledge to bear when articulating our business proposition, and your analytical nature means you lean towards winning business by showing how a client's business model benefits from partnering with Fiddler.


The ideal candidate should be highly motivated, a self-starter, detail-oriented, process-driven, and employ an evangelical and strategic approach in your sales engagements. You should have a consistent track record of success in achieving new customer objectives and revenue targets. In addition, you should be comfortable selling a solution and technologies from within a technology startup environment to CxO, VP, and Director level contacts.

What You'll Do

  • Build awareness and opportunity for Fiddler within target accounts and territories

  • Prospect, secure meetings, and close new business by qualifying opportunities with key decision makers in enterprise companies

  • Demonstrate an understanding of customer requirements regarding AI models, and how the Fiddler platform can meet these requirements

  • Be able to recognize compelling reasons for customers and prospects to act upon these requirements, and in turn be able to persuasively articulate why Fiddler is best to meet these requirements

  • Navigate complex sales cycles, understanding client budgets and decision-making processes

  • Create and execute go to market plans that are based on viral methods and organic growth

  • Be a team player who is willing to do more than your part to contribute to the success of the team and Fiddler

  • Achieve all individual activity, pipeline, and revenue targets set by the company

  • Travel, as required - Approximately 10 – 25%

  • Work autonomously with efficiency and focus

What We're Looking For

  • At least 5+ years of outside sales experience

  • Experience selling within the Data, Big Data, and/or ML/AI spaces

  • Ability to articulate and sell the business value of big data and the big impact on businesses of all sizes

  • Experience selling to developers, data scientists, and C level executives

  • Significant experience at a fast-paced startup and ability to work well in unstructured environments

  • Technical background or experience selling a very technical product to a technical audience

  • Ability to understand the Machine Learning environment and build great relationships with highly technical customers

  • Experience identifying high-value customers and verticals to pursue

  • Proven negotiation and closing skills

  • Understanding of Machine Learning/Artificial Intelligence concepts

  • Proficient in cloud and on-premise enterprise technology solutions

  • Knowledge of ML Operations and methodologies is a plus

  • Located in Texas or Chicago

Pay Range in the US is $225,000 - $300,000 OTE. We are primarily looking for candidates in Texas or Chicago.

The posted range represents the expected salary range for this job requisition and does not include any other potential components of the compensation package, benefits, and perks previously outlined. Ultimately, in determining pay, we'll consider your experience, leveling, location, and other job-related factors.

Fiddler Labs is proud to be an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Average salary estimate

$262500 / YEARLY (est.)
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$225000K
$300000K

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What You Should Know About Enterprise Account Executive - Chicago (Remote), Fiddler AI

Join Fiddler as an Enterprise Account Executive and become part of our mission to build trust in AI! We're a pioneering early-stage startup based in the heart of AI Observability, and we’re thrilled to offer a fully remote position based out of Chicago. Here, you'll be diving deep into the world of artificial intelligence, collaborating with organizations to create tailored solutions that address their specific business needs. At Fiddler, our platform empowers teams across various industries to monitor, explain, and improve AI solutions, tackling issues like algorithmic bias and performance gaps. If you have a knack for connecting with CxO, VP, and Director-level contacts and are passionate about technology in this space, you’ll fit right in. We’re looking for someone with solid experience—at least 5+ years in outside sales—who isn't just about closing deals but also about enriching the client relationship. Your role will include securing meetings, understanding customer requirements, and navigating complex sales cycles while exceeding your activity and revenue targets. With a competitive pay range of $225,000 - $300,000 OTE, this is more than just a job; it’s an opportunity to help shape the future of AI by working alongside intelligent and empathetic team members. Let’s make an impact together!

Frequently Asked Questions (FAQs) for Enterprise Account Executive - Chicago (Remote) Role at Fiddler AI
What are the key responsibilities of an Enterprise Account Executive at Fiddler?

As an Enterprise Account Executive at Fiddler, you'll prospect and secure meetings with key decision-makers while nurturing relationships with enterprise-level clients. Your responsibilities will also include understanding customer requirements, navigating complex sales cycles, and effectively articulating Fiddler's value proposition to ensure that AI solutions meet their needs.

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What qualifications are needed for the Enterprise Account Executive role at Fiddler?

