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    Jake Stergar

    Head of Sales

    Professional Background

    Jake Stergar is a highly accomplished sales leader with over a decade of experience in the Software as a Service (SaaS) industry. With a proven track record of success in rapidly growing, category-defining companies, he has established himself as a prominent figure in sales leadership. For more than four years, Jake has utilized his direct leadership experience to foster a productive sales environment that emphasizes both empathy and respect.

    Throughout his career, Jake has held various key positions across several tech startups and established companies, driving results and building robust sales teams. His remarkable journey includes leadership roles in several groundbreaking companies, such as Maze, Figma, Samsara, and InVision. At each of these organizations, he has consistently achieved impressive growth metrics, demonstrating his ability to pivot and thrive in fast-paced environments.

    At Maze, Jake served as the founding leader of the sales function as Director, where he spearheaded an extraordinary 3x year-over-year growth over the course of four years. His strategic insights and profound understanding of market dynamics have contributed significantly to the company’s success. Meanwhile, at Figma, Jake was a founding sales hire, where his individual contributions helped scale the company from $4 million to an impressive $20 million in revenue.

    Jake's experience spans various stages of company growth, with notable stints in organizations at different revenue levels, including a presence in medium-mature sales organizations like Samsara, where he contributed significantly as an Individual Contributor (IC). His role at InVision further solidified his reputation as a go-to sales expert; as a founding sales hire, he not only helped the company grow but also took on leadership responsibilities, guiding new team members.

    Education and Achievements

    Jake was educated at the University of Richmond, where he earned a Bachelor of Science in Business Administration with a focus on Marketing. His academic background laid a solid foundation for his later achievements and honed his skills in marketing and sales methodology, contributing to his success in the sales domain.

    In addition to his formal education, Jake has amassed a wealth of practical experience that has shaped his approach to sales. He employs a data-driven philosophy, where numbers dictate actions and strategies. He puts process at the forefront, ensuring every step of the sales cycle is optimized for maximum efficiency. This approach fosters a culture of performance and accountability within his teams, enabling them to reach their full potential.

    Achievements

    Jake's accomplishments are not just limited to internal growth metrics; he has also played a significant role in closing deals with some of the most notable brands across various industries. His impressive portfolio includes high-profile clients such as Uber, Capital One, T.Rowe Price, and Stripe. Additionally, he has successfully collaborated with renowned global agencies and enterprises, including the likes of IBM, JPMC, and Accenture.

    His client engagement experience spans across different verticals, including financial services, big tech, and banking, allowing him to tailor his sales strategies to meet the unique needs of various personas. With a focus on customer experience, Jake excels in managing complex sales ranging from $25k to $400k, catering to stakeholders in product, design, marketing, research, IT, engineering, and the C-suite.

    Jake's strategic prowess has also allowed him to leverage multiple go-to-market approaches effectively, including Product Led Growth (PLG) strategies at Maze, Figma, and InVision, and Sales Led Growth (SLG) tactics at Samsara and Snag. His expertise in hybrid go-to-market strategies, notably implemented at Maze, highlights his flexibility and inventive tactics for achieving sales success.

    In past roles, Jake has contributed significantly as a team player and a mentor, enriching the sales organizations he has been a part of. His coaching style emphasizes nurturing talent and inspiring teams to exceed their own expectations through collaboration and shared success. At Ditto, where he served as Head of Sales, he led the charge in developing strategies that not only hit revenue targets but also aligned with overall business objectives.

    In conclusion, Jake Stergar is a seasoned sales leader whose expertise in SaaS, coupled with a strategic mindset and commitment to process-driven growth, sets him apart as a key player in the sales landscape. His career is marked by a series of impressive achievements that have contributed both to company success and his personal professional growth. As he continues to take on new challenges and opportunities, Jake's impact on the sales industry will undoubtedly inspire others to achieve their goals and redefine success in their respective fields.

    Related Questions

    How did Jake Stergar establish himself as a sales leader in the SaaS industry?
    What were the key strategies that Jake Stergar implemented at Maze to achieve 3x year-over-year growth?
    In what ways has Jake Stergar's educational background influenced his professional career in sales?
    How does Jake Stergar utilize a data-driven approach to enhance sales processes and team performance?
    Can you illustrate some of the notable deals closed by Jake Stergar and what made them significant?
    How did Jake Stergar's roles at Figma and InVision contribute to his overall growth in the sales sector?
    What is the impact of Jake Stergar's leadership style on the teams he has managed throughout his career?
    Jake Stergar
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    Location

    San Francisco Bay Area