We’re hiring a C-Suite Executive Assistant to serve as the operational glue across our leadership team. This is a high-trust, high-discretion role supporting The President/COO), his Chief of Staff, and other senior leaders. You’ll handle a mix of executive support, office coordination, and personal assistance—keeping calendars tight, logistics flawless, decks polished, and priorities moving. You’re proactive, AI-fluent, and energized by variety. No task is too small, no detail too trivial.
Key Responsibilities
- Calendar & Travel Management – Own the President/COO’s calendar, coordinate internal and external meetings, and handle complex travel and logistics (business and personal).
- AI-First Admin – Use tools like ChatGPT to draft emails, generate research summaries, and automate recurring tasks.
- Presentation-Ready Deliverables – Build and polish executive-quality slide decks for board meetings, investor updates, internal briefings, and strategic planning sessions.
Communication & Follow-Through – Screen messages, track action items, prep presentations, file expenses, and keep everything running behind the scenes. - Office Coordination – Serve as the primary point person for our OC office and support operations at the remote Dallas location. Book conference rooms, manage onsite needs, and coordinate in-office logistics.
Cross-Team Support – Provide light support to other execs (travel booking, offsite planning, ad-hoc admin). - Personal Assistance – Help with everyday personal tasks: scheduling appointments, ordering gifts, running errands, arranging meals, or managing household logistics.
Qualifications & Skills:
- 2+ years of C-level executive support in a fast-paced, high-discretion environment
- OC-based and able to be on-site daily
- Highly organized, proactive, and unflappable under pressure
- Strong presentation skills and experience building high-quality, executive-level slide decks in Google Slides or PowerPoint
- Fluent with Google Workspace and comfortable adopting AI-first workflows
- Willing to work extended hours during peak periods (launches, board prep, etc.)
- High EQ, sharp judgment, and absolute discretion with sensitive info
Nice-to-Haves
- Fintech or startup experience
- Bilingual (Spanish/Chinese/English)
- Light project management skills (Asana, Trello, etc.)
- Experience with basic bookkeeping or expense tracking
Tools You’ll Use
- Google Workspace (Gmail, Calendar, Sheets, Slides)
AI Tools – ChatGPT or equivalent - Slack (you’ll be a power user)
- Asana or Notion for light project tracking
- Gusto, Brex, or similar (for expenses)
Why Join Jiffy?
- Opportunities to grow within the company
- Generous compensation and employer paid benefits
- Annual wellness and professional development Stipend
- Perks of getting lots of clothing!
Compensation: The anticipated base salary range for this position is $90,000 to $120,000 in total compensation per year. The final offer may vary based on several factors, including the candidate’s experience, skills, qualifications, and overall alignment with the role.
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What We Do
Jiffy.com is the #1 US online reseller of blank imprintable clothing. We launched over a decade ago with a clear mission: Use technology to combine an unparalleled level of customer service with the fastest delivery the blank apparel industry has ever seen.
Today, our team helps millions of creators, makers, and entrepreneurs bring their ideas to life with quality products and the materials to express their craft and grow their own businesses. Our focus on providing superior value and customer service remains as strong as ever. We’re continually delighted and inspired by the success of our customers! Visit us at jiffy.com.






