---
title: Remote Chicago Dinner 27th October
---

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# EOR vs Entity: Making the Right Call as You Grow

- ![calendar-03](https://thexecnet.com/hubfs/bard-2026-images/calendar-03.svg)  Oct 27th
- ![time-04](https://thexecnet.com/hubfs/bard-2026-images/time-04.svg)  18:30-21:30 CST
- ![location-10](https://thexecnet.com/hubfs/bard-2026-images/location-10.svg)  Smyth and The Loyalist, 177 N. Ada Chicago, IL 60607

## Event Details

 For growing organisations, the decision between Employer of Record and opening your own entity is rarely straightforward. The factors that look most important at the outset are not always the ones that matter most once you are living with the consequences, and the threshold at which one model stops making sense and the other becomes the obvious answer looks different for every business. Most organisations arrive at their current setup through a combination of deliberate decisions and practical necessity, and few would design it exactly the same way with the benefit of hindsight.

 Join an intimate group of senior HR, Finance and People Ops leaders for an exclusive dinner at Smyth and The Loyalist in Chicago for a candid peer conversation about how organisations are navigating the EOR versus entity decision in practice, what is driving those choices, and what the long-term model actually looks like. This is an off-the-record dinner among peers, no presentations, no sales pitches, just an honest exchange of what is working and what is not.

## Sponsor

#### Remote

 Remote is the intelligent infrastructure for employing and paying people everywhere. Built on deep compliance, precise payroll, and fully owned in-country entities, Remote handles the legal and operational complexity of global employment. Open and programmable by design, Remote is the foundation tens of thousands of companies and the world's leading HR platforms run on. Whether you're integrating your existing HR and finance stack or deploying custom AI agents, Remote lets you move with speed and the absolute trust that your employment foundations are secure.

![Remote Logo Website (1)](https://thexecnet.com/hubfs/Remote%20Logo%20Website%20(1).png)

## Agenda

##### What's The Agenda?

 This exclusive dinner brings together senior HR, Finance and People Ops leaders working through the strategic and operational realities of global hiring structure. In a relaxed and confidential setting, you will connect with peers over a multi-course dinner at Smyth and The Loyalist in Chicago to share honest perspectives on when EOR is the right call, when it is not, and what the path to a sustainable long-term model actually looks like.

 We will explore which factors genuinely drive the EOR versus entity decision, how headcount and operational burden influence the conversation, and whether a hybrid model is a destination or simply a step along the way.

 Key discussion topics will include:

 What Actually Drives the Decision

 When weighing EOR against opening an entity, which factors carry the most weight and which ones tend to be underestimated until you are living with them?

 When an Entity Starts to Make Sense

 At what point does opening a local entity genuinely become the right call, and where does that threshold sit in practice?

 The Role of Headcount

 How much does headcount actually influence the decision, and does anything else tend to force the question before the numbers get there?

 How Finance and HR See It Differently

 How do the two functions evaluate cost against operational burden, and how are those views reconciled when it matters most?

 Hybrid as a Destination or a Transition

 Could a mix of EOR and owned entities be a sustainable long-term model, or is it always a transitional state on the way to something else?

 This dinner is a chance to connect with like-minded leaders, compare notes on what is working, and leave with practical perspectives to bring back to your team, all in the distinctive surroundings of one of Chicago's most celebrated dining destinations.

## Register for Event

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