Executive Assistant to Founder
About the Role
Little Trouble is looking for a highly organized, proactive Executive Assistant to the Founder to help keep both the day-to-day and bigger-picture parts of the business moving.
This is not a traditional desk-only executive assistant role. You’ll work closely with the founder across all areas of the business — helping manage calendar and priorities, keeping track of follow-ups and to-dos, coordinating between teams, assisting with content when needed, and jumping into the warehouse or other projects when extra support is needed.
The right person will become a trusted right hand to the founder: someone who understands what is happening across the business, anticipates what needs to happen next, and helps make sure nothing gets dropped.
Responsibilities
- Maintain and organize ongoing to-do lists, priorities, deadlines, and follow-ups.
- Track open items across departments and follow up with team members as needed.
- Help keep communication and projects flowing between the founder and different areas of the business.
- Manage the founder’s calendar, meetings, appointments, and scheduling.
- Prepare for meetings and keep notes, action items, and next steps organized.
- Coordinate travel, reservations, appointments, and other business-related logistics.
- Organize documents, information, files, and other materials needed by the founder.
- Assist with special projects across marketing, product, operations, and the warehouse.
- Work alongside the founder in the warehouse when needed, including helping with launches, organization, product, inventory, or other operational priorities.
- Assist with branded and founder-led social content when needed, including helping prepare products, organize shoots, capture casual behind-the-scenes content, or coordinate content needs.
- Help coordinate samples, products, packages, gifting, and other brand-related projects.
- Handle miscellaneous day-to-day tasks that help the founder and business operate more efficiently.
- Identify problems or loose ends before they become bigger issues.
- Be willing to step into whatever area of the business needs support on a given day.
What We're Looking For
- Exceptionally organized and detail-oriented.
- Proactive and naturally inclined to think ahead.
- Strong follow-through and ability to keep track of many moving pieces at once.
- Comfortable working closely with a founder in a fast-moving environment.
- Able to shift priorities quickly without becoming overwhelmed.
- Strong written and verbal communication skills.
- Confident communicating with employees, vendors, agencies, and outside partners.
- Discreet and trustworthy with confidential business and personal information.
- Comfortable working independently and making judgment calls.
- Tech-savvy and comfortable learning new systems and tools.
- Willing to be hands-on and help wherever needed.
- Comfortable working in both an office and warehouse environment.
- Experience supporting a founder, executive, entrepreneur, or small business owner strongly preferred.
What This Role Is
This role is best suited for someone who likes being close to the action and enjoys having visibility across an entire business.
Some days may be highly structured and focused on scheduling, planning, and follow-ups. Other days may involve helping prep for a product launch, organizing a content shoot, solving an operational issue, or working alongside the team in the warehouse.
The goal of this position is simple: help keep the founder organized, supported, and moving so the business can move faster with fewer loose ends.
Pay: $62,000.00 per year
Work Location: In person
