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Executive Assistant II - job 1 of 2

Toast is driven by building the all-in-one restaurant platform that helps restaurants operate their business, increase sales, engage guests, and keep employees happy. 

Toast is looking for an Executive Assistant ll who will work directly with our Executive Team members, and will provide executive support in a close working relationship. The Executive Assistant ll serves as the primary point of contact for internal and external constituencies on all matters about that Executive. The Executive Assistant ll will be able to work independently on projects, from conception to completion, and must be able to work under pressure at times to handle various activities and confidential matters with discretion. 

This role offers a hybrid work arrangement, combining both in-office and remote work.  Your recruiter will provide more information about the specifics of this hybrid model. 

About this roll* (Responsibilities) 

  • Heavy and proactive calendar management
  • Coordination and prioritization of meetings for leadership team
  • Handling of logistics for internal and external events
  • Management of travel arrangements and expense reports
  • Identification and recommendation for process improvements related to scheduling and calendar management

 Do you have the right ingredients*? (Requirements) 

  • 2+ years of experience in an administrative or similar role
  • Strong prioritization skills
  • Demonstrated ability to think critically and provide effective solutions
  • Thrives in a fast-paced and ambiguous environment
  • Excellent oral and written communication skills
  • Strong attention to detail and exceptional organizational skills

Special Sauce (Nice to Haves)*:

  • Experience supporting  multiple VP+ Executives. 

*We love a good bread pun!

Our Spread* of Total Rewards
We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

The starting pay rate for this role is below. Please note, there is not a range for this role, the number listed below is the rate.
Pay Rate
$33$52 USD

 

Diversity, Equity, and Inclusion is Baked into our Recipe for Success

At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences.

We Thrive Together

We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast.

Apply today!

Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com.

Average salary estimate

$42500 / YEARLY (est.)
min
max
$33000K
$52000K

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 Executive Assistant II, Toast

At Toast, we believe that exceptional service fuels success, and we're searching for an Executive Assistant II to join our dynamic team in Boston, Massachusetts. This role is a fantastic opportunity for someone who enjoys supporting busy executives and making an impact in a fast-paced environment. As an Executive Assistant II, you'll work closely with our Executive Team, managing their calendars, coordinating meetings, and ensuring that logistics run smoothly for events and travel. You won't just be filling a role; you'll be the go-to person for your executive's needs, responding to internal and external inquiries with grace and professionalism. You’ll also have the chance to identify process improvements to streamline our operations, making your mark on the organization. If you thrive under pressure and have a knack for staying organized, this position is for you! Your expertise will help us keep things running like a well-oiled machine, all while contributing to our mission of helping restaurants succeed. Plus, we offer a hybrid work model—a blend of in-office and remote work—providing flexibility while fostering collaboration. If you're excited about supporting a talented executive team and making a difference at Toast, we’d love to see you apply!

Frequently Asked Questions (FAQs) for Executive Assistant II Role at Toast
What are the primary responsibilities of an Executive Assistant II at Toast?

As an Executive Assistant II at Toast, you will engage in heavy calendar management, coordinate and prioritize meetings for the leadership team, and handle logistics for both internal and external events. Additionally, you'll manage travel arrangements and expense reports, all while recommending process improvements related to scheduling and calendar management.

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What qualifications do I need to apply for the Executive Assistant II position at Toast?

To qualify for the Executive Assistant II role at Toast, you should have at least 2 years of experience in an administrative or similar position. Strong prioritization skills, critical thinking abilities, and excellent oral and written communication skills are essential. Experience supporting high-level executives and strong organizational skills are also highly valued.

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How does the hybrid work model work for the Executive Assistant II position at Toast?

Toast embraces a hybrid work model for the Executive Assistant II role, allowing a blend of in-office and remote work. This arrangement fosters collaboration while accommodating the individual needs of our employees. Further details about the hybrid model will be explained by your recruiter during the application process.

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What is the pay range for the Executive Assistant II role at Toast?

The starting pay rate for the Executive Assistant II position at Toast is between $33 and $52 per hour. This role does not have a range listed; the rate mentioned is fixed. Toast is committed to offering competitive compensation as part of their total rewards program.

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What does Toast value in terms of Diversity, Equity, and Inclusion for their employees?

Toast values diversity, equity, and inclusion as integral to its success. The company aims to create a culture that embraces authenticity, respect, and humility. By fostering an inclusive environment, Toast aims to provide equitable opportunities for all employees and enhance the overall experience within the workplace.

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Common Interview Questions for Executive Assistant II
Can you describe your approach to managing an executive's calendar?

When managing an executive's calendar, I prioritize tasks by assessing the urgency and importance of each meeting or engagement. I ensure there is clear communication regarding any changes and stay proactive in anticipating scheduling conflicts.

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How do you handle confidential information as an Executive Assistant II?

Handling confidential information requires discretion and integrity. I make sure to secure any sensitive documents, avoid discussing confidential matters in public settings, and always follow company policies regarding data protection and privacy.

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What strategies do you use for effective communication with team members?

I utilize clear and concise communication methods, including emails and scheduled check-ins. I believe in being approachable and responsive, ensuring that team members feel comfortable reaching out to me for assistance or updates.

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How do you prioritize competing tasks from multiple executives?

Prioritization is key when managing tasks for multiple executives. I assess deadlines, the impact of each task, and communicate effectively with executives about their preferences, enabling me to prioritize accordingly.

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What tools do you use to stay organized as an Executive Assistant?

I often use digital calendar tools, task management apps, and project management software to stay organized. These help me track deadlines, manage my executive's schedule, and coordinate events smoothly.

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Can you describe a time when you improved a process in your previous roles?

In my previous role, I noticed that scheduling meetings often led to conflicts. I implemented a shared calendar system and optimized meeting invites, which significantly reduced scheduling conflicts and improved communication.

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How do you remain calm under pressure and manage stress?

Staying organized and maintaining a positive attitude are crucial. I break tasks down into manageable parts and take short breaks to recharge, which helps me stay focused and calm in high-pressure environments.

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What makes you a good fit for the Executive Assistant II role at Toast?

My passion for supporting executives, strong organizational skills, and ability to thrive in dynamic environments make me an excellent fit for the Executive Assistant II position at Toast. I align with the company’s values and am excited to contribute to its success.

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How do you handle last-minute changes to your executive's schedule?

Flexibility is vital when handling last-minute changes. I quickly assess the situation, communicate any necessary adjustments to relevant parties, and ensure that my executive is up-to-date with their modified schedule.

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What do you believe is the most important quality for an Executive Assistant II?

The most important quality for an Executive Assistant II is adaptability. The ability to adjust to changing priorities while maintaining a high level of organization and a positive attitude truly supports the executives and the team effectively.

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Full-time, hybrid
DATE POSTED
April 24, 2025

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