June 18, 2026

Contract Strategist

Senior • On-site

159,996 - 219,996 USD/yr

New York, NY , +2

What We Do

Gecko Robotics is helping the world’s most important organizations ensure the availability, reliability, and sustainability of critical infrastructure. Gecko's complete and connected solutions combine wall-climbing robots, industry-leading sensors, and an AI-powered data platform to provide customers with a unique window into the current and future health of their physical assets. This enables real-time decision making to increase the efficiency and safety of operations, promote mission readiness, and protect the environment and civilization from the effects of infrastructure failure.

Role At A Glance

We’re looking for a skilled and attentive contracting strategist to focus on United States government and private sector contracting matters. This includes supporting and directing responses to proposals, negotiating with contracting officers, program managers, and procurement teams, shaping offerings in terms of components and pricing, and advising on related matters. The role supports deployment of innovative technology to US Government agencies and commercial sectors in an expedient, precise, and compliant manner.

What You Will Do

  • Develop frameworks for crafting and negotiating proposals and other contracting initiatives in accordance with regulatory frameworks and business objectives
  • Draft proposals and negotiate contracts with a focus on balancing risk mitigation, expedient delivery, customer success, and favorable pricing
  • Partner with Business Development and Capture teams to craft proposals from both business and legal perspectives, ensuring optimal pricing, offering components, and value propositions
  • Provide ongoing support throughout the acquisition and execution lifecycle to mitigate risks and ensure performance obligations are met
  • Conduct market analysis to support strategic pricing decisions and enhance competitive positioning
  • Develop training programs to ensure internal teams understand and adhere to contracting and pricing strategies
  • Provide executive support as needed

About You

Required Skills

  • Minimum 7 years’ experience in supporting government contracting
  • Strong working knowledge of FAR and DFARS, including ability to identify, interpret, and escalate clause-level risk
  • Experience reviewing solicitations, RFPs/RFQs/RFIs, prime contracts, subcontracts, teaming agreements, NDAs, and flow-down obligations
  • Excellent written and verbal communication skills
  • High attention to detail and strong ownership of deadlines, submission requirements, and contract deliverables

Preferred Skills

  • Experience working with the US government on government contracting matters
  • Experience drafting USG and commercial proposals
  • Ability to advise on commercial item/service contracting, SaaS or technology-enabled services, data rights, IP, confidentiality, cybersecurity, and customer-specific compliance obligations
  • Experience in defense, robotics, industrial technology, SaaS, data products, or technical services contracting
  • Experience with DoD and/or other federal agency contracting, including prime/subcontract structures and flow-down obligations
  • Familiarity with IDIQs, BPAs, task orders, OTAs, SBIR/STTR
  • Experience partnering with capture, business development, finance, legal, technical, and program teams on pricing, offer structure, risk allocation, and compliance
  • Experience supporting proposal pricing, commercial item/service positioning, and risk-based negotiation strategy
  • Experience building scalable contracting templates, clause playbooks, workflows, or internal training

Who We Are

Employees receive competitive compensation, company equity, 401(k) matching, gender-neutral parental leave, medical, dental, and vision insurance, mental health support, professional development, family planning assistance, and flexible paid time off. The organization values collaboration, innovation, partnership, autonomy, and trust, and maintains an office-first culture with flexibility as needed.

