OPEN POSITIONS AT
GRAY CAPITAL
This is a full-time, on-site role for a chief of staff located in the River North neighborhood of Chicago, reporting directly to the managing director of Gray Capital. The chief of staff will assist the managing partner in the management of speaking engagements, office management, events, travel, communications, presentations, reports, spreadsheets, preparation and follow-ups on inquiries in conjunction with the rest of the teams within Gray Capital and related entities. This position will also monitor, record, and facilitate daily transactions, such as billings, invoices, purchases, expenses, and other transactions. The chief of staff will also have responsibility for certain ongoing projects and tasks related to Gray Family Interests.
Minimum Qualifications:​​
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At least three years of work experience
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Bachelor's degree from a leading college or university and/or an MBA
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Business to business marketing and communications experience, including social media and website management, and management of proposals and other marketing materials.
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Experience in accounting and basic finance.
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Experience preparing presentations and related materials
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The highest levels of maturity and professionalism and experience working with confidential and sensitive information
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Strong written, verbal, and interpersonal communication skills
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Strong analytical skills Strong with the ability to assist in business planning and data-driven decision-making
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Strong software skills including MS Outlook Calendar, Teams, Excel, Word, PowerPoint required;
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Strong attention to detail, exceptional time management and organization skills
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Proactive, self-starter who can operate autonomously in a startup environment
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Ability to travel extensively
The Senior Associate will play a key role within Gray Capital, an investment fund with interests in real estate, private equity, and venture. You will report to the Managing Partner of Gray Capital and will be an integral part to the growth of the Real Estate business with a path to growing responsibility. In this role, you will be responsible for screening, due diligence, financial modeling, deal-making, and valuation. The Senior Associate will bring an investor focused approach to the management, monitoring and reporting on a portfolio of Real Estate Transactions.
In This Position, You Will Have the Opportunity To:
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Work directly with the managing partner in vetting/tracking potential real estate investments.
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Develop financial models to monitor the performance of real estate portfolio investments and provide regular updates.
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Assemble corporate real estate portfolio analysis; formulate monthly and annual reviews of area real estate portfolio.
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Perform financial analysis, valuation and financial modeling and prepare due diligence materials on prospective investments; responsibilities include, but are not limited to:
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Assisting the managing partner with the development of financial projections and returns models;
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Conducting financial analysis to assess companies’ historical financials, unit economics, customer-by-customer details, pipeline and backlog details, and other key performance indicators (KPIs);
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Analyzing market size, competitive landscape, and market segments.
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Prepare for, document, and lead diligence calls handling professionally, with courtesy and curiosity.
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Lead pitch calls with prospective investments.
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Take calls and meetings on behalf of the managing partner and professionally represent Gray Capital in these calls and meetings.
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Perform market research and develop reports on Gray Capital’s targeted investment themes as well as develop market landscapes and lists of innovative companies to be contacted.
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Refine existing database to track and monitor sourcing activities; log new opportunities into CRM database.
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Develop your network of other investors, and other strategic industry connections to generate deal flow and relevant proprietary information and relationships.
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Be a visible presence for Gray Capital at local events and at conferences; participate in outreach initiatives to bolster the firm’s reach and reputation.
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Leverage interpersonal skills and network to assist portfolio companies in any way; bring to bear the full weight of the firm’s network on behalf of portfolio companies.
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Travel to our remote offices/projects across the country as needed.
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Take on other duties as assigned.
To Be Successful in this Position, You Will Need:
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An undergraduate degree with a high GPA from a selective four-year university with a transcript offering evidence of strong performance in both quantitative and verbal areas of study. MBA preferred.
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Five to ten years of post-undergraduate work experience in real estate investment required.
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Strong skills in writing reports, proposals, and white papers demonstrated ability to write precisely, effectively, and persuasively. Ability to speak and write clearly.
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To be poised, pleasant, polished, professional, and able to comfortably interact professionally and effectively with managers, clients, and C-Suite executives.
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A can do/proactive attitude.
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Ability to travel as needed and able to work both downtown Chicago and potentially other offices/projects across the country.
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Maturity and integrity – this person will see and hear many things that are confidential. Must be mature enough to be trusted with that information.
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Strong computer skills (MS Outlook, Word, Excel, Power Point, CRM Software, etc.)
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A strong sense of urgency and a positive, proactive desire to support a broad range of initiatives and tasks.
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Strong attention to detail, organization skills, and the ability manage multiple, competing priorities.
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Problem solving and critical thinking skills with an analytical, metrics-driven approach to solutions.
Gray Capital, a dynamic investment fund with a strong focus on real estate, private equity, and venture capital, is seeking a highly motivated and detail-oriented Investment Analyst Intern to join our growing team. This internship is a unique opportunity to gain hands-on experience in the investment world, with a specific focus on real estate and strategic acquisitions. As an intern, you will work closely with key team members, contributing to critical business decisions and growing your skill set across a variety of key responsibilities.
In This Position, You Will Do:
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Real Estate Investment Screening & Due Diligence: Work directly with the Vice President to evaluate and track potential real estate investments, acquisition candidates, and strategic opportunities.
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Financial Modeling & Analysis: Develop and refine financial models to monitor the performance of investments and provide regular updates to stakeholders.
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Valuation & Due Diligence Support: Assist in financial analysis, valuations, and due diligence processes for prospective investments, ensuring accuracy and precision.
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Market Research & Reporting: Conduct comprehensive market research on Gray Capital’s target investment sectors, including detailed competitive landscapes and innovative companies.
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Data & Deal Flow Management: Help track deal flow and maintain accurate records in CRM databases while supporting the creation of reports for portfolio analysis.
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Assist in Portfolio Company Support: Use your interpersonal skills to help portfolio companies and leverage the firm’s network to maximize their success.
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Travel & Networking: Attend meetings, conferences, and site visits as needed to support investment efforts.
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Other Duties as Assigned: Assist with various projects and provide general support to the investment team as needed.
To Be Successful in this Position, You Will Need:
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Undergraduate degree (or working towards one) from a selective four-year university with a strong academic record, particularly in quantitative and verbal disciplines. MBA candidates are encouraged to apply.
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Strong Analytical Skills: Experience with financial modeling, market analysis, and valuation is highly desirable.
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Written & Verbal Communication: Excellent ability to write clear, concise reports and interact effectively with senior managers, clients, and executives.
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Professional Demeanor: Poised, polished, and capable of interacting professionally with senior executives and clients.
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Tech Savvy: Proficient in Microsoft Office Suite (Excel, Word, PowerPoint), CRM Software, and basic knowledge of real estate investment tools.
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Attention to Detail: Strong organizational skills and the ability to manage multiple competing priorities.
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Problem-Solving Skills: A proactive, critical thinker with a metrics-driven approach to solving problems.
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Travel Flexibility: Willingness and ability to travel as needed.
Please follow the link below to submit a general application, and we'll retain your application for future consideration and notify you as new career opportunities become available that match your qualifications.
Why Gray Capital?
At Gray Capital, you'll be part of a collaborative team that values innovation, integrity, and a growth mindset. You'll gain exposure to real estate investments, strategic acquisitions, and private equity operations, while working directly with experienced professionals who are passionate about driving success. This is a fantastic opportunity for those looking to build a career in investment management and real estate.