Double Remote Assistant (Central US)

Zirtual; Winnetka (IL); Remote; Part time

Job summary

Join a leading company as a Double Assistant, where you'll support high-caliber clients with a variety of tasks, from business support to personal assistance. This role offers flexibility and autonomy, allowing you to thrive in a fast-paced environment while making a meaningful impact on clients' lives. With a focus on exceptional service and professionalism, you'll be part of a community of elite assistants dedicated to raising the bar for remote support.

Benefits

Flexibility

Autonomy

Community

Mentorship

Qualifications

• Minimum of 3 years as a Personal or Executive Assistant.
• At least 6 months of remote assistant work.

Responsibilities

• Manage calendars, appointments, and travel logistics.
• Support clients with personal and professional tasks.
• Maintain confidentiality and professionalism.

Skills

Communication

Organizational Skills

Problem-Solving

Education

C-suite experience

Independent Contractor experience

Tools

Google Suite

Microsoft Office

Trello

Asana

Salesforce

QuickBooks

Job description

Double - Redefining What It Means to Be an Assistant

At Double, we believe that having a great assistant shouldn't be a luxury—it should be a game changer. Our mission is simple but bold: to help busy leaders win back their time by matching them with experienced remote assistants (aka Doubles) and equipping both sides with the best tools to collaborate efficiently and meaningfully.

We support a range of high-caliber clients—from C-level executives and serial entrepreneurs to high-net-worth individuals and investors. If you're a proactive, tech-savvy professional who finds joy in creating order, solving problems, and making life easier for others, you might be the Double we're looking for.

What You'll Do

As a Double Assistant, you'll be matched with multiple clients based on your availability and time zone preferences. You'll become a trusted partner, supporting their professional and/or personal lives with precision, discretion, and a whole lot of efficiency.

Typical tasks may include:

Business Support

• Calendar management, appointment scheduling, and scheduling conflict resolution
• Inbox management and correspondence drafting
• Coordinating domestic and international travel with detailed itineraries
• Expense tracking, invoice processing, and report creation
• Research projects, document prep, and presentation support
• Recruiting coordination and contact database upkeep
• Light social media management and content scheduling
• CRM management and light project coordination
• Acting as a liaison across internal and external stakeholders
• And more
  
  

Personal Support

• Scheduling personal appointments and managing household operations
• Coordinating with vendors, staff, and service providers
• Booking travel and planning personal events
• Procuring gifts and providing philanthropic support
• Overseeing logistics and keeping everything on track
• Maintaining confidential records and supporting life admin tasks
• Being a calm, professional presence when life gets messy
• And more
  
  
  

Requirements

Desired Skills, Attributes, and Qualifications

We're looking for exceptional assistants with a service-first mindset and the skills to match.

️ Experience That Counts

• Minimum of 3 years as a Personal or Executive Assistant (C-suite experience is a plus!)
• At least 6 months of remote assistant work
• Experience supporting high-net-worth individuals, entrepreneurs, or fast-paced execs
• Previous Independent Contractor experience is highly preferred
  
  

️ Tech-Savvy & Tool Fluent

• Proficiency in Google Suite and Microsoft Office
• Familiarity with project management tools: Trello, Asana, Monday.com, etc.
• Communication platforms: Slack, Zoom, etc.
• CRM tools like Salesforce, Hubspot, or Zoho
• Expense tools such as QuickBooks or Expensify
• Travel platforms like Concur are a bonus
• Social media tools like Hootsuite or WordPress are a plus
• Experience with AI tools? Huge bonus!
  
  

️ Professionalism With a Personal Touch

• Exceptional communication and organizational skills
• Ability to multitask, prioritize, and problem-solve independently
• Experience managing household staff or overseeing domestic operations
• High degree of confidentiality, discretion, and professionalism
• Must be able to sign an NDA and pass a background check
• Fully equipped home office with reliable internet, a computer, and a phone
  
  
  

Contract & Compensation

• Status: 1099 Independent Contractor
• Pay: $250-$2,500+ per client/month (based on workload)
• Schedule: Flexible hours within standard U.S. business hours, aligned with your clients' time zones
• Perks: Flexibility, autonomy, community, and exposure to incredible clients
• Not included: Contractors are responsible for their own taxes and benefits
  
  

You'll join a thriving community of elite assistants and have access to mentorship, resources, and support to grow your craft.

Benefits

Why Join Double?

We're not just a platform—we're a movement of world-class assistants raising the bar for remote support.

Flexibility - Work with your clients to set your schedule

Autonomy - Own your work and make an impact

Growth - Gain exposure to top-tier clients across industries

Community - Access mentorship, learning resources, and peer support

Tools That Work - Help shape and use tech built specifically for the assistant-client relationship

Impact - Give leaders their time back so they can focus on what matters most

Ready to Apply?

If you're the kind of person who thrives in fast-paced environments, finds joy in being helpful, and is ready to build meaningful partnerships with inspiring clients—we'd love to meet you.

Find more information about Double withdouble.com

Learn more in our FAQ Library

Please Note: While hiring for this role has slowed, we are still welcoming applications from interested candidates. If this role excites you and aligns with your experience, we encourage you to apply—we'd love to hear from you!