Portrait of Robert Castellano

Robert Castellano

Chief Operating Officer, Hale & Mercer LLP · Former U.S. Army logistics officer · Team Rubicon volunteer

Chicago · Hale & Mercer LLP · 911+ connections

About

I keep Hale & Mercer running on time, on budget, and without drama. A promise to a client is a logistics problem: I make sure we can keep it. That means the people, the space, the systems and the client portal all show up every day, the way 4,000 soldiers' supplies once had to.

Bridgeport born, union electrician's son, Purdue engineer, Kellogg MBA, two deployments as a logistics officer. I delivered the firm's 2022 office move on a Friday night so that not one client meeting was cancelled.

Off duty: a 1972 Chevrolet C10 that was a rust bucket in 2016, Shaker furniture in the garage (every conference table in the firm is mine), and a book a week on military logistics, which I admit is a niche.

Activity

Robert Castellano
Chief Operating Officer, Hale & Mercer LLP · Former U.S. Army logistics officer · Team Rubicon volunteer
1 Oct 2026

September same-day callback rate: 99.4%. Every client who called the firm heard back from their lawyer the same day, except during one snowstorm in Duluth, which I am counting as an act of God and Elena is counting as an excuse.

👍 1871 comment
Elena Marsh · Managing Partner

It's an excuse. 99.4 is still the best number in the city.

Robert Castellano
Chief Operating Officer, Hale & Mercer LLP · Former U.S. Army logistics officer · Team Rubicon volunteer
22 Aug 2026

The client portal now handles document upload, e-signature, invoices and appointments, and every click writes an audit entry. We built it because 'the client should always be able to reach us' is not a slogan, it's a systems requirement. Four years in, 94% of our clients use it monthly.

👍 2412 comments
Hannah Weiss · Chief Financial Officer

And every invoice in it shows the name of the person who did the work. That was the whole point.

Samuel Byrne · Partner, Head of Intellectual Property

Audit entry on every click is the right design. Says the IP lawyer who reviews the logs.

Robert Castellano
Chief Operating Officer, Hale & Mercer LLP · Former U.S. Army logistics officer · Team Rubicon volunteer
8 Jul 2026

Spent my vacation week with Team Rubicon mucking out basements in Vermont after the floods. Logistics is logistics: who needs what, where, by when. Grateful to work for a firm that treats those days as the point, not the exception.

👍 3121 comment
Victor Adeyemi · General Counsel

The firm is grateful to have someone who can run a flood response and a copier contract with the same calm.

Experience

Chief Operating Officer
Hale & Mercer LLP
2020 – present

Operations, technology, facilities, the client portal programme, and the same-day callback metric. 62 people, one office, zero cancelled meetings during the 2022 move.

Director of Operations
A Chicago professional-services firm
2014 – 2020

Took a 200-person firm through two office moves and one systems migration. Learned that lawyers are easier to move than their files.

Logistics Officer (Captain)
United States Army
2003 – 2013

Two deployments. 4,000 people needed what they needed every single day. They got it.

Education

Kellogg School of Management, Northwestern University, M.B.A., 2014

Purdue University, B.S. Industrial Engineering, 2003

Skills

Operations managementLogisticsFacilitiesLegal technologyProject deliveryProcess designVendor managementDisaster response