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Corporate Counsel and Director of Contracts

Remote / Online - Candidates ideally in
Glen Burnie, Anne Arundel County, Maryland, 21060, USA
Listing for: Skyline Technology Solutions, LLC.
Full Time, Contract, Remote/Work from Home position
Listed on 2026-10-05
Job specializations:
  • Law/Legal
    Legal Counsel, Commercial & Corporate Law, Lawyer
Salary/Wage Range or Industry Benchmark: 160000 - 190000 USD Yearly USD 160000.00 190000.00 YEAR
Job Description & How to Apply Below

If you are unable to complete this application due to a disability, contact this employer to ask for an accommodation or an alternative application process.

Corporate Counsel and Director of Contracts

Full Time Professional Glen Burnie, MD, US

2 days ago Requisition

Salary Range: $ To $ Annually

The Corporate Counsel and Director of Contracts is a senior leadership role reporting directly to the CEO and serving on Skyline’s leadership team. This position owns Skyline’s enterprise legal and contract risk: advising the CEO and leadership team on legal exposure, managing the full contract lifecycle, overseeing subcontractor and vendor risk, and protecting Skyline’s legal and regulatory standing as a state, local, and federal government contractor.

The role is exempt, full-time, and remote work eligible.

You can expect to spend your time accomplishing the following:

  • 55% of the time on Objective 1:
    Contract Lifecycle Management
  • 20% of the time on Objective 2:
    Enterprise Legal, Risk & Compliance
  • 15% of the time on Objective 3:
    Vendor & Subcontractor Management
  • 10% of the time on Objective 4:
    Executive Leadership & Governance

Job Responsibilities - What to Expect

  • Manage the review and negotiation of contracts and legal agreements.
  • Coordinate with third-party legal counsel as needed to ensure legal compliance and resolve contract issues.
  • Oversee MBE/VSBE goal compliance for all contracts.
  • Manage current contracts for CPI increases and renewals.
  • Manage the insurance and bonding programs to support contract requirements.
  • Oversee and advise on the change order process.
  • Manage contract management team members to ensure their performance and job satisfaction.
  • Support the opportunity review process by performing RFP reviews for risk, bonding/insurance compliance and developing Teaming Agreements.
  • Support the proposal development process by performing RFP for contract exceptions and completing required forms for submission.
  • Support contract aspects of the BD to Delivery process.
  • Manage mandatory contract reporting for compliance with revenue reporting and usage fee payment.
  • Advise on organizational conflict of interest (OCI) mitigation across teaming, subcontracting, and proposal pursuits.
  • Support and assist internal educational opportunities to improve personnel awareness in handling enterprise legal, contract risk, subcontract risk, and other related matters.
  • Lead SITCH Software license agreement development and conversations from a legal perspective.
  • Oversee company corporate legal status and operating agreement.
  • Support HR, Cyber and Business Development legal support requests.
  • Oversee state licensing requirements.
  • Develop and/or maintain legal and contract policy, including delegation of authority, signature authority, organizational conflict of interest, ethics and code of conduct, records retention, and litigation hold.
  • Manage litigation, claims, and government disputes (including bid protests) in coordination with outside counsel.
  • Serve as primary legal advisor on False Claims Act exposure, including legal review of company representations and attestations to government customers.
  • Advise on data privacy and cybersecurity regulatory obligations. During cybersecurity incidents, advise the Incident Commander on privilege, breach notification determinations, and regulatory, client, and insurer disclosure.
  • Serve as primary legal advisor on Maryland state and local procurement matters, including COMAR requirements and the bid protest process.
  • Provide legal backstop to HR on employment matters and to leadership on corporate governance, entity maintenance, and board-level matters.
  • Partner with the Director of GRC on cybersecurity, privacy, and compliance requirements in solicitations, contracts, flow-downs, and third‑party…
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