Compensation Range: $160K - $220K

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272,000 - 340,000 USD/yr

🏢 Summary: Senior Staff Engineer role focused on leading the design and evolution of large-scale distributed systems and data infrastructure supporting high-growth, high-throughput observability platforms. The position combines deep hands-on technical contribution with cross-team architectural leadership and long-term technical strategy ownership. You will drive high-impact initiatives such as distributed storage engines, real-time streaming infrastructure, and large-scale system re-architecture. 🗂️ Requirements: BS/MS/PhD in scientific field or equivalent experience, 10+ years backend, infrastructure, or distributed systems engineering experience, 4+ years leading complex cross-team technical initiatives, Proven design and delivery of large-scale distributed systems, Expertise in distributed storage, event streaming, networking, data infrastructure, or observability, Experience optimizing performance and reliability in high-scale systems, Ability to define architecture across multiple teams, Experience with AI coding tools and validation of AI-generated code 📃 Skills: DistributedSystems, Backend, Infrastructure, DistributedStorage, EventStreaming, Networking, DataInfrastructure, Observability, SystemDesign, Architecture, PerformanceOptimization, Reliability, Scalability, AI 🏢 Description: About Datadog: We're on a mission to build the best platform in the world for engineers to understand and scale their systems, applications, and teams. We operate at high scale—trillions of data points per day—providing always-on alerting, metrics visualization, logs, and application tracing for tens of thousands of companies. Our engineering culture values pragmatism, honesty, and simplicity to solve hard problems the right way. The Opportunity: Datadog’s Senior Staff Engineers are technical leaders operating at the forefront of large-scale systems design, building the infrastructure that will support our next five years of growth and beyond. They do this in three major ways: As individual contributors, they bring world-class technical depth to build industry-leading systems in areas such as observability data platforms, distributed query engines, and real-time event streaming at global scale. As technical leaders, they apply broad architectural perspective and deep systems thinking to align design decisions across teams and domains. They work across complex, multi-team problem spaces to define long-term technical direction, drive large-scale initiatives forward, and ensure consistent execution. As engineering stewards, they play a key role in evolving our systems and engineering culture. They actively participate in Datadog’s senior technical community, bringing external insights and internal experience to elevate engineering standards and mentor the next generation of technical leaders. Examples of projects a Senior Staff Engineer may lead include designing and launching a new distributed data storage engine capable of handling hundreds of millions of records per second, building the real-time infrastructure behind a new observability product, or re-architecting a core service to support exponential growth in throughput and complexity. What You’ll Do: Be the technical owner of multiple critical systems or architecture areas, often spanning several teams or product lines. Drive the design and delivery of high-scale, high-impact projects, from vision to execution in production. Build consensus and alignment across stakeholders on key architectural decisions and long-term strategy. Deeply investigate and optimize performance, reliability, and efficiency in large-scale distributed systems. Collaborate with Staff Engineers, Directors, and VPs across the company to shape Datadog’s technical roadmap. Guide teams through ambiguity, scaling challenges, and evolving requirements with clear technical direction. Actively mentor engineers and influence engineering culture through leadership in design reviews, technical talks, and working groups. Who You Are: You have a BS/MS/PhD in a scientific field or equivalent practical experience. You have 10+ years of backend, infrastructure, or distributed systems engineering experience. You have 4+ years of experience leading complex technical initiatives and cross-team projects.You have designed and delivered systems that are deeply technical, highly reliable, and serve critical business needs. You can navigate and make progress in ambiguous problem spaces, identifying the right problems to solve. You have exceptional communication skills, with the ability to align diverse stakeholders around a shared technical vision. You have deep expertise in one or more core systems domains—such as distributed storage, event streaming, networking, data infrastructure, or large-scale observability—and broad awareness of adjacent areas. You care about getting things right, not just getting them done, and you raise the bar for engineering quality around you. You have demonstrated ability to use AI coding tools in day-to-day workflows and validate, critique, and refine AI-generated output Bonus: You’re motivated to push the boundaries of how AI can improve software engineering best practices and contribute to building AI-enabled products Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply. Benefits and Growth: Get to build tools for software engineers, just like yourself. And use the tools we build to accelerate our development. Have a lot of influence on product direction and impact on the business . Work with skilled, knowledgeable, and kind teammates who are happy to teach and learn Competitive global benefits Continuous professional development Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog. #LI-HybridDatadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.The reasonably estimated yearly salary for this role at Datadog is:$272,000—$340,000 USD About Datadog: Datadog (NASDAQ: DDOG) is a global SaaS business, delivering a rare combination of growth and profitability. We are on a mission to break down silos and solve complexity in the cloud age by enabling digital transformation, cloud migration, and infrastructure monitoring of our customers’ entire technology stacks. Built by engineers, for engineers, Datadog is used by organizations of all sizes across a wide range of industries. Together, we champion professional development, diversity of thought, innovation, and work excellence to empower continuous growth. Join the pack and become part of a collaborative, pragmatic, and thoughtful people-first community where we solve tough problems, take smart risks, and celebrate one another. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center. Equal Opportunity at Datadog: Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference. Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications. Privacy and AI Guidelines: Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.

