Leslie Stretch Net Worth (Updated 2025).
Leslie Stretch began his career in the tech industry, where his sharp business acumen and leadership skills quickly set him apart. Starting in sales and marketing roles, he demonstrated a knack for driving growth and building strong teams, which eventually led him to executive positions at prominent software companies. His ability to navigate complex markets and foster innovation earned him a reputation as a forward-thinking leader, paving the way for his rise in the corporate world.
Stretch’s fame grew as he took on high-profile roles, including serving as CEO of Medallia, where he played a pivotal role in scaling the company into a customer experience powerhouse. His strategic vision and hands-on approach resonated with both employees and investors, solidifying his status as a respected figure in Silicon Valley. Known for his charismatic yet no-nonsense style, Stretch became a sought-after speaker and advisor, further cementing his influence in the tech community.
Leslie Stretch’s Net Worth in 2025
As of 2025, Leslie Stretch’s estimated net worth is around $50 million. This figure reflects his earnings from executive roles, investments, and other business ventures. While exact details aren’t publicly disclosed, his leadership in tech and corporate sectors has significantly contributed to his wealth.
Leslie Stretch’s Career
Leslie Stretch built a successful career as a tech executive, notably serving as CEO of Medallia and holding leadership roles at CallidusCloud and Adobe. Known for his strategic vision, he specializes in driving growth for SaaS companies. His expertise in customer experience software has cemented his reputation in the industry.
Leslie Stretch’s Other Ventures
Beyond corporate leadership, Stretch invests in startups and serves on advisory boards. He’s involved in mentoring entrepreneurs and occasionally speaks at industry events. His ventures extend to real estate and private equity, diversifying his portfolio beyond the tech sector.
Leslie Stretch’s Assets
Stretch owns multiple high-value properties, including a Silicon Valley home and investment real estate. He also holds stakes in private companies and a diversified stock portfolio. His assets reflect a balance between liquid investments and long-term holdings.
Leslie Stretch’s Annual Income
Stretch’s annual income fluctuates based on executive compensation, investments, and board roles. In recent years, it’s estimated between $5-10 million, combining salary, bonuses, and stock options. His earnings remain tied to his active involvement in the tech and business world.
Frequently Asked Questions about Leslie Stretch
What is Leslie Stretch’s net worth?
Leslie Stretch’s net worth is estimated to be in the millions, primarily accumulated through his successful career in technology and executive leadership roles at companies like Medallia and CallidusCloud.
How did Leslie Stretch make his money?
Leslie Stretch earned his wealth through executive positions in tech companies, including serving as CEO of Medallia and CallidusCloud, as well as through investments and board memberships.
What companies has Leslie Stretch worked for?
Leslie Stretch has held leadership roles at several prominent companies, including Medallia, CallidusCloud, and SAP, where he contributed to business growth and innovation.
Is Leslie Stretch still the CEO of Medallia?
No, Leslie Stretch stepped down as CEO of Medallia in 2020. He played a key role in the company’s growth before his departure.
What is Leslie Stretch’s educational background?
Leslie Stretch holds a degree in Business and has extensive executive education, though specific details about his alma mater are not widely publicized.
Has Leslie Stretch been involved in any philanthropic activities?
While Leslie Stretch keeps a low profile regarding philanthropy, many executives in his position contribute to charitable causes, though specific details about his involvement are not widely known.
What is Leslie Stretch’s current role?
As of recent updates, Leslie Stretch has taken on advisory and board roles in various companies, leveraging his expertise in technology and business leadership.
How much did Leslie Stretch earn as CEO of Medallia?
Exact figures of Leslie Stretch’s earnings as CEO of Medallia are not publicly disclosed, but top executives in similar roles typically earn multi-million-dollar compensation packages.
Does Leslie Stretch have any other business ventures?
Beyond his executive roles, Leslie Stretch has been involved in advising startups and serving on boards, though specific ventures are not always publicly detailed.
What is Leslie Stretch’s leadership style?
Leslie Stretch is known for his strategic, growth-focused leadership style, emphasizing customer-centric approaches and operational efficiency in the companies he has led.