Managing Director Jobs in Maryland
Managing Director jobs in Maryland draw consistent demand from the state's dense concentration of federal contractors, financial services firms, and healthcare systems, with openings at every level from division head to enterprise-wide executive. Baltimore, Bethesda, and Rockville are the primary hiring centers, home to anchors like Leidos, T. Rowe Price, and Marriott International. Strategy, operations, and government services management are the most in-demand specialties. Find a role that fits below and apply directly.
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Sinclair Ventures is seeking an experienced private equity investor to lead its direct private equity activities and oversee its existing portfolio of non-media investments. The firm invests permanent capital in founder- and family-owned businesses and corporate carve-outs across the lower and middle market, with an emphasis on disciplined underwriting, attractive entry valuations, downside protection, and selective buy-and-build opportunities.
The Managing Director will shape investment strategy, lead transactions from evaluation through closing, serve on portfolio company boards, and develop the investment team. Sinclair's permanent-capital structure allows the firm to remain patient, walk away when price or structure is unattractive, and hold exceptional businesses for the long term. This position is based on-site at Sinclair's Hunt Valley, Maryland headquarters.
The Investor We Are Looking For
This search is defined by demonstrated capability, judgment, and leadership rather than pedigree alone.
· Institutional investing discipline. You operate in a rigorous private equity environment with a formal investment committee, disciplined underwriting standards, and clear performance accountability. Experience within a committed-capital fund is strongly preferred.
· A substantial attributed investment track record in the lower and middle market, including founder- and family-owned businesses and corporate carve-outs, with clear attribution as a deal captain across the investment lifecycle.
· Demonstrated attractive risk-adjusted returns, supportable deal by deal in diligence, including a candid assessment of losses and lessons learned.
· Buy-and-build expertise in fragmented industries, including underwriting platforms, pricing add-ons with discipline, and integrating businesses without destroying what made them attractive.
· High strategic IQ with in-the-weeds command of detail. You can frame an industry thesis and, in the same meeting, interrogate a quality-of-earnings adjustment or working-capital peg line by line.
· Quick, decisive judgment. You kill deals early when they fail established parameters, commit quickly when a broken process or shifting seller dynamic creates an advantaged entry, and control broken-deal costs through timely decisions.
· True leadership and talent development, with a record of hiring, mentoring, and promoting investment professionals who have progressed into deal leadership roles.
· Senior market relationships. Established relationships with investment bankers, lenders, advisors, executives, and operating professionals, with the credibility to maintain broad market coverage, access high-quality marketed opportunities, and mobilize the right financing and operating resources when needed. The role requires trusted relationships and disciplined coverage, not a mandate to build a proprietary sourcing organization.
· Credibility with capital providers and co-investors, including the ability to attract financing and, where strategically appropriate, third-party capital alongside Sinclair's balance sheet.
Key Responsibilities
Investment Leadership
· Set and refine Sinclair Ventures' direct private equity strategy, investment criteria, sector priorities, and portfolio construction guidelines.
· Develop selective consolidation theses in fragmented industries where a disciplined buy-and-build program can create platforms of scale.
· Source and screen opportunities through broad relationships with investment bankers, advisors, lenders, and executives, as well as through marketed processes. Maintain constructive relationships when Sinclair is not the highest bidder, preserve the ability to re-engage if transaction circumstances change, and establish maximum purchase prices and required returns before significant diligence spending.
· Lead structuring, negotiation, and execution end to end, including underwriting cases, purchase price, leverage, seller rollover, management equity, governance rights, and downside protections; direct all diligence workstreams and external advisors.
· Present investment recommendations to Sinclair's Investment Committee with clear, well-supported conviction, including explicit downside cases, key risks, and the conditions required to proceed.
· Maintain the discipline to recommend walking away when valuation, structure, or risk-adjusted returns do not meet Sinclair Ventures' standards.
Portfolio Governance
· Serve on portfolio company boards and establish clear governance, reporting, and accountability expectations.
· Monitor performance against the underwriting case, identify deviations early, and drive corrective action, including leadership and succession decisions when necessary.
· Lead add-on acquisition programs and partner with management teams on strategy, focused operating priorities, and capital allocation consistent with the original underwriting case.
· Lead follow-on investment, recapitalization, financing, and exit decisions within defined ownership plans, and make the case for permanent ownership of exceptional platforms with the same rigor applied to the original underwriting.
Leadership and Firm Building
· Serve as a senior advisor to Sinclair's CEO, Executive Vice Chairman, and Investment Committee.
