Operations & AI Manager [100% Remote]

EmployeeOpen worldwideCaribbean hours OK
Apply now ↗

Opens the original posting, where you apply.

✓ Screened eligible

Why you can actually get this job

Scope is worldwide and no work-authorisation, presence, language, timezone, or credential restriction was found in the body text.

“Worldwide” Geographic scope — No location restrictions stated — worldwide.

About the role

This role is for the person who

  • Wants to be autonomous, is independent, and a self-starter;
  • Loves building and digital tools, so AI workflows, structure, clarity, and smooth operations behind the scenes in a startup environment where speed and flexibility is necessary;
  • Enjoys diagnosing operational gaps with systems, process, and documentation to help design improvements so our team delivers work that is accurate, on-time, and well-coordinated;
  • Thrives in a tech-forward, growing environment where continuous improvement is encouraged.
  • Monthly compensation starting from CA$ 4K, depending on your location and experience.
  • To support our continued growth, this is an active position we’re currently recruiting for.

About UpCounting

  • We’re a fully remote, finance experts firm helping eCommerce and digital-first businesses scale with confidence.
  • Our team spans multiple countries and cultures.
  • We use smart systems and automation to drive high-quality, efficient work across every department.
  • We value autonomy and trust our team to lead with ownership and care.
  • We’re growing intentionally, and we’re looking for an Operations & AI Manager who can elevate how our team works and our tech stack.

What You’ll Be Doing

  • You’ll play a critical role in ensuring our operations run smoothly across tools, timelines, files, and people:
  • Architect, implement, monitor and continuously improve our AI infrastructure
  • Review workflows and identify process gaps or optimization opportunities across the delivery cycle
  • Evaluate accounting and data tools, scout new technology, and recommend the best solutions
  • Manage client onboarding capacity, timing, and budget to ensure new clients start smoothly
  • Track KPI, such as client and person-level responsiveness and speed-to-close to keep delivery efficient
  • Train the team on workflows, tools, and process updates to ensure strong and consistent execution
  • Maintain and implement SOPs so workflows are consistent, clear, and up to date
  • Monitor team capacity, identify overloads or spare bandwidth, and surface upcoming hiring needs

What You Bring

  • You're a tech nerd at heart, on top of automation and AI
  • 5+ years of experience in operations, project coordination, or practice management
  • Exceptional organization, attention to detail, and follow-through
  • You're a tech wizard and very comfortable with new software
  • Clear communicator who can collaborate with accountants, managers, and leadership
  • Self-starter mentality, proactive in fixing problems before they become fires

Bonus if you have

  • Experience in an accounting firm or multi-client environment
  • Familiarity with accounting workflows and tech (month-end processes, deadlines, client transitions)

Perks and Benefits

  • Because great work deserves a great place to do it.

Work From Anywhere

  • We care about outcomes, not where you log in from; please note that this role requires you to align fully with EST hours 9am - 5pm on an ongoing basis.

Paid Time Off

  • Enjoy PTO, Me Days, local statutory holidays, and company-wide year-end closure.

Grow With Us

  • We promote from within based on strong performance and operational excellence.

Continuous Learning

  • We invest in your growth — training, tools, and process development.

Fair, Sustainable Compensation

  • Compensation aligned with your experience and local market.

Your Journey at UpCounting

Your First Week

  • Meet your team, complete onboarding modules, and get fully set up in our tools and workflows.

Month 1

  • You’ll begin managing operational workflows with confidence and clarity.

In 3 Months

  • You’ll be the key point of coordination for the accounting team, leading improvements and being the person others rely on.
  • Curious About Our Values & Culture?
  • Our values are built around excellence, autonomy, respect, and curiosity
  • You can learn more on our Careers Page .

How We Hire

  • Our process is transparent, straightforward, and human:
  • 1⃣ Apply via Typeform: intro + short video
  • 2⃣ Intro interview with Recruiter
  • 3⃣ Assessment: a short practical task reviewed by our team
  • 4⃣ Final interview with Hiring Manager
  • 5⃣ Offer: if it’s a mutual fit, we move quickly
  • No cover letter needed, just tell us what drew you to UpCounting. Every application is reviewed by our People team — we don’t use AI to screen or assess candidates. Thoughtful hiring matters to us.

Originally posted on Himalayas

Apply now ↗

Opens the original posting, where you apply.

At a glance

  • EmploymentEmployee role
  • Hiring scopeOpen worldwide
  • Time zoneCaribbean hours OK
  • SalaryNot disclosed
  • Posted1d ago

Keep this one

Sign in to save jobs and track what you've applied to.

Sign in

Did you get this job?

Tell us and we'll mark UpCounting as a company that has actually hired in the Caribbean. It's the most useful thing on this board and it only exists because people report it.

I got hired here →

Something wrong with this listing?

← All eligible jobs