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Sr. Mid Market Account Executive

Checkr is an innovative technology company focused on building a data platform for safe and fair decision-making. They are looking for a Senior Mid Market Account Executive to drive growth in upper mid-market prospects.

Skills

  • Sales experience
  • B2B solutions selling
  • Negotiation skills
  • Communication skills
  • Business acumen

Responsibilities

  • Drive new business sales within assigned segment and book of accounts
  • Open new conversations in new accounts
  • Build in-depth relationships with clients
  • Collaborate with cross-functional partners
  • Negotiate and close annual contract values

Benefits

  • Learning and development allowance
  • 100% medical, dental, and vision coverage
  • Flexible PTO policy
  • Monthly wellness stipend
  • Home office stipend
To read the complete job description, please click on the ‘Apply’ button
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Daniel Yanisse
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Average salary estimate

$281000 / YEARLY (est.)
min
max
$258000K
$304000K

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 Sr. Mid Market Account Executive, Checkr

Join Checkr as a Sr. Mid Market Account Executive in the vibrant city of San Francisco, California! At Checkr, we’re on a mission to build a data platform that empowers safe and fair decision-making across workplaces and communities. With over 100,000 customers including big names like DoorDash, Coinbase, and Lyft, we’ve established a strong presence in the industry since our inception in 2014. As a Sr. Mid Market Account Executive, you'll play a crucial role in driving growth and developing partnerships within the upper mid-market segment. Your responsibilities will include new business sales, engaging deeply with prospective accounts, and acting as a trusted advisor to help customers achieve their business objectives. Collaboration is key here, as you’ll be working closely with our product, sales, support, and executive teams to ensure client satisfaction and success. We are in search of an innovative thinker who can navigate competitive sales cycles and build lasting relationships with prospects. Not only will you negotiate substantial annual contracts, but you will also bring great insights into how Checkr’s offerings meet customers’ needs effectively. Plus, you’ll enjoy a supportive work environment that fosters growth, with benefits such as a competitive salary, learning opportunities, and a flexible PTO policy. If you're eager to tackle challenges in a fast-paced atmosphere while contributing to our mission, Checkr is the place for you!

Frequently Asked Questions (FAQs) for Sr. Mid Market Account Executive Role at Checkr
What are the main responsibilities of the Sr. Mid Market Account Executive at Checkr?

The Sr. Mid Market Account Executive at Checkr is responsible for driving new business sales within the Mid Market segment. Key duties include opening conversations with potential accounts, building relationships, aligning Checkr's offerings with customer needs, collaborating with cross-functional teams, and negotiating contracts valued between $50K and $300K. The role requires an understanding of customer goals and the ability to provide exceptional post-contract support to ensure satisfaction.

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What qualifications are needed for the Sr. Mid Market Account Executive position at Checkr?

To be a successful Sr. Mid Market Account Executive at Checkr, candidates should have a demonstrable track record of closing new business accounts with mid-sized companies. Experience selling to senior decision-makers like EVPs and CXOs is important, as is a proven record in selling innovative technology. Strong communication skills, critical thinking ability, and a background in B2B solutions—preferably for HR buyers—are also essential.

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What can I expect from the work environment as a Sr. Mid Market Account Executive at Checkr?

As a Sr. Mid Market Account Executive at Checkr, you can expect a fast-paced, collaborative work environment that encourages innovative problem-solving. The company supports a hybrid work model, so you’ll work from our San Francisco office 2 to 3 days a week, enjoying perks like free lunch, commuter stipends, and various wellness benefits. Additionally, Checkr emphasizes transparency in its culture and compensation philosophy, allowing you to feel valued and informed.

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What kind of training and support does Checkr provide to Sr. Mid Market Account Executives?

Checkr is dedicated to the success of its employees, including Sr. Mid Market Account Executives. The company offers a learning and development allowance to foster growth and skill enhancement. New hires receive onboarding support and have access to resources that help them navigate their roles effectively while collaborating with cross-functional teams to achieve client success.

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What is the compensation range for the Sr. Mid Market Account Executive role at Checkr in San Francisco?

The on-target earnings range for the Sr. Mid Market Account Executive role at Checkr in San Francisco is between $258,000 and $304,000. This includes competitive base salary along with performance incentives that reflect the company's commitment to recognizing and rewarding successful sales achievements.

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Common Interview Questions for Sr. Mid Market Account Executive
Can you describe your experience with prospecting in the Mid Market segment?

In your answer, highlight specific strategies you’ve employed to engage and communicate with mid-sized companies. Mention tools or techniques you've used to identify and connect with decision-makers and how you manage to build relationships over time.

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How do you differentiate your product from the competition during sales pitches?

Discuss your research techniques to understand competitors, the unique value propositions of Checkr, and how you’re able to effectively communicate these differentiators to potential clients, tailoring your message to match their needs.

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What steps do you take to prepare for a meeting with a prospective client?

Outline your preparation process which may include researching the prospect’s business, identifying pain points, aligning their needs with Checkr’s solutions, and preparing data or case studies that reinforce your pitch. Emphasizing the importance of understanding the client’s goals will resonate well.

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Describe a challenging sale you closed. What made it difficult and how did you succeed?

Provide a specific example that showcases your problem-solving skills, persistence, and ability to navigate complex situations. Detail the obstacles you faced and your strategic approach to closing the deal successfully.

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How do you approach contract negotiations with larger accounts?

Discuss the balance between meeting client needs and protecting company interests, showing that you're equipped to navigate the nuances of contract negotiations while maintaining professionalism and transparency throughout the process.

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What role does collaboration with cross-functional teams play in your sales strategy?

Explain how you involve colleagues from different departments (like product or support) early in the sales process to ensure alignment of goals and better service delivery. Mention instances where this collaboration led to successful outcomes.

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Can you share an example of how you've generated repeat business or upsell opportunities?

It's beneficial to highlight specific strategies used for nurturing long-term client relationships, your focus on customer satisfaction, and instances where you've identified opportunities for upselling based on existing client needs.

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How do you keep yourself motivated in a high-pressure sales environment?

Share personal motivators, such as goal-setting techniques, daily affirmations, or team celebrations that keep your spirits high. Show that you are resilient and knowledgeable about self-care practices in high-stress situations.

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What metrics do you use to measure your success in sales?

Discuss key performance indicators relevant in your previous roles, such as new contracts signed, customer retention rates, or revenue generated. This reflects your analytical skills and commitment to achieving results.

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Why do you want to work at Checkr as a Sr. Mid Market Account Executive?

Express genuine enthusiasm for Checkr's mission and values, tying your personal career aspirations to the company’s goals. Mention specifics about its culture, technology, or customer base that excite you and outline how you can contribute to its success.

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Checkr’s mission is to build a fairer future by improving the understanding of the past.

65 jobs
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BADGES
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BENEFITS & PERKS
Dental Insurance
Vision Insurance
Flexible Spending Account (FSA)
Disability Insurance
Health Savings Account (HSA)
Paid Holidays
FUNDING
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
SALARY RANGE
$258,000/yr - $304,000/yr
EMPLOYMENT TYPE
Full-time, hybrid
DATE POSTED
March 20, 2025

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