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Executive Assistant to the CEO

Executive Assistant to the CEO

Location: Baltimore, MD or Remote

Fearless is looking for a Executive Assistant to the CEO to add to our diverse team of 250+ employees (and counting!).

What you’ll be doing

This role is responsible for setting the CEO up for success by anticipating what is needed through exceptional executive and administrative support. The role serves as a primary point of contact for internal and external matters pertaining to the CEO, especially calendar orchestration, engagement, and inbound/outbound communication (e.g., email management). This person is always a few steps ahead of helping Fearless achieve its potential!

This essential role requires a proactive, confident, dependable, versatile, and collaborative individual who prefers working at a fast pace with keen attention to detail with the ability to juggle multiple high-priority requests. The ideal candidate is a seasoned EA who loves working in a growing company, understands the value in cultivating relationships and prides themselves on being an EA.

Responsibilities and Contributions

Organizational and Leadership Role

  • Executes and implements tasks and solutions efficiently in support of the CEO.
  • Collaborates with internal and external stakeholders to ensure timely completion of all activities.

Functional Role

Administrative Support

  • Executes administrative tasks like managing calendar and correspondence.
  • Manages a dynamic calendar on an ongoing basis. Flawlessly executing, prioritizing with purpose, deflecting with tact, understanding both the short and long-term impacts of each confirmed, declined, and rescheduled meeting. Ensure CEO is equipped with all the necessary information by providing daily briefings to prepare the CEO for external meetings.
  • Proactively anticipates requests or issues and takes action to remedy.&
  • Sustains schedule, providing gatekeeping for meeting requests to balance needs of team members with executive calendar availability.
  • Manages an active inbox by screening incoming correspondence, notes essential information, and prioritizes responses.
  • Completes quarterly expense reports and tracks spend for each expense category.

Coordination with the CEO Special Projects Specialist

  • Ensures meetings include necessary details and materials.
  • Schedules external meetings and coordinates delivery of speeches, talking points, Op-Eds, articles, case studies, and briefing materials with the CEO Special Projects Specialist.
  • Arranges travel plans and itineraries.

Executive Support

  • Understands the need to get the details of all aspects of their work right.
  • Communicates directly with the Executive Team to manage project deadlines and objectives.
  • Coordinates schedules and materials with relevant staff, and manages flow of information.
  • Prepares agendas for leadership meetings and coordinates with the members of the Executive Team on timelines for information leading up to and following each meeting.
  • Schedules external speaking engagements and partners with Brand and Communications to prepare speeches, talking points, Op-Eds, articles, and case studies.
  • Prepares high-level documents including reports, presentations, and talking points for community engagements.
  • Serves as a point of contact and host to visitors meeting with the CEO in Fearless space.
  • Prepares and coordinates oral and written communications, such as social media captions, presentation. You don’t need to be a social media expert, just an effective and compelling communicator.

Essential Skills, Experience, or Competencies

Must-Have Skills

  • Experience working as an assistant to C-level executives at start-up companies.
  • Demonstrated understanding of office management systems and procedures.
  • Ability to plan projects and manage time efficiently.
  • Ability to multitask and prioritize daily workload.
  • Ability to make sound decisions and take action independently.
  • Advanced ability to communicate effectively, in both verbal and written form.
  • Advanced attention to detail.
  • Ability to operate and manage work, strategically reason, and build relationships and influence others.

Icing-on-the-Cake Skills

  • Ability to use GSuite (Google Drive, Docs, Sheets, Slides).
  • Experience using various tools used by Fearless, including Slack and Zoom.

What Else You Should Know

Compensation and Benefits:

Our people make us who we are. We believe that every member of the Fearless team has something to share, and we value the unique viewpoint you’ll bring to our community. But we value your community, too, so we offer fulfilling work that stays in balance with the rest of life. Because everyone has different needs, desires, and goals, our benefits offer the choices and flexibility that our team members need to live well and succeed. Here are a few highlights of our benefits package:

  • Flexible schedule
  • Family-friendly workplace
  • 14 days of PTO allowance (not accrued so you get it up front!) PTO + 8.75 days sick leave + 11 federal holidays + your birthday off!
  • 100% coverage of the employee-only premium for HSA, HMO, or PPO plan and Employee Wellness Plan
  • Tech, education / training, and snack allowances
  • Free parking in downtown Baltimore / public transit coverage
  • Safe Harbor 401(k) plan with employer contributions and immediate vesting

Location:

  • In-person, hybrid, and remote options are available. Our offices are located in Baltimore and Montgomery.
  • All new employees must have received or be willing to receive the COVID-19 vaccine by date of hire to be considered for the position. Reasonable accommodations for qualified exemption requests will be considered.

