Pearl

Finance and Accounting

AIAutomationEngineer/Operator

Maryland, United States; United States FULL TIME Remote Friendly
The Brief

“AI Automation Engineer / Operator at Pearl. Skills: AI Automation Engineering, Python, API integration, Workflow Automation, Stakeholder Collaboration. Build AI-powered tools across internal investment team and portfolio companies. Automate high-impact workflows related to investment research, deal structuring, outreach, reporting, and operational execution”

What You'll Achieve.

Improve investment research, outreach, and deal execution workflows; Reduce manual operational work by automating repetitive internal and portfolio company processes; Help leadership teams identify and execute automation opportunities that create measurable business leverage; Improve operational efficiency across multiple portfolio companies through scalable tooling and integrations; Contribute directly to faster decision-making, improved reporting workflows, and stronger cross-functional execution; Establish repeatable automation processes that support long-term AI adoption across the organization

Industry & Context.

Finance and Accounting
Problems you'll solve

problem-solving skills; Comfort operating in fast-paced, ambiguous environments; Translate business pain points into working AI solutions

What They're Looking For.

Must Have

3+ years of experience in AI automation engineering, software engineering, workflow automation, or related technical roles, Demonstrated experience building and shipping AI-powered tools, automations, or internal systems used in real business environments, Python proficiency and experience working with APIs, webhooks, and authentication flows, Active daily use of AI-native tools such as Claude Code, Codex, Cursor, N8N, Zapier, or similar platforms, English communication skills, both written and verbal, Ability to gather requirements, scope projects independently, and execute without heavy oversight, problem-solving skills and comfort operating in fast-paced, ambiguous environments, Genuine interest in business operations, finance, investing, or operational strategy, Experience collaborating cross-functionally with technical and non-technical stakeholders, Claude Code, Codex, Cursor, N8N, Zapier, Python, REST APIs, Webhooks, GitHub, Signal

Nice to Have

Prior exposure to investment firms, private equity, hedge funds, fintech, ERP systems, or accounting platforms, Experience working with US-based or global remote teams, Familiarity with agent frameworks, vector databases, RAG architectures, or AI observability tools, Basic front-end development experience using JavaScript or TypeScript, Experience building dashboards, internal tooling, or operational reporting systems, Educational background from a top university in your country, Make (Integromat), JavaScript, TypeScript, AWS, Supabase, LangChain, Vector Databases, RAG Architectures, LangSmith, Langfuse

What You'll Do.

Build AI-powered tools across internal investment team and portfolio companies

Automate high-impact workflows related to investment research

and operational execution

Identify business problems

design automation solutions

and ship working systems independently

and maintain AI-powered internal tools for investment research

and operational workflows

Refine and extend an existing investor outreach web application with automated follow-up sequences and contact enrichment functionality

Build a cap table waterfall modeling platform to streamline deal structuring and replace manual spreadsheet workflows

Develop an AI-driven investment thesis memo generation system

Identify new automation opportunities across reporting

and investment operations

Serve as a fractional automation operator across portfolio companies on a project basis

Gather requirements directly from founders and operators and translate business pain points into working AI solutions

Build internal applications

and workflow systems tailored to portfolio company needs

Oversee lightweight technical implementation projects and support operational deployment

Deliver scalable systems that portfolio company teams can maintain after handoff

Support ad hoc financial analysis and operational tasks using AI tools and automation workflows

How You'll Work.

Team & Collaboration

Collaborate with technical and non-technical stakeholders across investment and portfolio company teams; Communicate proactively through async channels and participate in daily sync meetings; Work with investment professionals, founders, and operators

Communication Scope

English communication skills, both written and verbal; Communicate proactively through async channels; Participate in daily sync meetings; Communicate clearly

Process & Methodology

Scope projects independently, Prioritize projects, Execute projects, Oversee lightweight technical implementation projects

Free ATS check

Applying for this AI Automation Engineer / Operator role?

Most applicants get filtered before a human reads their resume. See if yours makes the cut.

ANONYMOUS · UNFILTERED

What do employees actually say about Pearl?

Real rants from real employees. Read before you apply.

Read Company Rants →