Lead Executive Assistant

As a Lead Executive Assistant at Robinhood Markets, your primary responsibilities will involve providing high-level support to a C-level executive and two Vice Presidents within the Brokerage organization. This includes managing complex calendars, coordinating travel logistics, handling communications and media engagements, planning organizational events, and maintaining confidentiality while managing sensitive information.

To be a successful Lead Executive Assistant at Robinhood in Chicago, candidates typically need at least 5 years of experience supporting C-level and VP-level leaders. Expert skills in calendar, travel, and expense management are essential, along with strong organizational abilities, attention to detail, and excellent communication skills. Experience with platforms like Navan, Brex, and Workday is also preferred.

Robinhood supports the professional development of a Lead Executive Assistant by providing opportunities for learning and personal wellness through an annual lifestyle wallet. The company values growth and encourages executives to pursue development initiatives, ensuring that every employee has access to resources that foster professional growth.

The work environment for a Lead Executive Assistant at Robinhood is lively and collaborative, reflecting the company's commitment to inclusivity and shared values. Located in Chicago, this role promotes an office setting where Executive Assistants work closely with senior leaders and other team members, engaging in a creative and supportive atmosphere designed to drive success.

A Lead Executive Assistant at Robinhood can expect a competitive benefits package that includes 100% paid health insurance for employees, generous paid time off, support for family forming and fertility benefits, mental health resources, and a dynamic work environment with catered meals and fully stocked kitchens, all aimed at ensuring the well-being of their employees.

When answering this question, be sure to highlight specific examples that showcase your organizational skills and ability to handle multiple tasks. Discuss how you've effectively managed calendars and organized travel for C-level executives, pointing out any challenges you've overcome.

Explain your process for prioritization, such as assessing urgency and importance, and provide examples of how you've successfully managed overlapping responsibilities while ensuring all leaders' needs are met effectively and on time.

Mention the specific tools you've used, such as Brex, Workday, or any other relevant software. Explain how these tools have helped you streamline processes and maintain organization in fast-paced environments.

Share a detailed account of a specific situation where you effectively managed a last-minute change, emphasizing your ability to stay calm under pressure and how you communicated with all parties involved to ensure a smooth resolution.

Discuss practical methods you employ to protect sensitive information, such as using secure communication channels, password management tools, and how you educate colleagues about the importance of confidentiality.

Reflect on your strategies for managing stress, like prioritization, mindfulness techniques, or organizational tools. Provide an example of a high-pressure situation where you succeeded despite a tight deadline to demonstrate your proactive approach.

Detail how you plan events, from setting objectives and budgets to liaising with vendors. Emphasize your attention to detail and ability to create engaging experiences, making it clear that you understand the importance of teamwork and morale.

Illustrate your communication style and how you leverage various communication tools to keep everyone informed. Share a specific example where your communication helped avoid a misunderstanding or achieved a successful outcome.

Discuss how you foster trust through reliability, transparency, and proactive communication. Include examples of moments where your efforts helped enhance the working relationship with an executive.

Convey your passion for the company's mission of democratizing finance and how your skills align with its values. Discuss your excitement about collaborating with a talented team and contributing directly to the company's growth and success.