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Bolton & Associates LLC
Executive and Personal Assistant
Career Insights for Executive Assistant
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Scorecard
Based on Virginia data
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What they do
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.
$72,840 / year median in Virginia
-5% projected decline
Job Description
Executive & Personal Assistant (Part-Time)
We believe technology should help peoplenot replace them. Our mission is to simplify complexity, accelerate growth, and help leaders make better decisions.
Position OverviewWe are looking for an exceptionally organized, proactive, trustworthy Executive & Personal Assistant who enjoys creating order from chaos.
This is not a traditional administrative assistant role.
You will become the operational extension of the CEO, helping manage multiple companies, projects, meetings, travel, communications, AI initiatives, personal priorities, and special projects.
The right person enjoys solving problems before they become problems.
You thrive on checklists, systems, follow-up, organization, and helping leaders perform at their highest level.
Primary ResponsibilitiesExecutive SupportManage executive calendarCoordinate meetings and appointmentsPrioritize daily activitiesSchedule travel and accommodationsPrepare agendas and meeting materialsRecord meeting notes and action itemsFollow up on outstanding tasksManage executive inbox and communicationsScreen calls and requestsProject CoordinationHelp keep dozens of initiatives moving simultaneously.
Responsibilities include:
Track project statusMaintain project dashboardsCoordinate with consultants and vendorsOrganize documentationCreate SOPsMaintain task listsEnsure deadlines are metFollow up with accountability partnersAI & Technology SupportAssist with managing AI-enabled workflows including:
ChatGPTMicrosoft CopilotGoogle GeminiClaudeNotionGoogle WorkspaceMicrosoft 365CRM systemsAutomation toolsNo advanced AI experience is requiredbut enthusiasm for learning is essential.
Personal AssistanceProvide occasional personal support including:
Personal calendar managementAppointment schedulingEvent planningFamily travel coordinationGift purchasingReservationsErrands (as needed)Household/vendor coordinationPersonal document organizationContent & Marketing AssistanceSupport executive content creation by:
Formatting LinkedIn postsOrganizing articlesCoordinating newslettersManaging speaking engagementsMaintaining content calendarsOrganizing digital assetsBusiness OperationsSupport daily operations including:
Vendor coordinationCRM updatesFile organizationContract administrationDocument preparationExpense reportingResearch projectsProcess improvementIdeal CandidateYou are someone who naturally says:"I already took care of it."instead of"What would you like me to do?"You anticipate needs.
You love systems.
You enjoy solving problems.
You like learning new technology.
You are comfortable working directly with entrepreneurs.
You understand confidentiality.
Required Qualifications3+ years supporting executives or business ownersExceptional written and verbal communicationOutstanding organizational skillsStrong attention to detailProfessional discretionSelf-starterExcellent follow-throughAbility to manage multiple prioritiesHigh level of integrityPreferred QualificationsExperience with:
Microsoft OfficeGoogle WorkspaceChatGPT or other AI toolsCRM softwareProject management platformsCanvaLinkedInQuickBooks (basic familiarity)DocuSignZoomAdobe AcrobatCharacteristics We ValueWe hire for attitude as much as aptitude.
We're looking for someone who is:
PositiveCuriousResourcefulHonestLoyalCalm under pressureDetail-orientedProfessionalAdaptableTech-savvyService-mindedGrowth-orientedSuccess Looks LikeWithin the first 90 days, you will have:
Organized the CEO's calendar and task management systemReduced administrative burden significantlyImplemented improved filing and document organizationHelped establish repeatable operational systemsCoordinated multiple active projects successfullyBecome a trusted extension of the executive officeCompensationCompetitive hourly compensation based on experienceFlexible scheduleHybrid/remote work optionsOpportunity for increased hours over timeDirect mentorship from an experienced entrepreneur, executive advisor, and technology innovatorExposure to AI, entrepreneurship, executive strategy, business operations, and emerging technologiesWhy Join Bolton AA?This position offers a unique opportunity to work alongside a serial entrepreneur who has founded multiple companies, advised executives across numerous industries, and is actively building next-generation AI-enabled businesses.
If you enjoy continuous learning, solving meaningful problems, embracing new technology, and making a measurable impact every day, we'd love to hear from you.
