Senior Lead Software Engineer

Posted 12 Days Ago
Be an Early Applicant
Boston, MA, USA
Hybrid
161K-201K Annually
Senior level
Consumer Web • Gaming • Mobile • News + Entertainment • Software
Jackpocket gives lottery fans an easy, secure way to order lottery tickets from their phone.
The Role
Leads a small engineering team building customer-facing applications and AI solutions in a scalable, regulated environment. The role remains hands-on, involving technical design, coding, code reviews, AI agent and MCP tool development, C#/.NET and AWS services, integrations, troubleshooting, and production delivery. Responsibilities also include mentoring engineers, setting technical direction, and ensuring reliability, security, observability, and operational standards.
Summary Generated by Built In

At DraftKings, AI is becoming an integral part of both our present and future, powering how work gets done today, guiding smarter decisions, and sparking bold ideas. It’s transforming how we enhance customer experiences, streamline operations, and unlock new possibilities. Our teams are energized by innovation and readily embrace emerging technology. We’re not waiting for the future to arrive. We’re shaping it, one bold step at a time. To those who see AI as a driver of progress, come build the future together.

The Crown Is Yours

As a Senior Lead Software Engineer, you’ll lead a small engineering team delivering solutions that put AI to work in production, customer-facing applications, solving meaningful customer and business problems in a high-scale, regulated environment.


This is a hands-on engineering role. You’ll own technical design and key engineering decisions, contribute directly to implementation, and guide the team from experimentation through secure, reliable production delivery. You’ll work across application, AI integration, and platform layers, building specialized AI agents, MCP servers/tools, and integrations with internal platforms and external vendors.


You’ll also manage and mentor engineers on the team, while keeping your primary focus on engineering execution and technical leadership.


What You’ll Do
  • Lead the technical design and delivery of customer-facing applications and specialized AI solutions from concept through production.
  • Stay deeply hands-on in engineering, contributing to implementation, code reviews, troubleshooting, and technical problem solving.
  • Build and customize AI agents, including the context, prompts, MCP servers/tools, and integrations required for them to operate effectively.
  • Design and build scalable services using C#/.NET, AWS, and modern distributed-system architectures.
  • Work across back-end, AI integration, and platform boundaries, including integrations with internal systems and external vendors.
  • Lead a small team of engineers through technical direction, mentoring, design discussions, and delivery.
  • Partner closely with product, engineering, business stakeholders, platform teams, and external partners to understand domain-specific customer problems and turn them into practical technical solutions.
  • Drive solutions to meet the reliability, security, observability, and operational standards required for high-scale, regulated customer-facing systems.
  • Be highly proficient with AI-assisted development tools such as Claude and Codex across coding, technical design, analysis, and problem solving.

What You’ll Bring
  • Bachelor’s degree in Computer Science or a suitable combination of education, experience, and training.
  • At least 7 years of professional software engineering experience, with strong hands-on expertise in C#/.NET.
  • Strong hands-on experience with AWS and delivering scalable production solutions in the cloud.
  • Experience leading engineers and owning technical direction while remaining actively involved in implementation.
  • Experience working in large, distributed environments where cloud services, internal platforms, and external vendor systems must operate reliably together.
  • Strong proficiency with AI-assisted development tools such as Claude and Codex.
  • Interest in, or experience with, building AI agents, MCP tools, and Context Engineering. Deep prior AI-agent expertise is not required if you bring strong software engineering fundamentals and the ability to learn quickly.
  • Excellent communication, collaboration, and stakeholder-management skills, with the ability to dive deeply into business domains and customer problems.

Join Our Team

We’re a publicly traded (NASDAQ: DKNG) technology company headquartered in Boston. As a regulated gaming company, you may be required to obtain a gaming license issued by the appropriate state agency as a condition of employment. Don’t worry, we’ll guide you through the process if this is relevant to your role.

The US base salary range for this full-time position is 160,700.00 USD - 200,900.00 USD, plus bonus, equity, and benefits as applicable. Our ranges are determined by role, level, and location. The compensation information displayed on each job posting reflects the range for new hire pay rates for the position across all US locations. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Your recruiter can share more about the specific pay range and how that was determined during the hiring process. It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Skills Required

  • Bachelor's degree in Computer Science or a suitable combination of education, experience, and training
  • At least 7 years of professional software engineering experience
  • Strong hands-on expertise in C#/.NET
  • Strong hands-on experience with AWS and scalable cloud production solutions
  • Experience leading engineers and owning technical direction while participating in implementation
  • Experience working in large, distributed environments integrating cloud services, internal platforms, and external vendor systems
  • Strong proficiency with AI-assisted development tools such as Claude and Codex
  • Interest in or experience building AI agents, MCP tools, and Context Engineering
  • Excellent communication, collaboration, and stakeholder-management skills
Am I A Good Fit?
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The Company
HQ: New York, NY
330 Employees
Year Founded: 2013

What We Do

Jackpocket is creating a more convenient, fun, and responsible way to take part in the lottery. The first licensed third-party lottery app in the United States, Jackpocket offers players a secure way to order official state lottery tickets, such as Powerball, Mega Millions, and more. Lottery players use Jackpocket to place ticket orders for their favorite games, check lottery results, join lottery pools with other Jackpocket players, and turn on Autoplay so they never miss a drawing. Jackpocket is available in Arizona, Arkansas, Colorado, Idaho, Maine, Massachusetts, Minnesota, Montana, Nebraska, New Hampshire, New Jersey, New Mexico, New York, Ohio, Oregon, Texas, Washington, D.C., and West Virginia with many new markets on the horizon.

Why Work With Us

Our dedicated team of superhumans (and an adorable office pup or two) are making waves in an $80 billion industry. We believe transparency, teamwork, and a healthy dose of daily fun are key to creating Worktopia. Jackpocketeers are supportive, forward-thinking, and truly enjoy spending time together. Come join us for the long haul!

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