Chief of Staff | Customer Success

About SpotDraft

• Partner with the VP to define, implement, and track org-wide strategic initiatives
• Lead quarterly and annual planning processes and translate them into measurable action plans
• Track KPIs and team performance using dashboards and structured review mechanisms.
  

• Own the CS team’s operating rhythm (OKRs, reviews, forecasts)
• Be the connective tissue between CS and cross-functional partners like Sales, Product, and RevOps
• Represent the VP in internal meetings and drive cross-team follow-ups
  

• Identify and incubate 0→1 ideas that can scale into high-impact programs
• Launch MVPs and drive special projects that align with CS org priorities
• Build business cases for new ideas, process improvements, or customer-facing bets
  

• Equip the CS team with tools, automations, and processes that enable them to deliver 10x quality at 0.5x effort
• Champion internal adoption of AI, workflows, and automation tools
• Build internal documentation, systems, and playbooks for long-term scale
  

• 3+ years in a strategic, operational, or customer-facing role in SaaS or high-growth startups
• Exceptional communication and stakeholder management skills
• Comfortable across strategy decks, spreadsheets, or customer calls
• High bias for action and ability to break complex problems into structured solutions
• Familiarity with CS metrics, customer journeys, and revenue levers
• MBA is a plus, but not required — we care more about curiosity and execution
  

• Brilliant teammates—Work with some of the sharpest minds in legal tech.
• Expand your network—Interact with top founders, investors, and industry leaders.
• Real impact—Take ownership of projects and see your work in action.
• Big goals, bold moves—We trust you to deliver, innovate, and push boundaries.
  

• Our business is to delight Customers
• Be Transparent. Be Direct
• Be Audacious
• Outcomes over everything else
• Elevate each other
• Be Passionate. Take Ownership.
• Be 1% better every day
  

• SpotDraft is an equal-opportunity employer. Candidates will not be discriminated against based on race, ethnicity, color, religion, caste, sex, gender identity, sexual orientation, national origin, veteran, or disability status