[Hiring] Deal Strategy Program Manager @DigitalOcean

Role Description

We are seeking a Deal Strategy Program Manager to help us scale how we support our sales organization. This role is a critical partner to sales and collaborates closely with Finance, Legal, and Revenue Operations, helping move deals forward with speed, sound judgment, and operational rigor. Beyond executing day-to-day deal support, this role independently owns complex deals end-to-end, shapes the processes and systems the broader team relies on, and is a go-to resource for less-experienced teammates.

You'll play a central role in structuring deals, improving process quality, and helping our sales team close business efficiently and responsibly. We're looking for someone who operates with real autonomy, exercises sound judgment in ambiguous situations, and is energized by solving problems in a fast-paced environment.

What You'll Do

• Own Deal Execution
  • Serve as a senior, trusted advisor to Sales leadership and cross-functional stakeholders on structuring and executing complex, non-standard, and high-value deals.
  • Independently evaluate and resolve non-standard deal requests, driving cross-functional solutions across Sales, Finance, and Legal with minimal oversight.
  • Own deals end-to-end through quoting, approval, contracting, and quote-to-cash — troubleshooting issues with Finance and Legal with urgency, accuracy, and attention to policy and business context.
  • Ensure all transactions adhere to internal revenue recognition policies, escalating and resolving edge cases as needed.
  • Present deal strategy recommendations and insights to senior stakeholders in a clear, concise, data-driven manner.
• Elevate Operational Quality
  • Ensure deal data is complete and accurate in CRM, with a focus on data hygiene and process compliance.
  • Reinforce and help enforce pricing and discounting governance, exercising judgment in gray areas rather than simply applying rules.
  • Define requirements for system enhancements (e.g., CRM, CPQ) in partnership with systems and RevOps teams.
• Drive Process Improvement & Scale
  • Proactively identify friction in current processes and lead improvements — including automation and AI (e.g., AI-assisted contract review, quote generation, deal analytics) — to increase speed, consistency, and scale, and reduce manual effort.
  • Own the optimization of policies, playbooks, and standard operating procedures for deal support, and lead their rollout and adoption across the global team.
  • Act as a go-to resource for other analysts on sales operations planning, process, and execution.
• Support & Mentor
  • Informally mentor newer Revenue Operations Support Analysts on deal structuring, systems, and policy.
  • Contribute to internal knowledge-sharing — documentation, training sessions, and onboarding materials — recommending process changes and leading training so improvements scale beyond a single deal.

Qualifications

• Business Degree
• 5-7+ years of experience (Deal Desk, Finance, Pricing or Sales Operations experience required), software industry experience preferred.
• Demonstrated experience independently owning complex deals or projects, not just executing defined tasks.
• Experience supporting SaaS, cloud, or technology sales organizations.
• Strong fluency in systems like Salesforce, CPQ tools, and reporting platforms, with an eye toward data integrity for downstream reporting and forecasting.
• Sound judgment for navigating ambiguous or non-standard deal situations, knowing when to escalate versus resolve independently.
• A track record of recommending and helping implement process or policy improvements.
• Contract management and negotiation experience strongly preferred.
• Strong analytical and problem-solving skills with first-principles thinking.
• Self-starter mentality with a proactive eagerness to learn, mentor others, and level up the revenue operations team.
• Ability to manage multiple priorities and competing stakeholder needs in a fast-paced environment.
• Experience using or implementing AI or automation tools (e.g., generative AI, workflow automation, CPQ automation) to improve deal desk efficiency and accuracy a plus.

Benefits

• Competitive array of benefits including Employee Assistance Program and flexible time off policy.
• Reimbursement for relevant conferences, training, and education.
• Access to LinkedIn Learning's 10,000+ courses to support continued growth and development.
• Potential for a bonus in addition to base salary, based on company and individual performance.
• Equity compensation to eligible employees, including equity grants upon hire and the option to participate in the Employee Stock Purchase Program.

Compensation Range

$90,000 - $120,000

This is a remote role