Executive Assistant/Operations Manager

Dayton Street Partners LLC · Greater chicago area, United States

Executive Assistant / Operations Manager

Location: Chicago (River North), onsite Monday–Friday

Reports To: Principals

Type: Full-Time

About the Role

We're looking for a highly organized, proactive Executive Assistant / Operations Manager to serve as the quarterback of our business operations. This role goes well beyond calendar management. You'll be the right hand to the Principals: anticipating needs, coordinating key initiatives, and driving execution across the organization.

This role suits someone who thrives in a fast-paced environment, takes charge without constant direction, and wants a central role in scaling a growing real estate business.

Key Responsibilities

Executive Support

•     Serve as the primary point of contact between the Principals and internal and external stakeholders

•     Manage the Principals' calendars and prioritize meetings

•     Prepare agendas, take concise notes, and drive follow-through on action items

•     Keep the Principals briefed with the right context, data, and updates to make quick decisions

•     Own internal projects, keeping deadlines on track and stakeholders aligned

•     Identify workflow gaps and recommend improvements

Communications & Brand

•     Draft correspondence, presentations, and reports

•     Maintain the company website, including content updates and listings

•     Manage the company's LinkedIn presence with a consistent brand voice

Real Estate Operations

•     Track deal flow and key timelines for acquisitions, leases, and dispositions

•     Support due diligence by gathering and organizing property documents, contracts, and vendor materials

•     Coordinate across acquisitions, asset management, the Principals, and third parties

•     Schedule property tours, inspections, and meetings

•     Maintain internal databases, project files, and document storage

Administrative & Financial

•     Open property bank accounts for new acquisitions and refinances

•     Prepare service contracts and engage vendors

•     Respond to tenant requests

•     Deposit rent checks and reconcile credit card statements

•     Handle travel planning and day-to-day office management

•     Coordinate with third party IT provider

Qualifications

•     3+ years in executive support, chief of staff, or operations

•     Self-starter with a strong sense of ownership and accountability

•     Exceptional organization, communication, and problem-solving skills

•     Able to manage multiple priorities calmly

•     Discretion and professionalism with confidential information

•     Proficient in Microsoft Office (Outlook, Teams, Excel, PowerPoint, Word), Adobe, and WordPress; Rent Manager or similar property management software a plus

•     Experience with LLC formation and related filings

•     Illinois notary, or willing to become one within 120 days of start