Technology

St. Michael's

Senior Contract Specialist (Secret Clearance Required)

Senior

On-site

Tampa, FL

🏢 Summary: Senior Contract Specialist role supporting USSOCOM acquisition and contracting programs for a DoD client, focused on managing pre- and post-award contract activities, acquisition strategies, and contract administration. The position requires extensive federal acquisition experience, DAWIA Level II equivalency, and active Secret clearance in an on-site Tampa, FL environment. 🗂️ Requirements: Active Secret clearance, Bachelor's degree in business or related field, DAWIA Practitioner Level II Equivalency in Contracting, 10+ years in federal government acquisition programs, 8+ years of acquisition/contracting experience, Knowledge of contract data reporting tools, Knowledge of database operations and maintenance, Knowledge of pre- and post-award contracting procedures, Knowledge of FAR, Knowledge of DFARS, Knowledge of SOFARS, Experience with contract strategies for rapid innovation and development, Experience with DCAA and/or DCMA processes 📃 Skills: FAR, DFARS, SOFARS, DCAA, DCMA, PD2, BAA, SBIR, STTR, Acquisition, Contracting, Procurement, CostAnalysis, Pricing, Database 🏢 Description: READY TO JOIN OUR TEAM? Do you currently have a Secret clearance? Do you possess DAWIA Practitioner Level II Equivalency in the Contracting field? Do you want to be part of a team committed to providing USSOCOM a "one-stop shop" for SOF software-intensive digital applications? If so, then we invite you to read on. ABOUT THIS ROLE St. Michael's is hiring a Senior Contract Specialist to support a Department of Defense (DoD) client. As a Senior Contract Specialist, you will support development, implementation, and control of traditional and non-traditional financial, contractual, and technical aspects of projects/programs through designated phases of the acquisition cycle. You will be in a client-facing role that will benefit from your experience working with DCAA and/or DCMA as necessary, to determine fair and reasonable prices. Teamwork is paramount to this role as you will actively participate in IPTs and guide and assist team members, technical program personnel, sales representatives, local suppliers, and/or contractors on acquisition and business-related issues. WHO YOU ARE - Active Secret Clearance - Bachelor's degree in business or related field - DAWIA Practitioner Level II Equivalency in the Contracting field - Minimum 10 years working in federal government acquisition programs - Minimum 8 years of acquisition/contracting experience - Knowledge of contract data reporting tools, training, and database operations and maintenance - Knowledge of pre- and post-award procedures sufficient to award and administer firm fixed-price, cost, indefinite delivery, or other contracts of similar complexity - Knowledge of laws, policies, regulations, and procedures governing acquisitions and contracting within the Federal government, including FAR, DFARS, and SOFARS - Knowledge of contract strategies oriented towards rapid innovation and development, including FAR-based strategies, BAAs, Commercial Solutions Offerings, SBIR/STTR, and Other Transactions and Agreements Highly Preferred: - Master's degree in business or related discipline - Minimum 6 years of acquisition/contracting experience with at least 1 year within USSOCOM PRIMARY RESPONSIBILITIES - Support development, implementation, and control of financial, contractual, and technical aspects of projects/programs through acquisition cycle phases - Support planning of acquisition and contracting strategies within cost, schedule, and performance baselines - Conduct research using FAR and other regulatory guidance to provide acquisition guidance and courses of action - Prepare pre-solicitation documentation including D&F and DD Form 2579 - Staff pre-solicitation documentation for review and approval and post required notices - Prepare solicitations and amendments in contract writing systems for PCO review and approval - Conduct price and cost analysis using techniques involving DCAA and/or DCMA - Review evaluation input and prepare contract negotiation positions such as PNM and BCM - Prepare contract awards, agreements, amendments, and post-award documentation - Conduct contract administration functions retained by USSOCOM - Establish and maintain auditable and defendable contract files - Participate in IPTs and assist stakeholders on acquisition and business-related issues Benefits: - Employee Stock Ownership Plan (ESOP) - Medical, dental, and vision insurance - 401(k) retirement plan - Paid time off - Professional development support This position will remain open until filled. St. Michael's is an Equal Opportunity Employer M/F/Disability/Vet.