This is more than an assistant roleit's an opportunity to become an indispensable partner in building innovative companies and helping leaders achieve extraordinary results. recblid h0g7kfdq39ae5ihgpm7td93f2nwaan
Company:
Bolton & Associates, LLC (Bolton AA)Location:
Hybrid / Remote (Northern Virginia preferred)Schedule:
Part-Time (2030 hours per week, flexible)Reports To:
CEO & FounderAbout Bolton & AssociatesBolton & Associates (Bolton AA) is an executive advisory and growth consulting firm that helps business owners, executives, investors, and organizations increase profitability, improve operations, adopt Artificial Intelligence, and build scalable businesses.We believe technology should help peoplenot replace them. Our mission is to simplify complexity, accelerate growth, and help leaders make better decisions.
Position OverviewWe are looking for an exceptionally organized, proactive, trustworthy Executive & Personal Assistant who enjoys creating order from chaos.
This is not a traditional administrative assistant role.
You will become the operational extension of the CEO, helping manage multiple companies, projects, meetings, travel, communications, AI initiatives, personal priorities, and special projects.
The right person enjoys solving problems before they become problems.
You thrive on checklists, systems, follow-up, organization, and helping leaders perform at their highest level.
Primary ResponsibilitiesExecutive SupportManage executive calendarCoordinate meetings and appointmentsPrioritize daily activitiesSchedule travel and accommodationsPrepare agendas and meeting materialsRecord meeting notes and action itemsFollow up on outstanding tasksManage executive inbox and communicationsScreen calls and requestsProject CoordinationHelp keep dozens of initiatives moving simultaneously.
Responsibilities include:
Track project statusMaintain project dashboardsCoordinate with consultants and vendorsOrganize documentationCreate SOPsMaintain task listsEnsure deadlines are metFollow up with accountability partnersAI & Technology SupportAssist with managing AI-enabled workflows including:
ChatGPTMicrosoft CopilotGoogle GeminiClaudeNotionGoogle WorkspaceMicrosoft 365CRM systemsAutomation toolsNo advanced AI experience is requiredbut enthusiasm for learning is essential.
Personal AssistanceProvide occasional personal support including:
Personal calendar managementAppointment schedulingEvent planningFamily travel coordinationGift purchasingReservationsErrands (as needed)Household/vendor coordinationPersonal document organizationContent & Marketing AssistanceSupport executive content creation by:
Formatting LinkedIn postsOrganizing articlesCoordinating newslettersManaging speaking engagementsMaintaining content calendarsOrganizing digital assetsBusiness OperationsSupport daily operations including:
Vendor coordinationCRM updatesFile organizationContract administrationDocument preparationExpense reportingResearch projectsProcess improvementIdeal CandidateYou are someone who naturally says:"I already took care of it."instead of"What would you like me to do?"You anticipate needs.
You love systems.
You enjoy solving problems.
You like learning new technology.
You are comfortable working directly with entrepreneurs.
You understand confidentiality.
Required Qualifications3+ years supporting executives or business ownersExceptional written and verbal communicationOutstanding organizational skillsStrong attention to detailProfessional discretionSelf-starterExcellent follow-throughAbility to manage multiple prioritiesHigh level of integrityPreferred QualificationsExperience with:
Microsoft OfficeGoogle WorkspaceChatGPT or other AI toolsCRM softwareProject management platformsCanvaLinkedInQuickBooks (basic familiarity)DocuSignZoomAdobe AcrobatCharacteristics We ValueWe hire for attitude as much as aptitude.
We're looking for someone who is:
PositiveCuriousResourcefulHonestLoyalCalm under pressureDetail-orientedProfessionalAdaptableTech-savvyService-mindedGrowth-orientedSuccess Looks LikeWithin the first 90 days, you will have:
Organized the CEO's calendar and task management systemReduced administrative burden significantlyImplemented improved filing and document organizationHelped establish repeatable operational systemsCoordinated multiple active projects successfullyBecome a trusted extension of the executive officeCompensationCompetitive hourly compensation based on experienceFlexible scheduleHybrid/remote work optionsOpportunity for increased hours over timeDirect mentorship from an experienced entrepreneur, executive advisor, and technology innovatorExposure to AI, entrepreneurship, executive strategy, business operations, and emerging technologiesWhy Join Bolton AA?This position offers a unique opportunity to work alongside a serial entrepreneur who has founded multiple companies, advised executives across numerous industries, and is actively building next-generation AI-enabled businesses.
If you enjoy continuous learning, solving meaningful problems, embracing new technology, and making a measurable impact every day, we'd love to hear from you.
This is more than an assistant roleit's an opportunity to become an indispensable partner in building innovative companies and helping leaders achieve extraordinary results. recblid h0g7kfdq39ae5ihgpm7td93f2nwaan