The Opportunity

Okta is seeking a Head of Deal Strategy to lead a high-impact global function at the center of our commercial engine. This leader will shape how Okta structures, evaluates, and executes strategic and complex transactions, while building the operating model, governance, and team required to scale with the business.

This role is equal parts strategist, operator, and trusted business partner. You will work closely with Sales leadership and cross-functional partners across Finance, Legal, Revenue, Product, and Operations to improve deal quality, accelerate velocity, and ensure commercial decisions align with Okta’s growth, profitability, and risk objectives.

What You’ll Do

Strategic Deal Leadership

• Lead Okta's Deal Strategy team for global upmarket accounts. 
• Serve as a trusted advisor to Sales leadership on strategic, competitive, and non-standard deals.
• Act as a senior escalation point on high-value, high-risk, and business-critical transactions, balancing growth, customer outcomes, profitability, and risk.

Commercial Governance & Deal Structuring

• Establish and evolve global guardrails for pricing, discounting, approvals, exception handling, and non-standard commercial structures.
• Partner with Finance, Legal, Revenue, Product, and Operations to ensure deal structures are commercially sound, operationally executable, and aligned to company policy.
• Drive consistency and rigor in commercial decision-making while preserving flexibility for strategic deals.

Cross-Functional Execution & Business Insights

• Lead cross-functional alignment on deal execution, including clear decision rights, escalation paths, and rules of engagement.
• Build metrics, dashboards, and inspection mechanisms that improve visibility into cycle time, exception trends, commercial quality, and risk.
• Translate field feedback, market dynamics, and deal trends into actionable recommendations on policy, pricing, packaging, and process improvements.

Team Leadership & Enablement

• Build, lead, and develop a high-performing global team with strong commercial judgment and executive credibility.
• Coach the team to operate as strategic advisors to the field, not just transaction managers.
• Create playbooks, training, and enablement that improve seller effectiveness and reinforce best practices in deal formation.

AI-Enabled Deal Strategy

• Define and scale AI-enabled workflows that improve seller productivity, deal quality, approval consistency, and speed across the deal lifecycle.
• Partner with Systems, Operations, and Analytics teams to embed AI into areas such as pricing guidance, approval routing, risk flagging, and deal summarization, with clear guardrails for accuracy, auditability, and policy compliance.
• Establish a tiered service model that uses automation for high-volume standardized deals and expert human judgment for complex, high-value, or non-standard transactions.

What We’re Looking For

• 12+ years of experience in Deal Strategy, Deal Desk, Commercial Operations, Revenue Operations, Finance, Pricing, or related functions in a global SaaS or enterprise software environment.
• Proven experience leading and scaling high-performing global teams.
• Deep expertise in SaaS deal structuring, pricing strategy, discount governance, approval frameworks, and complex commercial negotiations.
• Strong understanding of quote-to-cash processes, including revenue recognition implications.
• Demonstrated ability to influence senior Sales leaders and cross-functional executives (Finance, Legal, Revenue, Product, Operations) in fast-paced, matrixed environments.
• Strong business and financial acumen, with the ability to evaluate tradeoffs and make sound commercial recommendations.
• Track record of building scalable operating models, governance frameworks, and process improvements that enable growth.
• Experience with Salesforce, CPQ, CLM, and related commercial systems preferred; Bachelor’s degree or equivalent relevant experience required; (MBA, CPA, or equivalent a plus).

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Okta is The World’s Identity Company. We free everyone to safely use any technology—anywhere, on any device or app. Our Workforce and Customer Identity Clouds enable secure yet flexible access, authentication, and automation that transforms how people move through the digital world, putting Identity at the heart of business security and growth. 

At Okta, we celebrate a variety of perspectives and experiences. We are not looking for someone who checks every single box - we’re looking for lifelong learners and people who can make us better with their unique experiences. 

Join our team! We’re building a world where Identity belongs to you.

The Buying Programs Strategy & Operations Team

Okta’s Buying Programs Strategy & Operations team is responsible for closing complex commercial contracts by providing Sales teams with business process and policy insights, as well as strategic and operational support. 

