Sterling Tax & Accounting is hiring an Operations & Technology Specialist to support firmwide process improvement, software implementation, automation, and AI-enabled efficiency initiatives.
This role reports directly to the CEO and works closely with team members across tax, accounting, administration, sales, and client service. This is not a traditional administrative role and it is not a Director of Operations position. We are looking for someone who can understand how work moves through a CPA firm, spot inefficiencies, research options, test solutions, document processes, train the team, and help drive assigned projects forward.
The right person will have experience in an accounting, tax, bookkeeping, or professional services environment and will be highly organized, tech-savvy, resourceful, and comfortable figuring things out. This role is ideal for someone who enjoys improving processes, learning new tools, experimenting with technology, and turning broad ideas into practical systems the team can actually use.
About Sterling Tax & Accounting
Sterling Tax & Accounting is a boutique CPA firm serving business owners, entrepreneurs, and high-income individuals across the country. We provide tax preparation, tax planning, accounting, advisory, and related services with a strong focus on quality, professionalism, client service, and proactive communication.
We are a growing, technology-forward firm, and we are continuing to invest in better systems, better workflows, and better ways to support both our clients and our team.
About the Role
The Operations & Technology Specialist will help improve how work gets done across the firm. This includes software evaluation, software implementation, workflow improvement, process documentation, team training, automation, and AI implementation.
AI is a major part of this role. We are actively building better ways to use tools like Claude, Claude CoWork, Claude Code, ChatGPT, Karbon AI, and related technology to improve efficiency across the firm. The right person should be genuinely comfortable with AI tools, willing to experiment, and able to build practical workflows that save time while maintaining quality, confidentiality, and professional standards.
This does not mean simply being “comfortable with software.” We are looking for someone who enjoys testing new tools, learning quickly, solving problems, and figuring out how technology can support real operational needs in a CPA firm environment.
Key Responsibilities
Responsibilities may include:
- Support firmwide software evaluation, testing, implementation, and rollout.
- Research software, AI tools, integrations, and automation opportunities, then prepare organized recommendations for leadership.
- Build practical AI use cases for the firm using tools such as Claude, Claude CoWork, Claude Code, ChatGPT, Karbon AI, and related platforms.
- Test AI-enabled workflows before rollout to confirm they are useful, accurate, secure, and appropriate for a CPA firm environment.
- Create internal documentation, prompt libraries, workflow examples, SOPs, checklists, and training materials.
- Help the team use technology and AI effectively through training, examples, documentation, and practical support.
- Identify bottlenecks in tax, accounting, admin, sales, onboarding, client communication, and internal workflow processes.
- Improve firm processes through better systems, cleaner documentation, automation, and team training.
- Assist with change management when new systems, tools, workflows, or procedures are introduced.
- Support the team with technology adoption, workflow questions, process troubleshooting, and practical problem-solving.
- Work directly with the CEO to prioritize operational and technology projects and move assigned projects forward.
- Help organize broad ideas into clear project plans, next steps, timelines, documentation, and implementation support.
- Review existing workflows and recommend ways to reduce manual steps, improve consistency, and save time.
- Maintain a practical focus on client experience, confidentiality, quality control, and professional standards.
Decision-Making and Reporting Structure
This role reports directly to the CEO. The Operations & Technology Specialist will work across the firm and may coordinate with team members in multiple departments, but final decisions regarding software, workflow changes, firm policy, and implementation priorities will remain with firm leadership.
The right person should be comfortable researching options, preparing recommendations, raising concerns, and helping execute approved projects. We are looking for someone who can take ownership of assigned projects without needing final decision-making authority.
You May Be a Strong Fit If
You may be a strong fit for this role if you are the person others go to when a process is messy, a system is not working well, or a team needs help figuring out a better way to get something done.
You do not need to be a software developer or a tax expert, but you should be comfortable learning new tools, asking smart questions, testing workflows, documenting what you learn, and helping a team adopt better systems.
We are looking for someone who is curious, practical, detail-oriented, and resourceful. The right person will enjoy solving problems, improving processes, experimenting with technology, and bringing organized recommendations back to leadership.
Required Qualifications
- Prior experience in a CPA firm, tax firm, bookkeeping firm, CAS practice, or accounting department.
- Strong technology skills and the ability to learn new software quickly.
- Genuine interest in AI, automation, and process improvement.
- Strong organizational and project management skills.
- Excellent written communication skills.
- Ability to document processes clearly and create practical training materials.
- Strong follow-through and the ability to move projects forward.
- Ability to work independently while knowing when to ask questions or escalate decisions.
- Good judgment around confidentiality, client information, and professional standards.
- Comfort working directly with a tech-savvy CEO who will be actively involved in evaluating the quality and practicality of your work.
Preferred Qualifications
- Experience with workflow management tools, CRM systems, project management platforms, or documentation platforms.
- Experience with Karbon, Trainual, QuickBooks Online, Gusto, Google Workspace, Ignition, client portals, or similar systems.
- Experience testing, implementing, or training others on new software.
- Experience using AI tools such as Claude, ChatGPT, Microsoft Copilot, or similar platforms.
- Experience creating SOPs, internal guides, checklists, templates, or training resources.
- Experience supporting remote or hybrid teams.
What We Are Not Looking For
This is not a basic administrative assistant role.
This is not a traditional IT support role.
This is not a tax preparer role.
This is not a Director of Operations role.
We are looking for someone who sits between operations, technology, process improvement, and practical implementation. The right person will understand enough about accounting firm workflows to make good operational decisions, but the primary focus of this role is improving how the firm uses systems, technology, documentation, automation, and AI.
Why This Role Matters
Sterling is continuing to grow, and we are serious about building better systems. We want to use technology and AI in practical, responsible ways to improve efficiency, support the team, and create a better client experience.
This role is important because it will help turn ideas into actual implementation. We are looking for someone who can take a messy operational or technology challenge and come back with clear options, practical recommendations, and a plan to move forward.
If you are highly organized, tech-savvy, resourceful, and excited about improving how a modern CPA firm operates, we would love to hear from you.
Pay: $80,000.00 - $90,000.00 per year
Benefits:
- Health insurance
- Life insurance
- Paid time off
- Retirement plan
- Vision insurance
Education:
Experience:
- Accounting: 3 years (Required)
Work Location: Remote