· Hire, mentor, and develop the next generation of Sinclair Ventures deal leaders, setting a culture of intellectual honesty, accountability, collaboration, and disciplined decision-making.
· Strengthen screening, underwriting, diligence, investment committee, and portfolio-monitoring processes to an institutional standard.
· Collaborate with Sinclair's venture capital, asset management, and real estate teams on shared portfolio, governance, and capital-allocation matters.
Qualifications
· At least 12 years of direct private equity investing experience, including substantial responsibility for leading transactions, serving on portfolio company boards, and developing investment professionals.
· A substantial attributed investment track record across the lower and middle market, demonstrating disciplined capital deployment, sound judgment through varied market cycles, and attractive risk-adjusted returns.
· Demonstrated buy-and-build platform leadership in fragmented industries.
· Strong judgment regarding valuation, downside risk, leverage, seller rollover, governance, management incentives, and capital structure.
· Demonstrated willingness to decline or exit transactions when pricing or structural terms do not provide an appropriate margin of safety.
· Meaningful portfolio company board experience, including acting decisively when performance falls below plan.
· Exceptional integrity, communication skills, discretion, and an ownership mentality.
· Bachelor's degree required; M.B.A. or another relevant advanced degree preferred but not required.
Compensation and Benefits
The base salary range for this role is $500,000 to $700,000. The position is also eligible for a performance-based annual bonus and participation in a long-term investment incentive program tied to the performance of qualifying investments. Final compensation will reflect the candidate's track record, leadership capability, and alignment with Sinclair Ventures' strategy. Full time positions are eligible for benefits that include participation in a retirement plan, life and disability insurance, health, dental and vision plans, flexible spending accounts, 15 paid vacation days, 2 paid personal days, 9 paid holidays, 40 hours of paid sick leave, parental leave, and employee stock purchase plan.
Sinclair is proud to be an equal opportunity employer and a drug free workplace. Employment practices will not be influenced or affected by virtue of an applicant's or employee's race, color, religion, sex (including pregnancy, gender identity, and sexual orientation), national origin, age, disability, genetic information, military or veteran status or any other characteristic protected by law.
About Sinclair:
Sinclair, Inc. (Nasdaq: SBGI) is a diversified media company and a leading provider of local news and sports. The Company owns, operates and/or provides services to 177 television stations in 79 markets affiliated with all major broadcast networks; owns Tennis Channel, the premium destination for tennis enthusiasts; and multicast networks CHARGE, Comet, ROAR and The Nest. Sinclair's AMP Media produces a growing portfolio of digital content and original podcasts. Additional information about Sinclair can be found at www.sbgi.net.
About the Team:
The life-blood of our organization is our people. We have a compelling story, a goal-oriented culture, and we take really good care of people. How good? Here is a glimpse: great benefits, open-door policy, upward mobility and a strong desire to see you succeed. Ready to be part of a winning team? Let's talk.
Please note that this position is not eligible for visa sponsorship, including employer sponsorship for an H-1B visa, OPT-STEM employment, etc.
Sinclair Ventures is seeking an experienced private equity investor to lead its direct private equity activities and oversee its existing portfolio of non-media investments. The firm invests permanent capital in founder- and family-owned businesses and corporate carve-outs across the lower and middle market, with an emphasis on disciplined underwriting, attractive entry valuations, downside protection, and selective buy-and-build opportunities.
The Managing Director will shape investment strategy, lead transactions from evaluation through closing, serve on portfolio company boards, and develop the investment team. Sinclair's permanent-capital structure allows the firm to remain patient, walk away when price or structure is unattractive, and hold exceptional businesses for the long term. This position is based on-site at Sinclair's Hunt Valley, Maryland headquarters.
The Investor We Are Looking For
This search is defined by demonstrated capability, judgment, and leadership rather than pedigree alone.
· Institutional investing discipline. You operate in a rigorous private equity environment with a formal investment committee, disciplined underwriting standards, and clear performance accountability. Experience within a committed-capital fund is strongly preferred.
· A substantial attributed investment track record in the lower and middle market, including founder- and family-owned businesses and corporate carve-outs, with clear attribution as a deal captain across the investment lifecycle.
· Demonstrated attractive risk-adjusted returns, supportable deal by deal in diligence, including a candid assessment of losses and lessons learned.
· Buy-and-build expertise in fragmented industries, including underwriting platforms, pricing add-ons with discipline, and integrating businesses without destroying what made them attractive.
