An Executive Assistant provides skilled administrative support for a company executive or professional staff at an organization. Schedules meetings, calls and travel, manages correspondence, handles outside information requests and staff communications; may assist with preparing presentations.
Full-Time | Milford, CT → Wall Street, Manhattan, NYC | Company-Provided Executive Transportation We are a nationwide automotive dealership and transportation group operating 52 car dealership and auto-transport businesses across the United States , with our executive headquarters located in The Trump Building on Wall Street in Manhattan . We are hiring a sharp, highly organized, dependable Executive Assistant to work directly alongside our CEO and help oversee the people, departments, projects, and day-to-day operations of a growing nationwide organization. This is not a traditional receptionist or clerical assistant position, and it is not a sales position . You will work side-by-side with the CEO, learn how the different areas of the company operate, communicate with department managers, track assignments and deadlines, organize information, participate in executive-level discussions, and help ensure that priorities are being carried out throughout the organization. You are not expected to personally perform every function you oversee . Instead, you will learn enough about each area of the business to help the CEO monitor performance, maintain accountability, identify problems, and coordinate the people responsible for getting things done. Training is provided, and extensive automotive experience is not required. Why You'll Want This Role This is an unusual opportunity to gain direct exposure to how a nationwide company is actually managed from the executive level.
You will:
Work directly with the CEO rather than several layers below senior management Learn multiple areas of business operations instead of being limited to one administrative function Participate in executive discussions, planning, problem-solving, and departmental oversight Receive hands-on training in dealership, transportation, sales-management, administrative, and corporate operations Travel with the CEO and executive team to company locations and business engagements nationwide Have the opportunity to grow into greater operational, managerial, and executive responsibility Have your daily transportation between Connecticut and Manhattan provided in a brand-new Range Rover with a professional driver For someone who is ambitious, organized, quick to learn, and interested in eventually managing people and business operations, this position offers exposure that is difficult to gain in a typical entry-level administrative role.
Compensation & Schedule Pay:
$62,400 to $101,000+ annually, based on experience and qualifications
Job Type:
Full-Time Schedule:
Approximately 10 hours per day, 6 days per week There are no sales commissions and no individual sales quota associated with this position .
Your Daily Workday:
Milford, CT → Manhattan → Milford, CT Your workday begins in Milford, Connecticut . You must have reliable personal transportation to get to Milford each workday. You will park your personal vehicle there for the day. From Milford, you will accompany and assist the CEO during the commute to Manhattan in a company-provided, brand-new Range Rover with a professional driver . Because the vehicle is professionally driven, the commute is regularly used as part of the executive workday. During the drive, you may work alongside the CEO to: Review the day's priorities Discuss department performance and operational issues Review reports and correspondence Prepare for meetings Coordinate business calls Review projects and deadlines Organize assignments for managers and employees Identify matters requiring executive attention Prepare follow-up items Once in Manhattan, you will generally work alongside the CEO for approximately 7• hours at our Wall Street office•. At the conclusion of the Manhattan workday, you will accompany the CEO back to Milford in the company vehicle. Some or all of the return trip may also be used for business discussions, calls, reviewing the day's progress, planning, and preparing follow-up assignments. Once back in Milford, you will retrieve your personal vehicle. You are not expected to drive between Milford and Manhattan. Transportation for this portion of the workday is provided by the company with a professional driver. What You'll Do—
Executive Support:
You will work directly alongside the CEO and assist with: Organizing daily executive priorities Calendar and meeting coordination Preparing information for meetings and decisions Tracking projects, assignments, and deadlines Taking notes during meetings Maintaining follow-up lists and accountability systems Organizing reports, correspondence, and business information Coordinating communications between the CEO, managers, and employees Following up with employees and department leaders on outstanding assignments Helping determine which matters require immediate executive attention Handling sensitive and confidential information appropriately A major part of this position is making sure important matters do not fall through the cracks . Department & Operations Oversight Our company operates numerous businesses and departments throughout the country. You will gradually learn how these functions operate so that you can assist the CEO in overseeing them.
Areas may include:
Automobile dealership operations Auto transportation and logistics Motor vehicle titles and documentation Sales department management Customer service Administrative operations Accounting and bookkeeping coordination Employee and staffing matters Data and reporting Compliance and documentation Vendor relationships Client communications Business development Executive projects General corporate operations Your job is not necessarily to personally become the employee performing each of these functions. Your job is to understand what should be happening, who is responsible for it, whether it is getting done, and what requires the CEO's attention.
You may:
Request updates from department managers Track departmental assignments Review reports and operational information Identify missed deadlines or incomplete work Help ensure executive instructions are carried out Coordinate projects involving several departments Maintain management trackers and accountability lists Participate in management meetings Document decisions and next steps Help the CEO maintain visibility across the organization Sales Department Oversight — No Personal Selling You will assist the CEO in overseeing the company's sales organization.
This may include:
Reviewing sales activity and reports Monitoring lead and follow-up activity Communicating with sales managers Tracking sales department projects and assignments Reviewing staffing or management issues Organizing performance information for executive review Helping ensure sales managers and employees are completing assigned responsibilities You will NOT be expected to make sales calls, solicit customers, personally close deals, maintain an individual sales quota, or earn commissions. This position involves management oversight of the sales function — not personally working as a salesperson. Administrative Responsibilities Although this is primarily an executive support and oversight role, you should also be willing to learn and occasionally assist with administrative functions when necessary.
