Workflow Design · Systems Implementation · AI-Enabled Automation

Eliminate operational friction. Create capacity.

Hillstead Group helps growing businesses improve how work moves across teams, systems, and decisions through workflow design, systems implementation, and practical automation.

Experience across operating environments including
Blackstone Alterra Mountain Company Pacaso Host Hotels & Resorts Ritz-Carlton Nando's Park Hyatt New York City Housing Authority
15+
Years Operational Practice
100+
Consulting Engagements
$600M+
Operational & Financial Improvement Initiatives
Who We Help

Built for growing businesses where the work is complex and the operations need to keep up.

Professional Services Family Offices Wealth Management Law Firms Accounting Firms Boutique Consulting Property Management Hospitality Groups

Hillstead is a strong fit when the business has outgrown informal processes but does not need a large consulting team or another major software rollout.

Problems We Solve

Where operational friction lives.

Most operational drag is not one big failure. It is the recurring manual work, scattered information, and unclear handoffs that quietly consume capacity.

Manual reporting

Recurring updates, client reports, portfolio summaries, and leadership materials take too long to assemble.

Scattered information

Work lives across inboxes, documents, spreadsheets, CRMs, and operating systems with no clear source of truth.

Inconsistent workflows

Critical processes depend on individual memory, manual follow-up, and undocumented handoffs.

Limited visibility

Leadership teams lack a reliable view of what is happening, what is stuck, and where capacity is being lost.

How We Work

Start with the workflow. Then improve the system around it.

01

Map the work

We learn how the process actually runs today: who touches it, where information moves, what tools are involved, and where friction shows up.

02

Design the better path

We clarify what should be simplified, standardized, automated, or eliminated before adding new technology.

03

Implement and refine

We build inside the tools your team already uses where possible, then train the team and improve the workflow as it meets real operating conditions.

Services

Practical support for better workflow execution.

Diagnostic

Workflow Diagnostic

A focused review of one high-friction process, with a clear map of the current state, improvement opportunities, and recommended next steps.

Systems

Systems Implementation

Configuration and rollout support for the tools, dashboards, automations, and visibility systems that help work move cleanly.

Automation

AI-Enabled Automation

Practical automation for document intake, reporting, knowledge retrieval, task routing, and repeatable administrative workflows.

Improvement

Ongoing Process Improvement

Continued support for leadership teams that want to keep improving capacity, visibility, and execution without adding unnecessary complexity.

Tyler Chaney
About

Tyler Chaney

Founder, Hillstead Group

Hillstead Group is led by Tyler Chaney, an operator and consultant with more than 15 years of experience improving how businesses plan, coordinate, report, and execute.

His background spans professional services, hospitality, real estate, technology-enabled operations, strategic finance, and executive leadership environments. He has led workflow redesign, operating improvement, market expansion, reporting, systems implementation, and cross-functional change in both growth-stage and complex organizations.

Hillstead Group helps leadership teams remove that friction with practical workflow design, systems implementation, and AI-enabled automation where it creates real operating leverage.

Connect on LinkedIn
Get in Touch

Let's look at where work is getting stuck.

A first conversation does not require a prepared scope or a technology decision. Bring one workflow that feels slower, more manual, or less reliable than it should.

Discuss a Workflow Problem
Location Austin, Texas