The team sits within the broader Go-To-Market Strategy and Operations organization, which drives strategy through execution for Okta’s durable growth. As a member of GTM S&O, you will have the opportunity to learn about and contribute to Okta's business from all angles, including standardizing policies and systems to scale operations as well as collaborating with product teams to roll out new offerings.

The Manager, Deal Strategy Opportunity

In this role, your primary function will be to strategically and effectively model and structure non-standard proposals and contracts that mutually benefit Okta and its Customers in EMEA. You will be well-positioned as the “pulse” of the business and strategic adviser to the Sales organization. If you have a successful track record of thriving in ambiguity within a rapidly growing environment and solving complex problems, this is your role. 

What you’ll be doing 

Serve as an expert on deal structuring, pricing, commercial terms, processes, and policiesEnsure all non-standard commercial terms are reviewed, approved, and documented correctly in accordance with Revenue Operations requirementsStrategize with Sales and internal stakeholders, including Accounting, Revenue Operations, Legal, Compliance, and Product to structure and position complex dealsProvide Revenue Operations and Accounting teams with context and clarification on complex deal structures and metric treatment related to booking, invoicing, internal reporting, etc.

• Collaborate with and provide guidance and deal insights to cross-functional teams to drive change and proactively design solutions to solve complex problems
• Maintain a holistic view of a deal during contract negotiations; driving internal stakeholder discussions and resolution on customer concerns or key business issues that arise during negotiation
• Build scalable and efficient processes to operationalize excellence to ensure timely and accurate closure of deals
• Identify deal trends and develop and implement best practices with a data-driven mentality
• Partner with sales leadership to identify areas of opportunity and provide detailed insights into the business

What you’ll bring to the role

• Minimum 5 years of Sales support experience in the technology industry with at least 3 years experience in a Deal Desk role
• A willingness to enforce deal governance and compliance policies with a thorough understanding of the SaaS revenue model and reporting 
• Demonstrated project management experience or participation in process improvement efforts
• Excellent communication skills, written & verbal, with the ability to explain complex concepts clearly and effectively across all levels of the organization
• Proven performance in negotiating and closing large enterprise SaaS agreements 
• Aptitude in prioritizing, maintaining attention to detail, and producing timely and quality work under high pressure and tight deadlines with the capacity to lead and engage in multiple initiatives at the same time
• Strong research, analytical, and problem-solving competencies with a growth mindset
• Proficiency in Salesforce and Google Workspace is required with intermediate knowledge of Excel and Tableau preferred

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Okta is The World’s Identity Company. We free everyone to safely use any technology—anywhere, on any device or app. Our Workforce and Customer Identity Clouds enable secure yet flexible access, authentication, and automation that transforms how people move through the digital world, putting Identity at the heart of business security and growth. 

At Okta, we celebrate a variety of perspectives and experiences. We are not looking for someone who checks every single box - we’re looking for lifelong learners and people who can make us better with their unique experiences. 

Join our team! We’re building a world where Identity belongs to you.

The Buying Programs Strategy & Operations Team

Okta’s Buying Programs Strategy & Operations team is responsible for closing complex commercial contracts by providing Sales teams with business process and policy insights, as well as strategic and operational support. 

The team sits within the broader Go-To-Market Strategy and Operations organization, which drives strategy through execution for Okta’s durable growth. As a member of GTM S&O, you will have the opportunity to learn about and contribute to Okta's business from all angles, including standardizing policies and systems to scale operations as well as collaborating with product teams to roll out new offerings.

The Manager, Deal Strategy Opportunity

In this role, your primary function will be to strategically and effectively model and structure non-standard proposals and contracts that mutually benefit Okta and its Customers in EMEA. You will be well-positioned as the “pulse” of the business and strategic adviser to the Sales organization. If you have a successful track record of thriving in ambiguity within a rapidly growing environment and solving complex problems, this is your role. 