These may include:
Business correspondence Document organization Data entry Database management Scheduling Digital and physical filing Client request coordination Document preparation Motor vehicle title/documentation procedures Electronic signatures Basic bookkeeping coordination Reporting General office organization The long-term objective is not for the Executive Assistant to become the primary clerical employee performing these functions. The objective is to understand them well enough to help the CEO oversee the employees and departments responsible for them . Nationwide Business Travel You must also be willing and able to accompany the CEO and/or executive team on periodic business trips throughout the United States. Advance notice will be provided for planned trips. Most trips typically last approximately 3-5 days . Occasionally, a business trip may last longer, although extended trips are generally expected to last no more than approximately two weeks at a time . Following an extended trip of approximately two weeks, you would ordinarily spend approximately the following two weeks working within the normal Connecticut/Manhattan schedule before another extended business trip.
Travel may involve:
Visiting company dealerships Visiting auto-transport operations Meeting regional managers and employees Visiting business partners or vendors Attending industry events Reviewing potential acquisitions Assisting with executive projects Meeting clients or other business contacts For required company travel, the company provides: Airfare Hotel accommodations Ground transportation Required business transportation Daily meal/food stipend You will not be expected to personally pay ordinary company-required hotel, flight, or transportation expenses. What We're Looking ForRequired High school diploma or equivalent At least 18 years old Reliable personal transportation to Milford, CT Ability to reliably report to Milford at the beginning of each workday Ability to work approximately 6 days per week Ability to work approximately 8-10 hours per day Willingness to accompany the CEO to Manhattan daily Ability and willingness to travel nationwide when required Strong written and verbal communication skills Excellent organizational skills Strong attention to detail Excellent follow-through Professional demeanor Ability to maintain confidentiality Ability to manage multiple priorities simultaneously Strong judgment and problem-solving ability Willingness to learn unfamiliar business functions Ability to operate professionally around senior executives Ability to work effectively in a fast-moving business environment Preferred, But Not Required Experience in any of the following is valuable: Executive Assistant work Administrative support Office management Operations Project coordination Management or supervision Supporting a CEO, business owner, or senior executive Automobile dealerships Automotive transportation/logistics Bookkeeping or accounting support Employee or workflow management Extensive prior experience is not required for an exceptional candidate. We are willing to train someone who demonstrates intelligence, maturity, reliability, professionalism, organization, strong communication skills, and a serious willingness to learn. Computer & Technology Skills You should be comfortable using or learning: Microsoft Outlook Microsoft Word Microsoft Excel Microsoft PowerPoint Adobe Acrobat/PDF DocuSign Cloud-based document systems Calendar and scheduling applications CRM systems Internal databases and reporting platforms General computer proficiency is important. You'll Probably Be a Strong Fit If You… Are extremely dependable and punctual Learn quickly Take detailed notes Remember commitments and follow up on them Enjoy organizing information Like figuring out how businesses work Can keep track of multiple moving parts at once Communicate confidently and professionally Are comfortable speaking with managers and employees Know when something needs immediate attention Don't need constant reminders to complete assignments Stay composed when priorities suddenly change Exercise good judgment Understand the importance of confidentiality Take ownership rather than waiting for someone else to solve problems Want exposure to management rather than spending your career performing one narrow administrative function Are interested in eventually taking on greater responsibility Training & Career Growth Training is provided. Over time, you will learn the company's dealership, transportation, sales-management, administrative, reporting, customer-service, and operational systems. The objective is to teach you enough about each function that you can become increasingly valuable in helping executive management oversee the organization. For the right individual, this position can lead to greater responsibility involving: Executive operations Project management Departmental oversight Employee management Business operations Management of additional executive support personnel This position can be particularly valuable for someone who may not yet have an extensive résumé but has the intelligence, work ethic, maturity, and ambition to grow quickly when given direct exposure to senior management. About the Company We are a nationwide automotive dealership and transportation organization headquartered in The Trump Building on Wall Street in Manhattan, New York . Our organization directly owns and controls 52 small automobile dealership and auto-transport businesses throughout the United States . Because of the size and geographic reach of the organization, our executive office oversees numerous departments, managers, businesses, employees, projects, and operational functions. The Executive Assistant will work directly within that environment alongside the CEO. To Apply Please submit your current résumé. Applicants are also encouraged to include a brief introduction explaining: Why you are interested in working directly alongside a CEO Any relevant administrative, operations, management, or executive-support experience Your ability to work the required 6-day schedule Your ability to reliably report to Milford, CT Your availability for periodic nationwide business travel Please review the schedule, Milford reporting requirement, daily Manhattan arrangement, and nationwide travel requirements carefully before applying.
Job Type:
Full-Time Pay:
$62,400 to $101,000+ annually, based on experience
Schedule:
Approximately 10 hours per day, 6 days per week
Work Location:
In person — workday begins and ends in Milford, CT, with company-provided chauffeured transportation to the Manhattan office and periodic nationwide business travel.
