Job VC

About the role
We are a U.S.-based trucking company looking for a highly organized, detail-oriented, and independent person to take ownership of our internal systems, ClickUp structure, SaaS accounts, technical onboarding, and daily technical support.
This is not just a basic support role. We need someone who can receive a task, understand the goal, research what is needed, use AI and documentation, solve the problem, document the solution, and make sure it does not create more confusion later.
We use many cloud systems across dispatch, safety, maintenance, drivers, phones, forms, documents, and internal operations. The main goal of this role is to keep everything clean, accurate, organized, and working.
Main responsibility
You will be responsible for keeping our systems, accounts, workflows, and ClickUp workspace organized and accurate.
Every task should be owned from start to finish. If something is unclear, you should investigate, ask the right questions, use AI/tools/documentation, contact vendor support if needed, and bring the issue to completion.
Current company setup
Around 15 internal office users and growing
Around 25 drivers and growing
10+ active SaaS systems
Transitioning more processes from Google Sheets into ClickUp
Planning to scale and grow the team
Need better structure, documentation, automation, and system ownership
Main tools you may work with
ClickUp, Google Workspace, Gmail, Google Drive, Samsara, Fleetio, Netradyne / Driveri, DataTruck, RingCentral, ManageEngine MDM, Vaultwarden / Bitwarden, RustDesk, AWS, Ubuntu, Docker, Kasm, Jotform, QuickBooks, Zapier / Make, and AI tools.
You do not need to know every tool before starting. You do need to be able to learn new tools independently and become responsible for them.
What you will do
1. ClickUp ownership
Build, clean up, and maintain ClickUp spaces, folders, lists, views, forms, statuses, templates, automations, and task structures
Organize workflows so the team knows exactly what to do, where to find information, and how to follow the process
Make sure tasks are complete, clear, assigned correctly, and not forgotten
Maintain ClickUp Docs, SOPs, checklists, and internal instructions
Help move processes from Google Sheets and scattered messages into structured ClickUp workflows
Improve task structure, naming, fields, statuses, and reporting
Keep ClickUp clean and usable, not messy or overloaded
2. Account and SaaS management
Create, update, disable, and audit user accounts across company systems
Manage permissions, roles, access levels, groups, and shared accounts
Keep account structure accurate across all platforms
Make sure every employee, dispatcher, manager, and driver has correct access
Remove access when someone leaves the company
Track paid subscriptions, users, licenses, and unnecessary accounts
Help reduce software waste and duplicate tools
3. Technical onboarding
Set up new employees and drivers with all required systems
Prepare accounts, permissions, devices, apps, passwords, and instructions
Configure Android tablets for drivers using ManageEngine MDM or similar tools
Make onboarding consistent so nothing is missed
Create onboarding checklists and improve them after every issue
Explain tools clearly to non-technical users
4. Daily technical support
Help office staff, dispatchers, managers, and drivers with technical issues
Troubleshoot login problems, email problems, app issues, access issues, device problems, and basic system errors
Use RustDesk or similar remote support tools when needed
Contact software vendor support and follow up until the issue is solved
Document every repeated issue and solution so the same problem is easier next time
5. Google Workspace and communication systems
Manage Google Workspace users, groups, shared inboxes, email routing, Drive access, and basic security settings
Support Gmail and Google Drive organization
Set up and troubleshoot RingCentral users, phone numbers, call routing, and basic VoIP issues
Help organize company communication and reduce confusion between tools
6. Basic technical systems support
Basic AWS / Ubuntu / Docker support
SSH into servers when needed
Start, stop, restart, or check Docker containers
Support Kasm virtual desktops
Follow documentation and vendor guides
Use AI tools to simplify technical tasks, but verify results before applying changes
7. Process improvement and automation
Identify repeated manual work and suggest better workflows
Help improve internal systems using ClickUp, forms, automations, AI tools, Zapier / Make, or simple scripts
Build better checklists, templates, SOPs, and task flows
Help the company become less dependent on memory, messages, and manual follow-up
What success looks like
No missing accounts during onboarding
No forgotten access removals during offboarding
ClickUp is organized, clean, and useful for the team
Tasks have clear owners, statuses, deadlines, and next steps
Team members know where to find instructions
Drivers and office staff get fast technical help
Repeated issues are documented and reduced
SaaS accounts and subscriptions are tracked
Systems are not dependent on one person’s memory
You take ownership without needing micromanagement
Must-have skills
Strong attention to detail
Strong organization and follow-up discipline
Experience with ClickUp or similar project management tools
Experience managing SaaS accounts, users, permissions, and access
Experience with Google Workspace Admin
Ability to troubleshoot technical problems independently
Ability to learn new software using documentation, tutorials, AI, and vendor support
Ability to write clear instructions and SOPs
Comfortable supporting non-technical users
Responsible and self-directed
Written English B1+/B2
Ukrainian or Russian preferred because many drivers are non-English speakers
Nice-to-have skills
ManageEngine MDM or other MDM experience
RingCentral or other VoIP system experience
Vaultwarden / Bitwarden experience
RustDesk, AnyDesk, TeamViewer, or similar remote support tools
AWS EC2, Ubuntu, SSH, Docker basics
Zapier, Make, APIs, scripts, or automation experience
Experience in logistics, transportation, dispatch, or trucking
Experience using AI tools for research, troubleshooting, documentation, and automation
Important working style
We are looking for someone who can work independently.
When you receive a task, we expect you to:
Understand the goal
Check the current setup
Research the correct way to do it
Use AI and documentation when helpful
Ask clear questions only when needed
Complete the task carefully
Test that it works
Document what was done
Suggest improvements if the process is weak
You will not be micromanaged, but accuracy and results are critical.
This role is a good fit if you
Like organizing systems and fixing messy processes
Notice small details others miss
Can work with many different tools
Are comfortable learning new software
Can use AI to move faster and solve problems
Take ownership until the task is fully completed
Prefer structure, documentation, and clear workflows
Want a long-term role with room to grow
This role is not a good fit if you
Need step-by-step instructions for every small task
Avoid documentation
Leave tasks half-finished
Do not like troubleshooting simple user issues
Only want coding tasks
Are not comfortable working with multiple SaaS platforms
Do not check your own work carefully
Work schedule
Full-time: 7:00 AM – 4:00 PM Central Time, with a 1-hour break.
Must be available during the main working window for urgent technical issues. Overtime, if approved, is paid at 2× rate.
Hiring process
Candidates will complete a short practical paid test related to ClickUp organization, account structure, and technical troubleshooting.
The test is paid hourly.
Additional notes
Long-term cooperation preferred
Employee activity tracking is used
Employment history may be verified
We value accuracy, ownership, and consistency more than theory
This role can grow into Systems Administrator, IT Operations Manager, Automation Specialist, or Internal Systems Owner
Application questions
Please answer briefly:
What ClickUp experience do you have? What did you build or manage there?
What SaaS platforms have you administered before?
What Google Workspace Admin experience do you have?
Have you managed user accounts, permissions, and onboarding/offboarding before?
What remote support tools have you used?
Do you have experience with MDM, Android tablets, or device management?
What is your experience with Linux, Ubuntu, AWS, or Docker?
How do you usually use AI tools in your work?
Are you comfortable documenting every process and repeated issue?
What is your availability in U.S. Central Time?
What monthly compensation are you looking for?