What you’ll be doing 

Serve as an expert on deal structuring, pricing, commercial terms, processes, and policiesEnsure all non-standard commercial terms are reviewed, approved, and documented correctly in accordance with Revenue Operations requirementsStrategize with Sales and internal stakeholders, including Accounting, Revenue Operations, Legal, Compliance, and Product to structure and position complex dealsProvide Revenue Operations and Accounting teams with context and clarification on complex deal structures and metric treatment related to booking, invoicing, internal reporting, etc.

• Collaborate with and provide guidance and deal insights to cross-functional teams to drive change and proactively design solutions to solve complex problems
• Maintain a holistic view of a deal during contract negotiations; driving internal stakeholder discussions and resolution on customer concerns or key business issues that arise during negotiation
• Build scalable and efficient processes to operationalize excellence to ensure timely and accurate closure of deals
• Identify deal trends and develop and implement best practices with a data-driven mentality
• Partner with sales leadership to identify areas of opportunity and provide detailed insights into the business

What you’ll bring to the role

• Minimum 5 years of Sales support experience in the technology industry with at least 3 years experience in a Deal Desk role
• A willingness to enforce deal governance and compliance policies with a thorough understanding of the SaaS revenue model and reporting 
• Demonstrated project management experience or participation in process improvement efforts
• Excellent communication skills, written & verbal, with the ability to explain complex concepts clearly and effectively across all levels of the organization
• Proven performance in negotiating and closing large enterprise SaaS agreements 
• Aptitude in prioritizing, maintaining attention to detail, and producing timely and quality work under high pressure and tight deadlines with the capacity to lead and engage in multiple initiatives at the same time
• Strong research, analytical, and problem-solving competencies with a growth mindset
• Proficiency in Salesforce and Google Workspace is required with intermediate knowledge of Excel and Tableau preferred

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The Global Pricing Operations Team

The Pricing Operations team works in a cross-functional, fast-paced, and dynamic environment with many moving pieces and shifting priorities. The team partners with Pricing Strategy Managers, Product Managers,Technology, Data & Intelligence,  and various GTM teams to ensure that Okta's business is ready to operate with the launch of new product pricing and pricing strategies. 

The Pricing Operations Manager Opportunity

Okta is seeking a Pricing Operations Manager to drive initiatives that transform Okta's pricing strategy into successful go-to-market execution. A successful person in this role will be a strong collaborator, intensely curious, and supremely organized. They are known for connecting the dots, simplifying complexities, communicating clearly and proactively, and driving highly collaborative efforts to completion, even when the path forward isn't perfectly defined. 

For pricing launches, you will be the point person to evaluate the operational impact of pricing initiatives across several Okta teams and partner with those teams to build and execute an operational launch readiness plan. You will work closely with our Technology, Data & Intelligence leads for Salesforce and CPQ to prepare and maintain Okta's SKU catalog and support the creation and maintenance of pricing enablement materials for Sales and GTM teams.

As Okta rapidly launches new innovations and expands into new markets, this role is critical to our success.

What you’ll be doing

• Drive cross-functional initiatives to transform pricing strategy into successful go-to-market execution
• Collaborate closely with several functions across the company — including Pricing Strategy, Product, Product Marketing, Legal, Finance, GTM, and Technology, Data & Intelligence — to evaluate the operational impact of pricing initiatives, develop operational readiness plans, and execute launches
• Navigate ambiguity and fast-moving strategy decisions with confidence, helping the team align quickly and move forward effectively
• Continuously assess and re-prioritize workstreams as business needs evolve, maintaining clarity and momentum across multiple concurrent initiatives
• Drive strategic projects to optimize and automate pricing processes, standards, and engagement frameworks
• Develop business requirements for Technology, Data & Intelligence to build new SKUs in Okta's business systems to support quoting, invoicing, revenue recognition, reporting, and improved transaction processes for Okta's sales teams
• Proactively synthesize and communicate status updates, risks, and blockers to leaders and cross-functional stakeholders for pricing launches — not just when asked, but as a consistent habit
• Gather GTM team feedback on the quality and effectiveness of pricing enablement and training content; develop new and optimize existing pricing enablement and training content for the sales team
• Serve as SME on pricing, product configuration, and go-to-market processes
• Actively contribute to team culture by seeking and incorporating feedback, sharing learnings, and helping raise the bar for how the Pricing Operations function operates

