As an Account Executive at Checkly in NYC, your primary responsibilities will include developing and executing a sales strategy aimed at mid-market businesses, nurturing existing leads, and generating new pipeline opportunities. You'll work closely with both the sales and technical teams to ensure customers gain the maximum benefit from our Monitoring as Code solutions, enabling developers to detect and resolve issues more efficiently.

To be successful as an Account Executive at Checkly, you should have prior experience in SaaS sales, excellent communication skills in both spoken and written English, and an understanding of current web technologies. A background as a Sales Development Representative (SDR) is beneficial but not mandatory. You must also be comfortable working in a remote-first culture and be ready to travel frequently across the USA for customer meetings.

Checkly supports its Account Executives by fostering a collaborative environment where knowledge sharing is encouraged. You will have access to hefty resources, including a dedicated team of solution engineers at your disposal, as well as ongoing training and a budget for personal development. Plus, the inclusive remote-first culture means that support is always just a call away.

Checkly provides a comprehensive benefits package for Account Executives, which includes competitive salaries, stock options, generous paid vacation days, sick leave, and parental leave. Additionally, you'll receive a wellness budget to invest in your personal and professional growth, along with opportunities to participate in bi-annual company retreats.

The culture at Checkly for Account Executives emphasizes transparency, inclusivity, and support. We believe in building a flexible working environment where team members have the freedom to work remotely, with a focus on asynchronous communication. We hire talent from diverse backgrounds, ensuring a mix of ideas and perspectives that drive our innovative approach to sales and customer success.

When answering this question, highlight specific examples from previous roles where you successfully closed deals and exceeded sales targets. Discuss your understanding of the entire sales cycle and how you engaged customers, nurtured leads, and drove conversions.

In your response, detail your strategy for identifying and reaching out to new prospects. Explain how you utilize various research tools and social media to find leads, and discuss your follow-up techniques that help establish a relationship before making a sales pitch.

Share your approach to understanding the technical needs of clients. Highlight any past experiences where you successfully communicated complex SaaS solutions in a simplified manner that resonated with technical buyers, demonstrating your ability to bridge the gap between technical features and client requirements.

When answering this question, discuss your personal drive and passion for sales, how you set your goals and the satisfaction you derive from achieving or exceeding them. You might want to talk about how being part of a dynamic team like Checkly enhances that drive.

Discuss your approach to handling objections. Emphasize active listening and empathy, followed by your methods for addressing concerns directly while positioning Checkly's value proposition to turn objections into opportunities.

Describe your experience in the lead nurturing process, including techniques you use to maintain engagement with leads over time. Provide examples of how you successfully moved leads through the sales funnel and ultimately closed the deal.

Talk about the tools and software you use to manage your sales pipeline, such as CRM systems. Explain how you prioritize leads and keep track of communication history to ensure no potential opportunities fall through the cracks.

Before your interview, research Checkly's products, mission, and culture. Express genuine enthusiasm for the role and discuss what specifically about Checkly's innovative approach to Monitoring as Code resonates with you, showing your compatibility with the company's vision.

Share a specific example that highlights your conflict resolution skills. Focus on how you identified the root cause of the issue, took proactive steps to resolve it, and ultimately strengthened the relationship with the client.

Select a significant achievement that showcases your skills as an Account Executive. Explain the context, the challenges you faced, how you overcame them, and the impact your achievement had on your previous company’s sales performance.