· High strategic IQ with in-the-weeds command of detail. You can frame an industry thesis and, in the same meeting, interrogate a quality-of-earnings adjustment or working-capital peg line by line.
· Quick, decisive judgment. You kill deals early when they fail established parameters, commit quickly when a broken process or shifting seller dynamic creates an advantaged entry, and control broken-deal costs through timely decisions.
· True leadership and talent development, with a record of hiring, mentoring, and promoting investment professionals who have progressed into deal leadership roles.
· Senior market relationships. Established relationships with investment bankers, lenders, advisors, executives, and operating professionals, with the credibility to maintain broad market coverage, access high-quality marketed opportunities, and mobilize the right financing and operating resources when needed. The role requires trusted relationships and disciplined coverage, not a mandate to build a proprietary sourcing organization.
· Credibility with capital providers and co-investors, including the ability to attract financing and, where strategically appropriate, third-party capital alongside Sinclair's balance sheet.
Key Responsibilities
Investment Leadership
· Set and refine Sinclair Ventures' direct private equity strategy, investment criteria, sector priorities, and portfolio construction guidelines.
· Develop selective consolidation theses in fragmented industries where a disciplined buy-and-build program can create platforms of scale.
· Source and screen opportunities through broad relationships with investment bankers, advisors, lenders, and executives, as well as through marketed processes. Maintain constructive relationships when Sinclair is not the highest bidder, preserve the ability to re-engage if transaction circumstances change, and establish maximum purchase prices and required returns before significant diligence spending.
· Lead structuring, negotiation, and execution end to end, including underwriting cases, purchase price, leverage, seller rollover, management equity, governance rights, and downside protections; direct all diligence workstreams and external advisors.
· Present investment recommendations to Sinclair's Investment Committee with clear, well-supported conviction, including explicit downside cases, key risks, and the conditions required to proceed.
· Maintain the discipline to recommend walking away when valuation, structure, or risk-adjusted returns do not meet Sinclair Ventures' standards.
Portfolio Governance
· Serve on portfolio company boards and establish clear governance, reporting, and accountability expectations.
· Monitor performance against the underwriting case, identify deviations early, and drive corrective action, including leadership and succession decisions when necessary.
· Lead add-on acquisition programs and partner with management teams on strategy, focused operating priorities, and capital allocation consistent with the original underwriting case.
· Lead follow-on investment, recapitalization, financing, and exit decisions within defined ownership plans, and make the case for permanent ownership of exceptional platforms with the same rigor applied to the original underwriting.
Leadership and Firm Building
· Serve as a senior advisor to Sinclair's CEO, Executive Vice Chairman, and Investment Committee.
· Hire, mentor, and develop the next generation of Sinclair Ventures deal leaders, setting a culture of intellectual honesty, accountability, collaboration, and disciplined decision-making.
· Strengthen screening, underwriting, diligence, investment committee, and portfolio-monitoring processes to an institutional standard.
· Collaborate with Sinclair's venture capital, asset management, and real estate teams on shared portfolio, governance, and capital-allocation matters.
Qualifications
· At least 12 years of direct private equity investing experience, including substantial responsibility for leading transactions, serving on portfolio company boards, and developing investment professionals.
· A substantial attributed investment track record across the lower and middle market, demonstrating disciplined capital deployment, sound judgment through varied market cycles, and attractive risk-adjusted returns.
· Demonstrated buy-and-build platform leadership in fragmented industries.
· Strong judgment regarding valuation, downside risk, leverage, seller rollover, governance, management incentives, and capital structure.
· Demonstrated willingness to decline or exit transactions when pricing or structural terms do not provide an appropriate margin of safety.
· Meaningful portfolio company board experience, including acting decisively when performance falls below plan.
· Exceptional integrity, communication skills, discretion, and an ownership mentality.
· Bachelor's degree required; M.B.A. or another relevant advanced degree preferred but not required.
Compensation and Benefits
The base salary range for this role is $500,000 to $700,000. The position is also eligible for a performance-based annual bonus and participation in a long-term investment incentive program tied to the performance of qualifying investments. Final compensation will reflect the candidate's track record, leadership capability, and alignment with Sinclair Ventures' strategy. Full time positions are eligible for benefits that include participation in a retirement plan, life and disability insurance, health, dental and vision plans, flexible spending accounts, 15 paid vacation days, 2 paid personal days, 9 paid holidays, 40 hours of paid sick leave, parental leave, and employee stock purchase plan.
