Administrative Assistant to the CEO
Job Summary
This role is perfect for someone who thinks two steps ahead. You catch problems before they become crises and are always looking for how to make things easier for others. We need someone who can read an email understand the business context and urgency and know exactly what to do with itwhether thats drafting a thoughtful response flagging it for the CEOs attention or routing it to the right team member. For that reason this role requires strong business acumen and writing skills to represent the CEOs voice clearly and professionally. Youll manage the inbox daily coordinate the calendar book travel support with special projects and prepare the CEO for every meeting and event with clear comprehensive briefing notes. Youll also build systems and document workflows so this work becomes repeatable and increasingly efficient over time.
This is a part-time (approximately 20 hours/week) independent contractor engagement with defined deliverables and milestones with a preference for candidates based in the Boise area. Your primary point of contact is Chelsea Hahn the Head of Operations for the Office of the CEO.
Get access to the CEOs calendar email and key tools
Join onboarding conversations with Chelsea to align on the CEOs top priorities communication style and decision-making preferences.
Dive into the inbox: read through recent and pending emails to understand whats there whats urgent and what the CEO typically responds to versus what gets routed or archived.
Begin daily email triage: sort new incoming mail draft responses on behalf of the CEO for Chelseas review and flag anything that needs the CEOs direct attention.
Learn the calendar system: review current and upcoming schedule understand meeting principles and identify conflicts or optimization opportunities.
Retrieve mail from the PO box and handle accordingly.
First Month
Deliver full ownership of daily email triage and response drafting including a documented framework for which emails contain implicit to-dos which systems you operate independently and what always needs Chelseas sign-off.
Deliver a calendar-management approach managed in partnership with Chelsea including accepting/declining meeting requests and proactively flagging scheduling conflicts.
Deliver a reliable meeting prep process.
Book a trip end-to-end: flights ground transportation lodging meal reservations. Deliver a briefing document with meeting details attendee bios and prep materials at least 48 hours before departure.
Start identifying and implementing improvements to current processes.
First Six Months
Proactively take action on emails and situations where youve learned whats needed. Coordinate logistics follow up on outstanding requests and solve operational problems before they escalate. Bring edge cases to Chelsea but operate with strong judgment and autonomy.
Introduce at least one AI-powered automation (e.g. email filtering calendar insights travel research). Test it document it iterate.
Document at least three workflows in Notion (e.g. how to request a meeting with the CEO how to process expenses how calendar blocking should work).
Take on event coordination for Nathan Barry Show batch recording events: coordinate guest dinner reservations order lunch for recording days send introduction emails to guests 2 weeks in advance and find new ways to make the event a special experience for guests.
Skills
Writing and communication You write clearly and quickly. You can draft an email that sounds like someone else while maintaining your own professionalism. You understand tone formality and what the reader needs to know.
Business judgment and acumen You understand basic business dynamics. You know the difference between an urgent ask and a low-priority one. You can read a situation and understand the strategic contextwho matters whats at stake what decision the CEO is trying to make.
Email and inbox management Youre comfortable with high-volume email and skilled at sorting prioritizing and deciding what deserves a response versus what can wait or be routed elsewhere.
Calendar and schedule management Youve managed someones calendar or coordinated complex schedules with multiple stakeholders. You understand how to protect focus time and manage conflicts.
Systems thinking and documentation You notice inefficiencies and think about how to fix them. You can document a process so someone else can follow it. Youre comfortable building templates checklists and workflows.
AI comfort Youve used AI tools to draft research or automate parts of your work. Youre curious about where AI can save time.
Experiences
Youve managed someones email inbox or calendar in a business context where judgment about priorities mattered.
Youve worked in a fast-moving environment where you had to make decisions about whats urgent and what can waitwithout always having perfect information.
Youve built a process or system and documented it clearly enough that someone else could use it.
Youve worked in a small team or startup where wearing multiple hats was normal.
You understand what it means to represent someone else professionallywhether youve drafted emails prepped materials or coordinated on someone elses behalf.
Traits
Strong judgment and initiative You can read a situation understand what matters and act. Youre comfortable making calls without asking for permission first.
Proactive and anticipatory You think ahead. You flag conflicts before they become problems. You prep materials before youre asked. You know what questions to ask to avoid back-and-forth.
Highly detail-oriented You catch the things that matter: the deadline the decision that needs to be made the person who should be looped in.
Clear communicator You write and speak precisely. You give updates that are concise and complete. You flag issues directly without being negative.
Comfortable with autonomy and ambiguity You work independently most of the time. You dont need extensive process or approval layers. You figure out what to do and move forward.
Trustworthy and discreet Youll see confidential informationthe CEOs calendar priorities relationships communications and strategic decisions. You treat this with the seriousness it deserves. Privacy and confidentiality are non-negotiable.
Needing extensive process approval layers or clear direction before taking action. This role requires you to see a problem decide what to do and move forward.
Discomfort with learning new tools quickly (calendar software email management platforms AI tools Notion spreadsheets).
Rigidity about how things should be done. Well try systems measure what works and change them. Flexibility is more valuable than adherence to a single method.
This is a project-based engagement with defined deliverables and milestones.
While Kit operates as a fully remote organization certain deliverablesretrieving mail from Kits Boise PO Box delivering physical materials to the CEO or Operations team and supporting local logistics and in-person eventsrequire on-location support primarily based in Boise Idaho. We will give preference to candidates based in Boise Idaho.
The contractor will manage their own schedule to meet agreed-upon response-time commitments and deliverable deadlines. Kit operates on East Coast time so some coordination may fall outside traditional Boise business hours; known events and their timing will be built into the engagement scope in advance and well do our best to keep asks reasonable.
This is a part-time independent-contractor engagement billed at an hourly rate of $32/hour depending on experience for approximately 20 hours of work per week. As a contract role this position is not eligible for Kits full-time salary equity or benefits package. The contractor is responsible for their own taxes and insurance and invoices Kit based on hours worked and deliverables completed.
We know that most people hate interviewing (we relate!). We aim to make it as good of an experience as we can and part of that includes keeping you informed during the process.
Heres what you can expect:
An interview with the hiring manager (Chelsea)
An async trial project
A final conversation with Chelsea and our CEO (Nathan) if his schedule permits
To get started complete this application including answers to the questions below. We read every single application and your responses help us understand your experience and how you think. Well keep you informed through every step.
Kit is an equal opportunity employer
We value diversity in all of its forms. Research tells us that applicants who are female or non-binary as well as applicants who are people of color are less likely to apply for roles they do not feel 100% qualified for. If you think you meet more than 50% of our requirements but fewer than 100% of them please apply.
Were imperfect communicators so think of our job postings as the starting point for discussion rather than proof that you shouldnt apply.
Kit does not discriminate on the basis of race sex color religion age national origin marital status disability veteran status genetic information sexual orientation gender identity or any other reason prohibited by law in provision of employment opportunities and benefits.
Required Experience:
IC
About Company
Kit (formerly ConvertKit) is the creator-first email marketing and newsletter platform. Grow your audience, automate campaigns, and sell without burnout.