Vice President, Real Estate
highland holdingsChicago, IL
$175,000 - $200,000 per yearAPPLY NOW
Vice President, Real Estate
highland holdingsChicago, IL
today
Occupations
Property, Real Estate, and Community Association ManagersReal Estate BrokersReal Estate Sales AgentsIndustries
Lessors of Other Real Estate PropertyOther Activities Related to Real EstateLand Subdivision$175,000 - $200,000 per year
APPLY NOWAbout the role
Overview:
We don’t just invest in real estate—you own, develop, and operate businesses that make those properties thrive. Our portfolio spans retail strip centers, gas stations, QSRs, and large‑scale mixed‑use developments. We’re not your typical real estate investment firm. We are strategic operators acquiring locations to expand our brands—Lindy’s gas stations and Aviator Coffee—while also building a diverse commercial real estate portfolio. Whether it’s acquiring a retail strip center, redeveloping a multi‑acre parcel, or launching a new hospitality brand, we move fast and think big. Job Type
Full‑time.
Responsibilities:
Lead our real‑estate expansion, acquisitions, and development strategy. Identify, acquire, and develop properties that fuel our brands’ growth, while driving strategic real‑estate investments. Work directly with the executive team to shape the future of our real‑estate division. Oversee projects from ground‑up construction to tenant placement. Plan acquisition and roll‑out of our brands to new states/markets and secure long‑term advantages. Build financial models to determine the best opportunities and underwrite deals. Help shape investment strategies, including SPVs, real‑estate funds, and joint ventures. Decide which properties to hold, sell, or reposition for maximum value.
Qualifications:
7+ years in real estate development, acquisitions, asset management, or franchise expansion. Experience in retail, QSR, hospitality, or mixed‑use real estate. Strong deal negotiation and capital raising experience. Ability to underwrite and prioritize acquisitions based on strategic business goals. Visionary mindset—you aim to think big.
What We Offer:
Direct exposure to principals and real‑time decision‑making. Growth potential within a high‑velocity platform scaling across new asset types. Entrepreneurial culture where ideas are heard and performance is rewarded. Meaningful compensation tied to impact. Compensation
$175,000-200,000 Base + Variable Compensation Package.
Matching similar jobs
JOB OVERVIEW
Salary
$175,000 - $200,000 per year
Experience level
Director
Location
Chicago, IL
Occupation
Property, Real Estate, and Community Association Managers
Industry
Lessors of Other Real Estate Property
Posted
today
Tired of running searches?
Rank the roles you'd take once, and matches like these arrive on their own.
CREATE PROFILE