Senior Cloud & Enterprise Systems Engineer

Senior Cloud & Enterprise Systems Engineer Contract to Hire need to work remotely within commuting distance of Boston, MA!

Strong preference for candidates located within reasonable commuting distance of Boston, MA, or willing to attend periodic in office meetings.

Customer is seeking a Senior Cloud & Enterprise Systems Engineer to serve as a trusted technical partner and extension of senior IT leadership. This role is intentionally broad and cloud centric, designed to absorb complex technical, architectural, and coordination responsibilities so senior IT leaders can focus on strategy, governance, and business alignment.

This is not a single project or narrowly scoped role. The successful candidate will balance hands on delivery with systems thinking, operating across identity, cloud, email, and core enterprise platforms in a fast moving, evolving environment.

Key Responsibilities

Enterprise & Cloud Systems Ownership

• Take independent ownership of technical initiatives that directly reduce load on senior IT leadership
• Design, implement, and improve solutions across cloud, identity, email, and enterprise platforms
• Maintain a strong focus on sustainability, security, and long term maintainability

Identity & Access Management

• Design and enhance identity lifecycle workflows, including support for temporary and contingent users
• Configure and improve user, group, and access automation across cloud and directory platforms
• Partner with security and leadership to ensure access models align with compliance and risk requirements

Cloud & Directory Platforms

• Support and advise on:
  • Azure AD / Entra ID and Active Directory
  • Hybrid and multi tenant cloud environments
  • Azure tenant consolidation initiatives
• Evaluate trade offs and recommend pragmatic solutions aligned with business needs

Email & Core Services

• Support email related projects such as SMTP relays, delegation models, and automation
• Work with vendors and internal teams to deliver technical changes effectively
• Translate business requests into secure, well designed implementations

Project Coordination & Technical Leadership

• Manage multiple overlapping initiatives with shifting priorities
• Act as a primary internal technical contact for vendors and consultants
• Gather requirements, validate assumptions, and keep work moving without constant oversight
• Escalate decisions appropriately while solving most problems independently

Required Qualifications

• 10+ years of experience in enterprise or complex mid market IT environments
• Background as a senior systems engineer, cloud engineer, or senior IT generalist
• Strong hands on experience with:
  • Cloud platforms (Azure strongly preferred)
  • Identity systems (Azure AD / Entra ID, Active Directory)
  • Core enterprise IT services (email, authentication, access management)
• Proven ability to operate effectively across multiple technologies and understand how systems work together
• Experience working independently in environments with ambiguity, changing priorities, and incomplete documentation

Ideal Candidate Profile

• A broad, cloud focused generalist rather than a narrowly scoped specialist
• Comfortable moving between architecture, implementation, and stakeholder coordination
• Experienced enough to recognize risk, dependencies, and long term impacts
• Strong critical thinker who can take ownership without step by step direction
• Communicates clearly with both technical and non technical stakeholders

Nice to Have (Not Required)

• Experience with identity lifecycle management platforms (e.g., Chaosoft or similar tools)
• Azure tenant consolidation or large scale directory migrations
• Acting as a technical lead or project lead (people management not required)
• Exposure to security governance, audits, or compliance discussions