Assistant – Select US States


Remote Assistant

Remote Position–Eastern/Central Time Zones preferable

Location – Select US States: AL, AR, GA, IA, IL, IN, KS, KY, LA, MI, MN, MO, MS, ND, NE, OK, SD, TN, TX, WI

At Two Roads, we’re committed to empowering business owners to grow their business and create work/life balance. Our dedicated Assistants listen to each client’s unique administrative burdens and help to build a custom roadmap for supporting them in achieving their business and personal goals.

As remote employees, they value autonomy, but also know how to work well with others and have fun. If you’re interested in using your administrative magic to play an active role in the success of small businesses, Two Roads needs you!

What you’ll be doing:

  • Determining pain points and creating a roadmap for new clients during Onboarding
  • Creating/managing your own weekly schedule and rhythm with each client
  • Responding to client emails and phone calls in a timely manner
  • Regularly setting expectations regarding when projects and tasks will be completed
  • Proactively thinking of ways that you can support and care for each client
  • Providing friendly and timely assistance to each client

The skills and qualifications you’ll need to succeed:

  • Passionate about customer service
  • Proficient in MS Office and Google Suite
  • Excellent typing, research and organizational skills
  • Positive, teachable attitude (More on that)
  • Hard-working with a deep desire to serve
  • Ability to work from home 25+ hours/week

Two Roads Assistants are:

  • Responsive Monday-Friday, 9am – 5pm ET via email and phone
  • Able to work autonomously (We don’t micromanage)
  • Committed to getting work done on time
  • Quick learners as it relates to new software
  • Able to self-manage in a remote working environment
  • Friendly, humble, crystal-clear communicators
  • Problem-solvers that can think critically and make good use of available resources
    Time management and multitasking wizard

It’s a bonus if you:

  • Are familiar with online tools such as:
    • Asana / Trello (task management)
    • Calend.ly / Acuity / YouCanBook.me (calendar scheduling)
    • Zoom / Uberconference (virtual conferencing)
    • Constant Contact / MailChimp (or other email campaign software)
    • Salesforce/HubSpot (CRM)
  • Value flexibility and have a strong desire to work from home
  • Can read the minds of small business owners

Why Work at Two Roads?

We don’t just push buttons. We help businesses succeed and grow. We aren’t a traditional bookkeeping firm – especially since adding Two Roads Assistant as a service. We are flexible, with a willingness to change and grow as we develop strong systems and processes that help our Assistants become more efficient and effective.

Our dynamic, devoted and supportive team is the key to our success. Our staff have great flexibility, making their own schedules and working remotely. Our team members are committed to supporting each other, sharing resources and allowing every member to be who they are. We don’t just want an employee. We want to be a place where each team member’s passion can grow and flourish – while encouraging everyone around them to flourish as well! Our vision is to help people build the lives they want through business. If that resonates with you, we can’t wait to meet you.

Location – Select US States: AL, AR, GA, IA, IL, IN, KS, KY, LA, MI, MN, MO, MS, ND, NE, OK, SD, TN, TX, WI



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