Technical Delivery Manager

Benchmark Analytics; Chicago (IL); Remote; USD 120,000 - 150,000; Full time

Benefits offered by this job

Unlimited Paid Time Off

Fully remote in the U.S.

Central Time alignment

Job summary

Benchmark Analytics is seeking a Technical Delivery Manager to lead a three-person delivery pod (Configuration Specialist, Data Engineer, Reporting Analyst) responsible for end-to-end implementations for a book of agencies. You will coach the team, manage multi-phase projects, and ensure timely, high-quality delivery across the Benchmark Management System.

You will engage with customers directly, translate requirements into technical work, and partner with cross-functional teams to strengthen

Qualifications

• 2+ years of direct people management experience.
• 5+ years of relevant technology/software implementation experience.
• 4+ years of experience in a SaaS environment, preferably supporting enterprise customers.
• Demonstrated experience leading complex implementations with multi-phase projects.
• Ability to read and reason about data mappings, configurations, and integration designs.

Responsibilities

• Lead a three-person technical delivery pod across multiple Benchmark Management System implementations.
• Coach and develop technical individual contributors and ensure accountability.
• Balance pod capacity and sequence work to meet customer commitments.
• Develop project charters and implementation plans with dependencies and timelines.
• Communicate progress, risks, and decisions to customers regularly.
• Translate customer requirements into technical specifications and actions.
• Drive internal process improvements and training materials.

Skills

People leadership

Project management

Stakeholder communication

Salesforce

Confluence

Jira

ETL data flows

Data mappings

Technical conversations

Problem solving

Education

Bachelor's degree preferred

Master's degree is a plus

Tools

Salesforce

Confluence

Jira

Smartsheet

MS Project

Job description

The Role:

As a Technical Delivery Manager, you'll lead a three-person technical delivery pod consisting of a Configuration Specialist, Data Engineer, and Reporting Analyst, all of whom report directly to you. Together, you'll be accountable for the end-to-end implementation and ongoing success of agencies across a shared book of accounts.

In this customer-facing role, you'll drive implementation of the Benchmark Management System through your pod, balancing urgency with quality while applying a consultative project management approach, enterprise SaaS configuration expertise, and proven rollout strategies. You'll manage complex, multi-phase implementations and develop a strong understanding of how police and government agencies operate so your team can deliver software that meets their operational needs.

You'll bring enough technical depth to follow engineering and configuration conversations, reason through data mappings, ETL flows, integrations, and configuration specifications, and use that understanding to build realistic plans, identify dependencies, surface risks early, and translate between customer operational needs and technical execution.

Our ideal candidate loves problem-solving, sweats the details, and works transparently and collaboratively. You're a people manager first - coaching, developing, and unblocking your direct reports while creating accountability for the pod's collective outcomes. Alongside managing customer implementations and your team, you'll partner with the Senior Manager, Enterprise Delivery to strengthen delivery processes and identify opportunities to improve how we work.

Responsibilities:

• Lead a three-person technical delivery pod consisting of a Configuration Specialist, Data Engineer, and Reporting Analyst, running simultaneous Benchmark Management System implementations across a shared book of accounts

• Manage, coach, and develop technical individual contributors, including setting goals, providing feedback, supporting career growth, removing roadblocks, and holding the pod accountable for outcomes

• Balance capacity across the pod, sequencing configuration, data, and reporting work to meet customer commitments without overloading any one function

• Develop project charters and implementation plans grounded in scope, technical dependencies, timelines, and available resources

• Communicate implementation progress, milestones, risks, and decisions to customers on a regular cadence

• Serve as the Voice of the Customer between engineering, product, and end users

• Collaborate cross-functionally to keep project tasks on scope and on time

• Report project status and open risks to a broad internal audience

• Identify project and technical risks early and lead internal escalations to determine appropriate mitigation plans

• Create and deliver customer training and documentation

• Drive internal process improvements and build training materials that support change

• Partner with engineering and configuration teams to translate customer operational requirements into technical specifications, ensuring what gets built aligns with customer intent

• Scope ETL and data integration work alongside engineering, understanding source systems, data mappings, transformation logic, integrations, and failure modes well enough to plan timelines, sequence dependencies, and flag risks

• Understand platform configuration and reporting capabilities in enough depth to answer customer questions, plan realistic timelines, and assess the impact of scope changes without escalating every detail

• Drive data quality through go-live, including source data review with the customer, reconciliation against source systems, and resolution of import exceptions ahead of acceptance

Job Qualifications:

• 2+ years of direct people management experience, with a track record of coaching and developing technical individual contributors

• 5+ years of relevant technology/software implementation experience

• 4+ years of experience in a SaaS environment, preferably supporting enterprise customers

• Demonstrated experience leading complex implementations or customer projects involving multiple phases, technical dependencies, and cross-functional stakeholders

• Demonstrated ability to read, interpret, and reason about technical artifacts such as data mappings, configuration specifications, integration designs, and source-system exports

• Prior experience planning or coordinating data integration or ETL work in implementations - even when the build itself was completed by engineering

• Comfortable holding your own in technical conversations with engineering, configuration, and data teams; able to ask the right questions, understand the answers, and adjust project plans based on technical realities

• Strong logical, analytical, problem-solving, and reasoning abilities

• Excellent written and verbal communication skills, including experience communicating with executive stakeholders

• Extremely detail-oriented, process-oriented, and driven

• Independent and comfortable taking ownership of new challenges

• Comfortable working collaboratively in a fast-paced environment

• Demonstrates an innovative and experimental mindset

• Proficient with Salesforce, Confluence, Jira, and project management tools such as Smartsheet, MS Project, or similar

• Bachelor's degree preferred; Master's degree is a plus

Preferred Technical Experience:

• Exposure to SQL, ETL/data pipelines, and API-based integrations, with enough technical fluency to understand how data moves between systems, identify dependencies and potential failure points, and effectively partner with engineering and data teams

The Ideal Candidate will also be:

• Comfortable operating under pressure and managing high-stakes deadlines in a fast-paced environment

• Able to interpret and communicate complex concepts clearly

• Able to communicate concisely and persuasively with customers, product managers, and engineers

• Passionate about Benchmark Analytics' mission and improving outcomes in the public sector

• Technically grounded - able to follow engineering and configuration discussions in depth, spot risks in technical plans early, and adjust project scope, sequencing, and timelines based on technical realities rather than relying solely on stated dates

• A strong people leader who can balance individual coaching and development with accountability for the performance and outcomes of the broader delivery pod

What We Offer:

• A competitive salary and benefits package

• Unlimited Paid Time Off

• Ability to work in a fully remote environment (must be based in the U.S. and willing to work in Central Time Zone)

• Summer Half-Day Fridays

• Freed Up Fridays during Spring, Fall, and Winter months to promote productivity and dedicated heads-down work time

• Medical, dental, and vision plan offerings along with 401(k)

• Employer-paid Short-Term Disability, Long-Term Disability, and Life Insurance

• Other Voluntary Benefits include additional Life Insurance, Spouse Life Insurance, and Accident Insurance

• The satisfaction that comes with being part of a solution that has real impact in the world.

• A diverse workforce and inclusive environment that embraces unique contributions and experiences

• An empowered culture that encourages creativity and professional growth

Estimated Annual Salary Range for this Role:

• $120k-$150k

Additional Information:

• Benchmark Analytics is an Equal Opportunity Employer. We value diversity of all kinds in our effort to create a stellar workforce of committed and passionate team members

• Unfortunately, we are not able to sponsor employment visas at this time