Tax Pilot Logo Tax Pilot
Tax Pilot Logo

Full-Stack Engineer — AI Compliance & Tax Automation

💰 $55,000 - $135,000 🌍 Salt Lake City, Utah 📅 06/05/2026

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Job Description

### The Space

Every year, an estimated **$85 billion** is spent on human payroll tax
compliance work that AI can now automate.

More than a million people sit inside payroll bureaus, PEOs, and enterprise
tax departments processing notices, filing returns, registering EINs,
reconciling agency payments, and managing compliance workflows. EY benchmarks
roughly **60% of that work as automatable** with current technology. The
Bureau of Labor Statistics is already projecting this workforce to shrink
because of automation.

The market is still dominated by legacy platforms: **MasterTax, Asure PTM, and
ADP SmartCompliance**.

These systems run the market, but they have not meaningfully changed in two
decades. They are filing systems built before real-time data, before LLMs, and
before customers expected software to solve problems instead of simply
tracking them.

They cannot rebuild from the ground up without dismantling the headcount-heavy
business models that fund them.

None of them are building agents. Their architecture predates the technology.
Their business models depend on the headcount we are displacing. Their
customers are openly asking for a way out.

### Why You Should Join Us

This is a David and Goliath setup.

We are a small team going after billion-dollar incumbents that cannot fight
back without dismantling their own business models. We are operating in a
market with **$7 billion in annual IRS penalties** and a workforce the federal
government is already projecting to contract.

Our advantages are unfair.

Our Head of Tax has 30 years of payroll tax practice, and her reasoning is the
training data behind our agents. That data set cannot be licensed or bought.
Every notice the agents resolve makes them smarter, and the moat compounds.

We already have **11 paying advisory customers generating six-figure ARR** and
live access to production data inside a payroll company. We are not theorizing
about workflows. We are automating ours and selling the result.

Nine out of ten conversations we have with bureaus and employers turn into an
opportunity.

Not because we are good at sales.

Because the problem is universal, painful, and nothing on the market truly
solves it.

### The Team

Our founders have spent **40+ years inside the payroll industry** and have
built and sold two prior payroll companies.

They know exactly which workflows break, which agencies are slow, which
notices cost the most to resolve, and what good looks like.

Our CTO is an engineering leader with deep product instincts who is building
the agentic platform alongside the founding engineer.

Our Head of Tax is the operating partner whose three decades of expert
reasoning are the foundation of every agent we ship.

### What You’ll Build

You will help build the AI-native payroll tax compliance platform replacing
legacy, headcount-heavy workflows.

This includes:

* AI-assisted workflows that ingest tax documents, extract structured data, classify entities, and autonomously route work
* Payroll tax reconciliation and filing automation across federal, state, and local jurisdictions
* Backend systems integrating with payroll APIs, tax engines, e-file systems, and enterprise ERPs
* Multi-entity compliance dashboards with approvals, audit trails, role-based access, and human escalation workflows
* Agent orchestration systems involving retrieval, tool use, structured outputs, validation, fallback logic, and explainability
* Infrastructure designed for reliability, traceability, and audit readiness in high-stakes tax workflows

### What Makes This Different

This is not another AI wrapper.

We are building inside the workflows, with real customers, real production
data, and real tax experts shaping the system.

The incumbents own the old rails. We are building the autonomous layer that
makes those rails obsolete.

If you want to build agents that replace real operational work in a massive,
broken, compliance-heavy market, this is the place to do it.