Senior Manager, Technical Delivery

Benchmark Analytics; Chicago (IL); Remote; USD 160,000 - 175,000; Full time

Benefits offered by this job

Unlimited PTO

Remote work in US (CT timezone)

Medical, dental, vision benefits

401(k)

Job summary

Benchmark Analytics seeks a Senior Manager, Technical Delivery to lead its Solutions Delivery team. You will drive large, complex implementations across our BMS, First Sign, and CARE platforms for municipal, state, and federal customers, guiding a team to deliver end-to-end success and partnering with Product, Data Engineering, Sales, and Customer Success.

You will interface with executives, manage portfolio health, and champion delivery excellence while traveling up to 25% as needed.

Qualifications

• 10+ years of experience in customer-facing software delivery.
• 5+ years in a SaaS environment with enterprise/public-sector customers.
• Experience running a multi-customer delivery portfolio across complex, concurrent implementations.
• Strong operational instincts: capacity planning, utilization, and scope management.

Responsibilities

• Lead and manage a team of Technical Delivery Managers; coach, guide, and oversee performance.
• Own delivery outcomes across Enterprise portfolio: timeline, scope, quality, customer health.
• Lead implementations from contract signature through go-live and steady state.
• Identify and surface risk; escalate when leadership intervention is needed.
• Maintain portfolio health, capacity, forecast; collaborate with Sales and Customer Success on planning.

Skills

Delivery leadership

SaaS enterprise delivery

Executive communication

Portfolio management

Team coaching

Travel readiness

Education

Bachelor’s degree

Advanced degree or PMP/Agile

Job description

The Role:

As a Senior Manager, Technical Delivery on the Solutions Delivery team, you will lead Benchmark’s largest and most complex customer implementations across our SaaS platform — BMS (Benchmark Management System®), First Sign®, and C.A.R.E.®. You are accountable for delivery outcomes across a portfolio of major municipal police departments, state corrections agencies, and federal oversight bodies. You will manage a team responsible for leading Enterprise implementations end-to-end, serving as the senior delivery voice in front of agency executives, and partnering across Product, Data Engineering, Sales, and Customer Success. This role reports to the VP of Solutions Delivery.

As a Senior Manager, Technical Delivery on the Solutions Delivery team, you will lead Benchmark’s largest and most complex customer implementations across our SaaS platform — BMS (Benchmark Management System®), First Sign®, and C.A.R.E.®. You are accountable for delivery outcomes across a portfolio of major municipal police departments, state corrections agencies, and federal oversight bodies. You will manage a team responsible for leading Enterprise implementations end-to-end, serving as the senior delivery voice in front of agency executives, and partnering across Product, Data Engineering, Sales, and Customer Success. This role reports to the VP of Solutions Delivery.

Responsibilities:

• Lead and manage a team of Technical Delivery Managers, providing coaching, guidance, and oversight to drive strong performance and consistent delivery outcomes.
• Own delivery outcomes — timeline, scope, quality, and customer health — across the Enterprise customer portfolio
• Lead implementations from contract signature through go-live and into steady state, ensuring each engagement is staffed, scoped, sequenced, and resourced to succeed
• Anticipate, surface, and resolve risk before it becomes a customer issue; escalates clearly when leadership intervention is needed
• Maintain a current view of portfolio health, capacity, and forecast; partner with Sales and Customer Success on pipeline planning and customer commitments
• Manage a team accountable for delivery across their assigned accounts; coach, develop, and hold them to a high bar
• Hire, onboard, and retain top delivery talent; build a high-performing team that customers and internal partners trust
• Set clear performance expectations and have direct conversations when work isn’t meeting them
• Develop the next generation of delivery leaders at Benchmark
• Serve as the senior delivery sponsor for Enterprise agencies; build trusted relationships with executive sponsors, IT leadership, and program owners
• Lead recovery on at‑risk accounts: diagnose root cause, mobilize the right resources, communicate honestly with the customer, and drive to resolution
• Translate complex technical work into business value for sworn, civilian, and executive audiences

Job Qualifications:

• 10+ years of experience in customer-facing software delivery, implementation, or professional services, including 4+ years managing a delivery or implementation team
• 5+ years in a SaaS environment, preferably with enterprise or public-sector customers
• Demonstrated track record of running a multi-customer delivery portfolio — owning outcomes across complex, concurrent implementations
• Strong operational instincts: capacity planning, utilization, and scope management across concurrent engagements
• Skilled in leading executive conversations with sworn and civilian leaders, including chiefs, sheriffs, commissioners, IT executives, and program owners
• Comfortable reasoning about data flows, configuration trade-offs, and reporting implications well enough to challenge design decisions and unblock the team
• Bachelor’s degree required; advanced degree or PMP/Agile certifications a plus
• Experience working with government agencies or law enforcement strongly preferred
• Able to travel approximately 25% for customer meetings, executive briefings, and go-live support

The Ideal Candidate Will Also Be:

• A genuine people leader who measures success by what their team delivers
• Direct: willing to deliver bad news to customers and to the team, and to do it diplomatically
• A systems thinker who can see patterns across a portfolio of complex engagements
• Calm under escalation; the person other leaders want in the room when something is on fire
• Passionate about the Benchmark Analytics mission and improving outcomes in public safety

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:

• $160k-175k; based on role, experience, and location

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, so we can only accept applications from candidates who are authorized to work in the U.S.