
Job Role: Executive Assistant (AI-capable)
Compensation range: $1,500 USD - $2,000 USD / Monthly
Engagement type: Independent Contractor Agreement
Work Schedule: This role is expected to align with the client’s US business hours (approx. 9 AM - 5 PM, Monday to Friday, client’s time zone) for collaboration, but as a contractor, you’ll have flexibility in how you manage your time.
Who We Are: At Hunt St, we help Australian and US companies hire top remote talent in the Philippines. For this role, you will be engaged directly by the client as an independent contractor. We are not an outsourcing agency. All of our roles are 100% remote so you'll be able to work from home.
Who The Client Is: Our client is a growing US-based non-emergency medical transportation provider, helping people with mobility needs get safely to medical appointments and essential destinations. The business is focused on reliable service and efficient operations, and is now looking to strengthen its systems, embrace AI, and support its growing team.
Role Overview: We’re looking for a proactive, highly organised Executive Assistant with strong AI and technology skills to support the leadership team of a growing US-based non-emergency medical transportation business.
This is more than a traditional EA role. The right person will be someone who can learn how the business operates, identify bottlenecks, use AI and automation to improve processes, and take things off the founder’s plate without always being asked.
The role will primarily focus on executive and administrative support, with some dispatch and booking backup during busy periods. Most booking activity is expected to be handled through an AI-powered system, with the successful candidate stepping in when human support is required.
We're looking for someone who is proactive rather than purely task-driven.
Experience in any of the following would be highly regarded:
You don't need to have experience in every area. We're particularly interested in someone who can combine strong administrative skills with initiative, technology skills and a willingness to learn.
This role is intentionally not a tightly defined checklist of tasks.
We're looking for someone who can come in, learn how the business works, understand where the pressure points are and start taking ownership.
For example, rather than waiting to be told that a KPI needs attention, the right person might notice something has changed, investigate it and flag it to the appropriate person.
Likewise, if a repetitive administrative process can be improved with AI or automation, we'd want this person to identify the opportunity and help implement a better way of doing it.
Initiative, ownership and curiosity will be just as important as previous job titles.
USD 1,500–2,000 per month, depending on experience and capabilities.
There may also be an opportunity for an additional performance-based incentive or bonus structure following an initial 30–60 day performance review. This would be tied to agreed goals and performance outcomes.
This is an opportunity for someone who wants to be more than an administrative pair of hands.
You'll have the opportunity to work closely with leadership, influence how technology and AI are used within the business, improve systems and processes, and take genuine ownership of areas that make a difference to the day-to-day operation.
This is a remote role that will be set up as an independent contractor engagement.
To ensure alignment and transparency, successful candidates will be expected to:

We help Aussie SMEs hire top offshore talent for half the cost of outsourcing agencies.
- No Outsourcing Fees: Save thousands by hiring directly with a one-time fee.
- We Search, Screen & Vet The Philippines.
- 6-Month Guarantee: Cost-free replacements if they don't work out.
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