Technology

Seneca Nation of Indians

Senior Contract Specialist

Senior

On-site

Alexandria, VA

🏢 Summary: Senior Contract Specialist role supporting a Department of Defense customer, serving as a Subject Matter Expert in full life cycle acquisitions for complex systems and R&D programs. The position leads pre-award and post-award activities, including acquisition planning, source selection, negotiation, and contract administration across diverse contract types and federal programs. It requires deep expertise in FAR, cost/price analysis, and strategic procurement within mission-critical environments. 🗂️ Requirements: U.S. citizenship, Ability to obtain or hold DoD Secret Security Clearance, Bachelor’s degree, 12+ years of government acquisition and contracting experience, Full lifecycle acquisition experience across complex programs, Expert knowledge of Federal Acquisition Regulation (FAR), Experience with multiple contract types including cost-reimbursement and incentive-based, Strong contract administration experience (modifications, terminations, closeout), Experience in acquisition planning, market research, and solicitation preparation, Proficiency in cost and price analysis, Ability to lead source selection and contract negotiations, Ability to travel as required 📃 Skills: FAR, Acquisition, Procurement, Contracting, R&D, CostAnalysis, PriceAnalysis, SourceSelection, Negotiation, MarketResearch, Solicitation, SBIR, STTR, Grants, DoD 🏢 Description: White Pine Innovations is looking to hire a Senior Contract Specialist to support a Department of Defense customer in Alexandria, VA. Description The Senior Contract Specialist serves as a Subject Matter Expert in Life Cycle acquisitions supporting DoD. This position conducts highly specialized, mission-critical procurements and advises on both pre-award and post-award contracting functions for complex requirements, including services, supplies, Research and Development (R&D), Grants, Cooperative Agreements, Intragovernmental acquisitions, Small Business Innovation Research (SBIR), Small Business Technology Transfer (STTR) programs, and Technology Investment Agreements. Roles & Responsibilities - Serve as Non-Government Advisor to Contracting Officers, Specialists, or Division - Manage the full contract lifecycle for complex systems and R&D programs, from acquisition planning through closeout - Lead procurement planning, including market research, requirements development, and acquisition strategy - Develop and execute source selection processes, including solicitation preparation and proposal evaluation - Negotiate contract terms, conditions, and pricing and lead contract award decisions - Perform contract administration, including funding actions, modifications, performance monitoring, issue resolution, and closeout - Advise program officials on procurement strategies, statement of work development, and contracting approaches - Apply compliant contracting solutions for complex or limited cost/pricing data scenarios - Support protests and claims - Coordinate with internal stakeholders and external agencies to support contract execution and performance Basic Qualifications - U.S. Citizen with current or ability to obtain DoD Secret Security Clearance - Bachelor’s degree required - 12+ years of government acquisition and contracting experience with full lifecycle expertise - Expertise in Federal Acquisition Regulation (FAR), including acquisition planning, source selection, and contract negotiation - Experience across multiple contract types, including cost-reimbursement and incentive-based contracts - Strong experience in contract administration, including performance management, modifications, terminations, and closeout - Proven ability to develop requirements, conduct market research, build cost estimates, and prepare solicitation packages - Advanced analytical skills to resolve complex contracting issues - Proficiency in cost/price analysis and establishing pre-negotiation positions - In-depth knowledge of acquisition regulations, contract types, and source selection procedures - Strong negotiation skills with senior stakeholders - Ability to work independently on complex tasks - Ability to travel to support client needs Desired Certifications - Level III Defense Acquisition Workforce Improvement Act (DAWIA) certification - Certified Federal Contracts Manager (CFCM) certification

Technology

Workato

Staff Product Manager (Enterprise & AI Governance)

