Double Remote Assistant (Central US) id-10323

June 7, 2025

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

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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

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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