Careers at CastleSquare

CastleSquare is currently seeking highly motivated and experienced individuals to originate preferred equity funding requests with a focus on multifamily acquisitions and recapitalizations. Originators will focus on identifying transactions with a total cost basis greater than $25M and act as a liaison between operators and CastleSquare’s capital providers. Positions are based nationally.

The candidate will be an integral part of the growth and development of CastleSquare’s multifamily capital markets business.

Responsibilities include:

• Prospect for new owner-operator relationships seeking capital
• Manage existing owner-operator relationships
• Source structured finance and equity opportunities for multifamily recapitalizations, acquisitions, and ground-up developments
• Pre-screen transactions prior to the full underwriting and execution
• Work closely with other members of the firm’s origination and execution teams

Skills and Qualifications:

• Significant existing relationships or book of business with multifamily GPs
• Superior written and verbal communication skills
• Ability to network and maintain relationships effectively
• Strong customer service beliefs with a history of repeat business
• Superior deal evaluation and assessment skills
• Highly intelligent and creative thinker, with the personal focus, energy, and determination to work hard and long to grow a business

CastleSquare is currently seeking highly motivated, hard working and experienced individuals to underwrite and develop institutional quality offering memoranda for multifamily and BTR  investors or developers  structured finance and equity needs across acquisitions, recapitalizations, and ground up developments. The individual will spearhead financial analysis and underwriting, offering memoranda creation, and supporting the team in other capacities, when need. Positions are based nationally.

Responsibilities include:

• Organization/Time Management – Plan, schedule, and prioritize workload to best utilize time and efficiently manage daily tasks including research, financial analysis, underwriting, and offering memoranda development.
• Underwriting – Prepare underwriting of commercial real estate properties based on historical financial statements, borrower models or projections, and market standards to determine a projected income and provide reliable valuation and loan analysis.
• Packaging – Prepare offering memoranda for funding requests in compliance with company guidelines and investor/lender expectations. The offering memoranda will include narrative analysis of the borrower, property, location, and market, as well as underwriting, valuation, leases/rent roll analysis, and photographs, aerials, and maps.
• Research – Provide reliable borrower, property, and market-level data by using available third-party and internal resources to conduct research. Research will include but is not limited to ownership records, property transaction history, demographics, and sales and rent comparables.

Skills and Qualifications:

• Minimum three years’ experience in Commercial Real Estate and financial analysis background required with a heavy concentration on underwriting and offering memoranda creation 
• Four-year college degree from a top institution  required with a major in real estate, finance, accounting, or business area preferred
• Strong understanding of cash flow analysis and demonstrated analytical skills with the ability to calculate NOI, DSC, ROC, IRR, etc.
• Candidate must possess strong written and verbal communication skills – ability to interact effectively and professionally with a wide variety of internal/external parties.
• Strong Tech knowledge and skills, including in-depth expert knowledge of Microsoft Office (Excel, Word, PowerPoint etc.)
• Strong organizational skills with the ability to multitask while under pressure and an aptitude for problem-solving
• Resourceful with a strong initiative and ability to work independently with minimal supervision
• Strong work ethic and willingness to work extended hours when necessary

Take the opportunity to start your career early in the field of commercial real estate! Spend a summer learning what it’s like to work in the fast-paced, entrepreneurial, team-oriented environment at CastleSquare.

Responsibilities include:

• Work closely with experienced team members on various functions of the business
• Perform comprehensive and in-depth company, property, and market analysis
• Assist with preparing presentations and other materials for team members

Skills and Qualifications:

• Current college/university junior or senior, graduating in 2026 or 2027
• Strong analytical and writing skills.
• Strong interpersonal and communication skills.
• Detail-oriented and self-motivated.
• Ability to interact with internal and external clients professionally in a fast paced, high-energy environment.
• Ability to be an independent worker with a team player attitude.
• Intermediate working knowledge of Word and Excel.
• Familiarity with Excel, PowerPoint, Adobe