Senior Manager, Technical Delivery

Benchmark Analytics; Chicago (IL); Remote; USD 150,000 - 190,000; Full time

Benefits offered by this job

Unlimited Paid Time Off

Fully remote in the U.S.

Summer Half-Day Fridays

Freed Up

Job summary

Benchmark Analytics is seeking a Senior Manager, Technical Delivery to lead the Solutions Delivery team. You will oversee the largest, most complex customer implementations of BMS, First Sign, and CARE across municipal, state, and federal customers.

You will partner with Product, Data Engineering, Sales, and Customer Success, reporting to the VP of Solutions Delivery. You will build and coach a high-performing delivery team, own risk management, portfolio health, and staffing while ensuring

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 across complex, concurrent implementations.
• Bachelor’s degree required; advanced degree or PMP/Agile certifications a plus.

Responsibilities

• Lead and manage a team of Technical Delivery Managers, coaching and guiding to drive performance and delivery outcomes.
• Own delivery outcomes across the Enterprise portfolio—timeline, scope, quality, and customer health.
• Lead implementations from contract signature through go-live and steady state with proper staffing and resourcing.
• Translate complex technical work into business value for sworn, civilian, and executive audiences.

Skills

Customer-facing delivery

Portfolio management

SaaS enterprise

Executive conversations

Data flows understanding

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.

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; escal
• 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