What you'll bring to the role

• Bachelor's degree in Computer Science, Finance, Marketing, Business, or equivalent experience
• Minimum of 8 years of experience in a business operations or program management role, ideally at a SaaS or enterprise software company; preferably 2+ years in a pricing operations role
• Demonstrated ability to thrive in a fast-paced, high-pressure environment where priorities shift and decisions need to be made quickly with incomplete information
• A track record of strong, proactive communication: keeping stakeholders informed, surfacing issues early, and driving alignment across teams with transparency and clarity
• A learner mentality with an owner mindset: someone who actively seeks feedback, iterates on their approach, and views challenges as opportunities for growth
• Action-oriented with a strong bias toward outcomes: able to solve problems and deliver results in short timeframes
• Demonstrated leadership experience driving complex, cross-functional execution, with a collaborative approach that builds trust across teams and levels
• Exceptional verbal and written communication skills across all levels of an organization
• Proficiency with Salesforce and CPQ, with direct experience supporting or executing system builds (including creating and managing quotable SKUs, custom fields, validation rules, and alert rules to support the quote to cash process), as well as working proficiency across Jira, Google Workspace, and AI/LLM tools to drive operational efficiency and support day-to-day execution.
• Experience working within or closely alongside sales-adjacent teams such as Deal Desk, Deal Strategy, GTM Strategy & Operations, or similar functions, with a solid understanding of how sales teams operate, what they need to close deals, and how pricing and operational decisions affect their work. 

What Will Make You Stand Out

• Experience operating in a high-growth or rapidly evolving company environment where structure and process are still being built
• A history of building strong cross-functional relationships and earning trust as a reliable, communicative partner, even when delivering difficult updates
• Comfort with ambiguity and change, paired with the discipline to bring order and clarity to complex situations
• Evidence of continuous improvement mindset: you regularly reflect on what's working, ask for feedback, and find ways to do things better

This role demands both strategic thinking and operational excellence, and the resilience and adaptability to succeed when both are needed at the same time. If you do your best work in a collaborative, fast-moving environment and take pride in being the person who keeps things moving forward, we'd love to hear from you.

What you can look forward to as an Okta employee!

• Amazing Benefits
• Making Social Impact
• Fostering Diversity, Equity, Inclusion and Belonging at Okta 

Okta cultivates a dynamic work environment, providing the best tools, technology and benefits to empower our employees to work productively in a setting that best and uniquely suits their needs. Each organization is unique in the degree of flexibility and mobility in which they work so that all employees are enabled to be their most creative and successful versions of themselves, regardless of where they live. Find your place at Okta today! https://www.okta.com/company/careers/.

Okta is an Equal Opportunity Employer/Affirmative Action Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, ancestry, marital status, age, physical or mental disability, or status as a protected veteran. We also consider for employment qualified applicants with arrest and convictions records, consistent with applicable laws. If reasonable accommodation is needed to participate in the job application or interview process, please use this Form to request an accommodation.

Okta is committed to complying with applicable data privacy and security laws and regulations. For more information, please see our Privacy Policy at https://www.okta.com/privacy-policy/. 

ir needs. Each organization is unique in the degree of flexibility and mobility in which they work so that all employees are enabled to be their most creative and successful versions of themselves, regardless of where they live. Find your place at Okta today! https://www.okta.com/company/careers/.

Okta is an Equal Opportunity Employer/Affirmative Action Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, ancestry, marital status, age, physical or mental disability, or status as a protected veteran. We also consider for employment qualified applicants with arrest and convictions records, consistent with applicable laws. If reasonable accommodation is needed to participate in the job application or interview process, please use this Form to request an accommodation.

Okta is committed to complying with applicable data privacy and security laws and regulations. For more information, please see our Privacy Policy at https://www.okta.com/privacy-policy/.

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