Remote Team Lead & Cloud Accounting Manager

United States | Full-time | Fully remote


At System Six, we're trying to build one of the best places to work in cloud-accounting - a place where our team members are the most important part of our business and where they experience joy, flexibility and rewarding compensation daily. Say goodbye to the 50 hour workweek! We are a 30 person modern, 100% remote cloud accounting firm delivering bookkeeping, payroll, bill-pay, invoicing etc. services to over 175 happy clients! 

We are actively seeking our next Team Lead, a joyful and driven team member with excellent communication skills, experience managing a multi-client cloud accounting team, and a love for process, teaching and leading.

This position is full-time (35-40 hours), fully remote, and allows for flexibility in your daily schedule to help you manage a joyful and fulfilling career and life.

So what are we looking for in an ideal candidate?

Personal Skills

  • Excellent communication skills across a variety of channels 
  • An instinctive ability to recognize, retain, and respect team members
  • A love for training, supporting and mentoring their team members to reach their full capabilities 
  • Humility, patience, and a deeply rooted servant leadership mentality
  • Joy. A pleasure to work with; energetic and warm. You are enthusiastic about work daily 

Professional Skills

  • Mastery in cloud accounting with experience managing a team that oversaw multiple sets of books from end to end. Public accounting experience is a plus 
  • Intuition for understanding clients and knowing how to solve relationship challenges
  • Fluency with cloud accounting technologies (QBO, Xero,, Gusto, Avalara, etc.)
  • Love of documentation, process and detail. You create and build buy-in to structured workflows
  • Resourcefulness. An independent problem solver that can also ask for help when needed
  • Four year degree in an accounting or accounting-related field

What does the day to day look like for this role?

  • As Team Lead, you will be serving 30-50 small to medium-sized clients with a team of 4-6 
  • Your primary responsibilities are:
    • To joyfully manage and support your team - to get to know them as individuals and to build team cohesion and trust through holding weekly team meetings and individual 1-1s
    • To monitor to-do lists and workflows to ensure tasks are completed on time 
    • To answer team questions and guide them through difficult client conversations
    • To drive efficiency by monitoring hours and coaching team on speed 
    • To collaborate with sales to staff new clients and oversee new client onboardings 
    • To work with clients on their most difficult accoutning and finance issues  

Importantly, here’s what’s in it for you:

  • A joyful work environment where employees and culture are paramount
  • A 100% remote environment. We’ve been remote for 10+ years and are set up for you to succeed remotely
  • Strong compensation. We strive to pay at the top of our industry and this position offers an hourly rate of $40 to $50/hour inclusive of significant quarterly profit share
  • Competitive benefits. We provide health and dental insurance, retirement matching, PTO, sick time, paid holidays, maternity/paternity leave, bereavement and jury duty leave, annual wellness benefits, and an annual in-person gathering
  • Growth opportunities. We are a fast growing company on a multi-decade journey of evolution, seeking to grow to 100+ team members in the medium term. We relish promoting from within, and will support you in your efforts to grow with System Six 

Excited to apply? Here’s how! 

Because we’re so focused on team and culture, we deliberately run a thorough hiring process. 

IMPORTANT Whenever you apply, you must also email and tell us that our favorite color is orange and include a short paragraph as to why you would be an excellent team member.

If your initial application aligns with what we are looking for, we will ask you to complete a written and video assessment as our next steps. Thank you for investing the time to apply!