Pleasant Rock

The Role

The Investment & Business Development Analyst will work closely with the principals of Pleasant Rock and Malcolm Inc. across the full investment lifecycle, supporting both the analytical and origination functions of the business. The position integrates rigorous financial analysis with the relationship-driven discipline of business development across the firms' real estate, sports, retail franchise and venture capital investments. Core responsibilities include financial modeling and analysis, the preparation of investment materials, and the identification and origination of new opportunities.

This role is ideal for an individual with strong analytical skills, financial modeling experience, relationship-building capabilities, and a passion for real estate, investing, and sports business. The Analyst will work directly with senior leadership and gain exposure to acquisitions, development, capital markets, investor relations, strategic partnerships, and business development efforts.

Responsibilities

Investment Analysis & Deal Execution

• Build and maintain acquisition, development, and operating financial models.

• Conduct market research, demographic analysis, and competitive assessments.

• Evaluate investment opportunities across multifamily, mixed-use, workforce housing, sports, entertainment, and related sectors.

• Assist in underwriting acquisitions, developments, joint ventures, and strategic investments.

• Prepare investment committee memoranda and recommendation materials.

• Analyze project feasibility, development budgets, financing structures, and return metrics.

Business Development & Origination

• Support sourcing and evaluation of new investment, development, and partnership opportunities.

• Research potential partners, investors, municipalities, sports organizations, and strategic stakeholders.

• Prepare materials for business development meetings and partnership discussions.

• Track industry trends within the firm’s investment ecosystem

• Assist in preparing investor presentations, pitch decks, and fundraising materials.

• Support capital raising initiatives with institutional investors, family offices, foundations, and strategic partners.

• Maintain investor databases and pipeline tracking systems.

• Prepare quarterly portfolio updates and performance reporting.

What We're Looking For

Required

• Private equity, real estate, investments, or a comparable deal-focused role (typically 3-7 years, but drive and ability matter most)

• Strong financial modeling, valuation, and Excel skills

• Sharp analytical judgment and high attention to detail

• A hungry, entrepreneurial operator who takes initiative and runs with it

• An excellent communicator who can distill complexity into clarity

• Comfortable in a fast-paced, unstructured, principal-led environment

• Based in New Jersey

Preferred

• Exposure to real estate and/or sports investments

• Deal origination, sourcing, or business development experience

• Bachelor's degree (Business, Finance, Economics, Real Estate, or related)

• Experience with CRM systems, AI tools, and pipeline management

About the Firms

Malcolm Inc. is a diversified platform founded by Malcolm Jenkins, a two-time Super Bowl champion, investor, media personality, and author. The company invests and operates across real estate, investments, sports, media, and franchising, with holdings that include Broad St. Ventures, a growth-stage investment vehicle; Disrupt Foods, a multi-unit franchise restaurant operation; Listen Up Media; and the Malcolm Jenkins Foundation.

Pleasant Rock is the platform's real estate and sports investment and development firm, founded by Malcolm Jenkins and Brian K. Hinds Jr. It integrates the sports and entertainment ecosystem with community-aligned development to create long-term value and measurable impact, pairing institutional real estate expertise with athlete-driven investment across key U.S. markets. Headquartered in New Jersey, the firm partners with municipalities, family offices, and athlete-backed capital groups, and its team brings experience across $5B+ in real estate development transactions and $200M+ in active developments.