Executive Assistant - Remote

About The CompanyPenta Group is a dynamic and innovative organization committed to driving excellence and fostering growth across various sectors. With a focus on strategic development, operational efficiency, and client satisfaction, Penta Group has established itself as a leader in delivering tailored solutions that meet the evolving needs of its clients. Our company values integrity, collaboration, and a forward-thinking approach, which enables us to attract top talent and maintain a competitive edge in the industry. We are dedicated to creating a supportive and inclusive work environment that encourages professional development and recognizes individual contributions.About The RoleWe are seeking an exceptional Executive Assistant to support our CEO at Penta Group. This role is not a traditional administrative position; instead, it functions as a strategic partner and force multiplier for our executive leadership. The ideal candidate will operate at a high level of professionalism, agility, and discretion, managing complex schedules, travel arrangements, and critical communications with precision. You will serve as a trusted extension of the CEO, anticipating needs, streamlining workflows, and facilitating decision-making processes. Fluency with AI tools and a proactive mindset are essential to enhance productivity and support high-value initiatives. This position offers a unique opportunity to work closely with the executive team in a fast-paced, high-stakes environment, contributing significantly to the company's strategic objectives and operational success.Qualifications7+ years of experience supporting C-suite executives, ideally a CEO, Founder, or President, in a fast-paced professional services, consulting, or corporate environmentImpeccable judgment, discretion, and integrity in handling confidential informationExecutive presence and polished communication skills, both written and verbalProven ability to manage complex priorities and multitask effectively in a dynamic settingStrong technological proficiency with Microsoft Office Suite, Google Workspace, and Salesforce or similar CRM platformsDemonstrated fluency with AI tools such as ChatGPT, Claude, Copilot, and experience leveraging them for work automation and enhancementAvailability and flexibility to accommodate the CEO’s schedule, including occasional evenings, weekends, or travelExceptional judgment and composure under pressure, with a professional demeanor in high-stakes situationsProactive mindset with strategic judgment and problem-solving capabilitiesAbility to collaborate cross-functionally and lead coordination for high-profile events and initiativesResponsibilitiesManage and prioritize the CEO’s calendar with a strategic perspective, resolving conflicts proactively and safeguarding time for critical tasksCoordinate complex domestic and international travel logistics, including detailed itineraries, contingency plans, and real-time adjustmentsPrepare comprehensive briefing materials, background research, and presentation decks for meetings and engagementsOversee expense reporting, reimbursement processes, and budget tracking with accuracy and attention to detailAct as the primary gatekeeper for the CEO’s time and commitments, exercising sound judgment on access and prioritizationProvide scheduling support to other C-suite members, ensuring alignment and smooth coordination across leadership teamsAssist in preparing high-stakes materials such as board presentations, client proposals, and executive communicationsSupport business development and client management activities through research, meeting preparation, and follow-upMaintain and update CRM data, ensuring accuracy and timely information flowLiaise professionally with the Board, investors, senior leadership, and external partners, maintaining confidentiality and discretionAnticipate the CEO’s needs and proactively address potential issues to ensure seamless operationsPartner with cross-functional teams to execute strategic initiatives and organizational prioritiesLead coordination of executive-level events, offsites, and high-profile meetings, managing logistics and vendor relationshipsMentor and support other administrative staff, setting standards for executive support within the organizationManage ad-hoc projects and special assignments as directed by the CEO, demonstrating flexibility and initiativeBenefitsCompetitive salary range of $90,000 to $120,000 per year, commensurate with experienceComprehensive healthcare coverage including medical, vision, and dental insuranceRetirement plan with a generous employer match to support long-term financial securityEmployer-paid short-term and long-term disability insurance, as well as life insurance coveragePaid parental leave of 12 weeks for eligible employeesFlexible Paid Time Off (PTO) policy and a holiday schedule designed to promote work-life balanceMonthly cell phone reimbursement to support remote and mobile work needsAccess to Employee Assistance Programs (EAP) offering confidential counseling and support servicesWellness benefits, including gym membership discounts, mental health resources, and virtual health consultationsDiscounted pet insurance coverage through NationwideParticipation in frequent firm-wide social events and team-building activities to foster community and engagementEqual OpportunityWe are proud to be an Equal Employment Opportunity employer. We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, or any other basis protected by federal, state, or local law.