Senior

On-site

Palo Alto, CA

14,167 - 19,167 USD/yr

🏢 Summary: Staff Product Manager role focused on building enterprise and AI governance capabilities for a leading orchestration platform. The position owns the roadmap for access control, compliance automation, and policy-driven governance to enable secure, large-scale AI-powered integrations. It drives centralized governance frameworks for Fortune 500 enterprises operating in multi-cloud and regulated environments. 🗂️ Requirements: 7+ years product management in enterprise B2B SaaS, 4+ years in governance, security, or identity management, Knowledge of RBAC and ABAC models, Knowledge of SAML, OAuth2, OIDC protocols, Experience with policy-as-code implementations, Understanding of ITIL, COBIT, NIST frameworks, Knowledge of SOC2, GDPR, HIPAA, SOX regulations, SQL proficiency, Understanding of AI governance principles, Experience with enterprise integration patterns 📃 Skills: RBAC, ABAC, SAML, OAuth2, OIDC, SQL, ITIL, COBIT, NIST, SOC2, GDPR, HIPAA, SOX, AI, SaaS, Governance, Compliance, IAM, Policy-as-code, Integrations 🏢 Description: About Workato Workato delivers enterprise infrastructure for the agentic era, redefining iPaaS and helping enterprises unify data, applications, processes, and AI into a single, governed platform. A leader in Enterprise MCP and trusted by 50% of the Fortune 500, Workato’s cloud-native architecture connects every application, data source, and process to power real-time orchestration at scale. With enterprise-grade security and continuous innovation at its core, Workato provides the trusted foundation for organizations to automate with confidence and operationalize AI across the business. To learn more, visit www.workato.com Why join us? Ultimately, Workato believes in fostering a flexible, trust-oriented culture that empowers everyone to take full ownership of their roles. We are driven by innovation and looking for team players who want to actively build our company. But, we also believe in balancing productivity with self-care. That’s why we offer all of our employees a vibrant and dynamic work environment along with a multitude of benefits they can enjoy inside and outside of their work lives. If this sounds right up your alley, please submit an application. We look forward to getting to know you! Also, feel free to check out why: Business Insider named us an “enterprise startup to bet your career on” Forbes’ Cloud 100 recognized us as one of the top 100 private cloud companies in the world Deloitte Tech Fast 500 ranked us as the 17th fastest growing tech company in the Bay Area, and 96th in North America Quartz ranked us the #1 best company for remote workers Responsibilities Drive the future of enterprise automation governance at Workato, the leading Enterprise Orchestration platform. As Staff Product Manager for Enterprise & AI Governance, you'll deliver next-generation governance capabilities that enable Fortune 500 companies to scale AI-powered integrations securely across global operations while meeting the strictest regulatory and enterprise architecture requirements. Enterprise Governance & AI Control Own the roadmap for centralized governance across Workato's enterprise platform, including agentic AI governance, autonomous workflow controls, and intelligent policy enforcement. Design automated compliance frameworks that scale from hundreds to thousands of integrations while maintaining enterprise-grade security. Access Control & Identity Management Define and deliver advanced RBAC systems and least-privilege access controls that work seamlessly across multi-cloud, hybrid environments. Partner with engineering to build policy-as-code capabilities and real-time access governance. Compliance Automation Build compliance automation tools supporting SOC 2, GDPR, HIPAA, SOX, and emerging AI regulations like the EU AI Act. Create self-service governance workflows that reduce manual compliance overhead by 70%. Success Metrics Accelerate enterprise adoption: Enable 40% faster enterprise-wide Workato deployment through centralized governance and automated compliance workflows. Reduce administrative burden: Decrease governance overhead by 70% through intelligent automation and policy-driven access management. Drive customer success: Enable 80% of enterprise customers to deploy governance frameworks within the first 30 days. Lead AI governance: Pioneer agentic AI governance for integration platforms, supporting autonomous workflows with built-in guardrails. Requirements Qualifications / Experience / Technical Skills Essential Experience 7+ years product management experience in enterprise B2B SaaS platforms, with 4+ years in governance, security, or identity management. Deep understanding of enterprise access control models (RBAC, ABAC), identity protocols (SAML, OAuth 2.0, OIDC), and policy management frameworks. Knowledge of enterprise IT governance frameworks (ITIL, COBIT, NIST) and regulatory requirements (SOC 2, GDPR, HIPAA, SOX). Experience with policy-as-code implementation and enterprise integration patterns. SQL proficiency for governance analytics and compliance reporting. AI & Modern Governance Understanding of AI governance principles including model bias detection, algorithmic transparency, and automated policy enforcement. Knowledge of agentic AI systems and autonomous workflow governance challenges. Familiarity with emerging AI regulations and their impact on enterprise software platforms. Leadership & Execution Track record of shipping governance features that scaled to thousands of enterprise users. Experience collaborating with security teams, compliance officers, and IT administrators across global organizations. Strong analytical skills with experience defining and tracking governance KPIs and compliance metrics. For California applicants, the pay for this role may range between $170,000 - $230,000 plus benefits, perks, and equity. The final package will depend on the interview process, we're open to negotiation. (REQ ID: 2248)