Our Compensation System is designed to reward remarkable work, grow your impact and support the whole you over the course of your career.

We believe in paying people fairly, so we’ve established a compensation model aimed to ensure everyone at Fearless regardless of race, ethnicity, gender, sexual orientation, disability, religion, age, nationality, or negotiation skills is given equal pay for equal work.

Our approach to compensation is intended to ensure our total package serves all of your needs and includes base pay, medical and other benefits, performance rewards, 401k matching, plus a few perks (tech and wellness reimbursement programs)!

Our salary ranges are determined based on role, level and location and provide team members salary growth within a salary grade over time. Team members automatically progress within a salary range through annual increases (given to reward service at Fearless) or merit increases (given to reward and individual’s demonstrated performance and growth within the position). Fearless team members are also eligible for discretionary bonuses based on company performance.

The salary ranges for this position based on location are listed below. The base pay range is subject to change and may be modified as a part of our annual salary range review.

  • AL, FL, GA, TN Residents: $73,826(min) – $94,973 (mid) – $114,430 (max)
  • NC Residents: $76,109 (min) – $97,039 (mid) – $117,969 (max)
  • DE, MD, PA, TX, VA Residents: $79,914 (min) – $101,891 (mid) – $123,867 (max)
  • MA Residents: $84,481 (min) – $107,713 (mid) – $130,945 (max)
  • DC Residents: $89,808 (min) – $114,506 (mid) – $139,203 (max)
  • CA & NY Residents: $92,853 (min) – $118,387 (mid) – $143,922 (max)

Within the range, starting pay for team members is based on the evaluation of the alignment with the position description requirements including job-related skills and experience or training. This range reflects your earning potential over the course of your career at Fearless in this position.

What’s next?

When you apply, please submit a Cover Letter, with the following questions answered and addressed.

  • What do you think of when you hear the Fearless mission and vision statements?
  • What three adjectives would your friends and/or colleagues use to describe you and why?
  • What do you need to be successful as an Executive Assistant to the CEO?
  • What are 1-3 things you are passionate about?
  • Describe a time when you were receiving communications on multiple platforms – messaging platform like slack, email, and text messages – and had to see all actions, requests, questions, etc to completion (e.g., hand-off, you complete). What would be the first 5-10 steps you would take?

Over the years, we’ve honed a 3-step interview process that helps ensure that every employee we hire is the right fit for us and that we’re the right fit for them. If we think you’re a good fit, we’ll get in touch and start scheduling your interviews!

  • Culture Add Interview – We’re a people-first company, so we get to know more about you, how you work, what your career goals are, and what you’re passionate about. This is your opportunity to ask questions and get a feel for Fearless, so don’t be shy!
  • Technical Interview – This is where we get into the nitty gritty of the project and technical . During the Technical Interview, you’ll be interviewed by our Functional Leads to make sure your skills align with the project requirements.
  • Business Interview – At this point, you’ve made it to the final frontier! The Business Interview is when you’ll meet with Fearless leadership to dot the i’s, cross the t’s, and determine whether or not we’ll be moving forward with the hiring process.

More about us:

Fearless is a full-stack digital services firm in Baltimore that delivers sleek, modern, and user-friendly software designed to push the boundaries of possibility. It’s our mission to build software with a soul tools that empower communities and make a difference so we can create a world where good software powers the things that matter.

That’s not our only goal, though. We also strive to create a purple culture that makes our employees excited to come to work every day. That’s why we encourage our employees to pursue their passions, both in and out of the office. With built-in company mentoring, continuing education support, flexible schedules, and a family-friendly work environment, we’ve created a culture that allows our team to thrive professionally and personally.

Fearless believes in equal opportunity employment. We won’t discriminate against any employee or applicant on the basis of race, gender, nationality, age, religion, disability, military status, or sexual orientation. As a company and as individuals, we’re committed to providing an inclusive and welcoming environment for our team, our family members, our clients, our subcontractors, and our vendors.