Sinclair is proud to be an equal opportunity employer and a drug free workplace. Employment practices will not be influenced or affected by virtue of an applicant's or employee's race, color, religion, sex (including pregnancy, gender identity, and sexual orientation), national origin, age, disability, genetic information, military or veteran status or any other characteristic protected by law.
About Sinclair:
Sinclair, Inc. (Nasdaq: SBGI) is a diversified media company and a leading provider of local news and sports. The Company owns, operates and/or provides services to 177 television stations in 79 markets affiliated with all major broadcast networks; owns Tennis Channel, the premium destination for tennis enthusiasts; and multicast networks CHARGE, Comet, ROAR and The Nest. Sinclair's AMP Media produces a growing portfolio of digital content and original podcasts. Additional information about Sinclair can be found at www.sbgi.net.
About the Team:
The life-blood of our organization is our people. We have a compelling story, a goal-oriented culture, and we take really good care of people. How good? Here is a glimpse: great benefits, open-door policy, upward mobility and a strong desire to see you succeed. Ready to be part of a winning team? Let's talk.
Please note that this position is not eligible for visa sponsorship, including employer sponsorship for an H-1B visa, OPT-STEM employment, etc.
See All 6 Managing Director Jobs in Maryland
Find roles in Maryland that match your experience and apply in just a few clicks.
Find Managing Director JobsManaging Director Jobs by City in Maryland
Where Maryland roles are concentrated, by current openings.
Managing Director Job Market in Maryland
A snapshot from current Maryland openings, updated as new roles post.
Who's Hiring
Top Industries Hiring
- Accounting & Auditing
- Education
- Consulting & Professional Services
What Maryland Employers Look For
The qualifications that appear most often in managing director jobs across Maryland.
- Bachelor's degree in business, finance, or a related field required
- Ten or more years of progressive leadership experience in a relevant industry
- Demonstrated experience managing P&L responsibility for a business unit or division
- Strong background in strategic planning, stakeholder engagement, and executive reporting
- Experience leading cross-functional teams of twenty or more employees
- Advanced degree such as an MBA preferred by most Maryland employers
Managing Director Jobs in Maryland: Frequently Asked Questions
How do you become a managing director in Maryland?
Becoming a managing director in Maryland typically requires a bachelor's degree in business, finance, or a related discipline, followed by progressive leadership experience in your target industry. Maryland does not issue a state license specific to managing directors, so the path runs through internal promotion or lateral moves from senior director, VP, or department head roles. Industries like financial services, federal contracting, and healthcare anchor much of the demand, and an MBA strengthens candidacy at major Maryland employers.
How much do managing directors make in Maryland?
Managing directors in Maryland earn a median of about $117,930 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $58,190 for the lowest 10% to over $235,850 for the top 10%. Pay rises with experience, specialty, and employer.
Which companies hire managing directors in Maryland?
Companies currently hiring managing directors in Maryland include CBIZ, CohnReznick, and EisnerAmper, per current listings on Migrate Mate as of August 2026. Maryland's mix of federal contractors headquartered in the I-270 corridor, financial institutions in Baltimore, and large healthcare systems creates ongoing demand across multiple sectors.
Which Maryland cities have the most managing director jobs?
Baltimore, Bethesda, and Rockville have the most managing director openings in Maryland. Baltimore drives volume through its concentration of financial services, healthcare, and port logistics employers, while Bethesda and Rockville reflect the dense cluster of federal contractors and professional services firms along the I-270 technology corridor just outside Washington, D.C.
Are there remote managing director jobs in Maryland?
Yes, but they are less common than in purely analytical or desk-based fields, since managing director roles typically involve direct oversight of teams, client relationships, and operational decisions that benefit from on-site presence. About 33% of managing director openings tied to Maryland are remote or hybrid as of August 2026. Strategic advisory and financial services managing director roles tend to offer the most flexibility.
How can I get hired as a managing director in Maryland with little or no experience?
The most realistic entry path is building toward the role from a senior manager or director position within a Maryland organization, then advancing internally. Large federal contractors like Leidos and SAIC in the greater Bethesda and Columbia areas, as well as major Baltimore-based financial firms, regularly promote from senior program manager, operations director, and VP-level roles. Earning an MBA or a Project Management Professional credential while in a senior director role strengthens candidacy and signals readiness for executive responsibility.
Where can I find and apply to managing director jobs in Maryland?
You can find and apply to managing director jobs in Maryland on Migrate Mate, which lists current openings from employers hiring across the state. Find roles that fit your background and apply directly to the ones that match.
See All 6 Managing Director Jobs in Maryland
Find roles in Maryland that match your experience and apply in just a few clicks.
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