For the role of Enterprise Account Executive at Fiddler, candidates should have at least 5+ years of outside sales experience. Additionally, a background in Data, Big Data, or ML/AI spaces is crucial. Successful candidates will excel in articulating the business value of AI technologies and will possess the technical acumen to sell to a highly technical audience.

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How does the sales process work for the Enterprise Account Executive at Fiddler?

The sales process for an Enterprise Account Executive at Fiddler involves identifying high-value prospects, qualifying leads, and securing meetings with decision-makers in enterprise companies. You will leverage your knowledge of AI models and the Fiddler platform to demonstrate how our solutions can solve specific client challenges, thus facilitating a persuasive sales cycle.

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What is the compensation structure for the Enterprise Account Executive position at Fiddler?

The compensation structure for the Enterprise Account Executive position at Fiddler includes an On-Target Earnings (OTE) range of $225,000 - $300,000. This range does not encompass other benefits and perks available within the compensation package, which will be tailored based on experience and role-specific factors.

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What is the company culture like for Fiddler's Enterprise Account Executives?

Fiddler's culture is dynamic and focused on inclusion, collaboration, and innovation. As an Enterprise Account Executive, you’ll be part of a diverse team of doers and thinkers, all dedicated to making a substantial impact in the realm of AI. The environment is fast-paced, allowing for immense learning opportunities whilst nurturing a strong sense of teamwork to achieve collective goals.

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Common Interview Questions for Enterprise Account Executive - Chicago (Remote)
Can you describe your experience in selling AI or Data solutions?

When answering this question, highlight specific instances from your previous roles where you've successfully sold AI or Data solutions. Mention specific sales strategies you employed and quantify your success through numbers or accolades received. This demonstrates not just your background but also your effectiveness in the field.

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How do you approach prospecting for new leads?

Your answer should outline a systematic approach to prospecting. Mention methods like leveraging social media, industry events, and referrals, along with tools you use for tracking prospects. It's crucial to convey your understanding of the importance of researching and qualifying leads to ensure they align with Fiddler's target client profile.

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What techniques do you use for closing sales?

Discuss various closing techniques you have effectively employed, such as urgency tactics, consultative selling, and resolving objections. Share a specific story where you overcame resistance to successfully close a deal, showcasing your negotiation skills.

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How do you stay informed about trends in the AI and Data industry?

Mention specific publications, blogs, or online courses you follow to stay updated. Discuss your involvement in industry webinars or conferences and how you network with other professionals. This shows your commitment to continuous learning and staying ahead in the competitive landscape.

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How do you build and maintain long-term relationships with customers?

Your answer should reflect a relationship-oriented approach. Discuss the importance of regular communication, providing value even after the sale, and asking for feedback to continuously improve services. Use examples of how you have cultivated successful long-term relationships with past clients.

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What has been your biggest sales challenge and how did you overcome it?

Share a specific challenge that you faced in your sales career, how it affected your goals, and the steps you took to overcome it. This shows resilience and problem-solving capabilities, essential traits for an Enterprise Account Executive.

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What tools or software do you use to manage your sales process?

Detail the CRM systems and other sales tools you’ve used. Discuss how you leverage these tools to track your pipeline, manage accounts, and analyze sales data. This emphasizes your organizational skills and tech-savviness in handling sales processes.

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Can you explain the importance of understanding your customer's needs?

Address why understanding customer needs is vital to closing sales and building relationships. Discuss how you gather this information through probing questions and active listening, emphasizing that this knowledge informs how you position solutions that genuinely meet their needs.

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What motivates you in a sales role?

Reflect on both intrinsic and extrinsic motivators. Mention the satisfaction of solving problems for clients, achieving your sales targets, and contributing to a larger mission, such as the ethical implications of AI at Fiddler.

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How do you handle competition in the sales process?

Your response should discuss strategies to identify your unique selling propositions and how to effectively communicate these to prospects. Mention how you analyze competitors and adjust your strategy to maintain a competitive edge while remaining professional and respectful.

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Fiddler Labs, founded in 2018 and headquartered in Palo Alto, California, is a software company that offers a platform to analyze, validate, and manage AI solutions.

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Full-time, remote
DATE POSTED
December 18, 2024

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