I need an Executive Assistant / Project Manager for a Telehealth Company

Posted last week

Worldwide

Summary

I'm looking for a sharp, proactive Executive Assistant / Project Manager to be my right hand in building two new online health & wellness businesses from the ground up. This is not a typical VA role — you'll act as the operational engine behind an unconventional growth strategy, working directly with me daily. What you'll do: Turn my high-level plans into organized, trackable tasks using Asana, Trello, or Monday.com — you own the project management. Use AI tools (Claude, ChatGPT, etc.) creatively to draft content, solve problems, and accelerate work. You should be comfortable chatting with AI as a core part of your workflow. Research tools, compare vendors, and coordinate freelancers for specialized tasks (e.g., image generation, content creation). Interview, hire, and manage short-term freelancers via Upwork (I'll provide access) to complete small, specific project components. Join a daily 20–30 minute video meeting at 10 AM EST to align on priorities, then run with the plan independently. You're a great fit if you: Speak and write fluent English — you'll be on video calls, drafting documents, and communicating with freelancers. Are a natural project manager who loves building organized systems and keeping everything on track. Think critically: when a task hits a roadblock, you find a way around it using AI, research, or creative problem-solving rather than waiting for step-by-step instructions. Have experience with AI tools (ChatGPT, Claude, etc.) and are excited to use them daily. Are comfortable recruiting and managing people for small, specialized jobs. Thrive in a startup environment where plans evolve and you help shape the path forward. Details: Remote, 20–40 hours per week (flexible within reason). Daily morning video meeting required. Long-term role with growing responsibility. To apply: Start your message with the word "SYSTEMS" so I know you read this. Briefly tell me about a time you managed a complex project or solved a tough problem using AI or creative thinking.

  • More than 30 hrs/week
    Hourly
  • 6+ months
    Duration
  • Intermediate
    Experience Level
  • $7.00

    -

    $20.00

    Hourly
  • Remote Job
  • Ongoing project
    Project Type

Contract-to-hire opportunity

This lets talent know that this job could become full time.
Learn more
Skills and Expertise
Mandatory skills
Digital Project Management
Activity on this job
  • Proposals:20 to 50
  • Last viewed by client:yesterday
  • Hires:
    2
  • Interviewing:
    16
  • Invites sent:
    30
  • Unanswered invites:
    16
About the client
Member since Mar 2, 2018
  • United States
    Carlsbad7:18 PM
  • $107K total spent
    135 hires, 21 active
  • 15,489 hours
  • Mid-sized company (10-99 people)

Explore similar jobs on Upwork

Agile Project Management
ClickUp
Asana
Business with 10-99 Employees
Project Management
Digital Project Management
Project Manager for Web Design AgencyHourly‐ Posted 2 months ago
Digital Project Management
Asana
Web Design
Team Management
Project Management
People Management
Tracking Goals Setup

How it works

  • Post a job icon
    Create your free profile
    Highlight your skills and experience, show your portfolio, and set your ideal pay rate.
  • Talent comes to you icon
    Work the way you want
    Apply for jobs, create easy-to-by projects, or access exclusive opportunities that come to you.
  • Payment simplified icon
    Get paid securely
    From contract to payment, we help you work safely and get paid securely.
Want to get started? Create a profile

About Upwork

  • Rating is 4.9 out of 5.
    4.9/5
    (Average rating of clients by professionals)
  • G2 2021
    #1 freelance platform
  • 49,000+
    Signed contract every week
  • $2.3B
    Freelancers earned on Upwork in 2020

Find the best freelance jobs

Growing your career is as easy as creating a free profile and finding work like this that fits your skills.

Trusted by

  • Microsoft Logo
  • Airbnb Logo
  • Bissell Logo
  • GoDaddy Logo