Vice President, Professional Services

What You’ll Do

• Lead all Professional Services engagements, including product optimization, strategic advisory, workflow transformation, and value realization initiatives.
• Build and scale an AI Enablement & Consulting practice, including service offerings, methodologies, and customer-facing solutions.
• Drive customer outcomes that increase product adoption, retention, expansion, and overall customer lifetime value.
• Own Professional Services financial performance, ensuring the organization operates as a self-funding business unit with clear revenue, margin, and utilization targets.
• Establish and monitor KPIs for project delivery, resource utilization, customer satisfaction, retention impact, and profitability.
• Develop project management standards, customer communication frameworks, and governance processes to ensure successful delivery and measurable business outcomes.
• Partner closely with Customer Success, Sales, Product, and Engineering teams to align services offerings with customer needs and company strategy.
• Identify, package, and commercialize new consulting and AI-focused service offerings that create customer value and drive revenue growth.
• Recruit, develop, and lead a high-performing team of consultants, project managers, and subject matter experts.

Requirements

• 10+ years of experience leading Professional Services, Consulting, Customer Success, or related functions within a SaaS environment.
• Proven track record of building and scaling customer-facing consulting or professional services organizations.
• Experience managing services P&L, utilization, project delivery, and revenue generation.
• Strong understanding of customer adoption, retention, and value realization strategies.
• Experience developing AI-related consulting, transformation, or enablement services is highly preferred.
• Exceptional leadership, communication, and executive stakeholder management skills.

Success Measures

• Improved customer retention and product adoption.
• Increased customer value realization and expansion opportunities.
• High project delivery quality, consultant utilization, and customer satisfaction.
• Growth and profitability of AI Enablement & Consulting services.
• Professional Services operating as a profitable, self-sustaining business unit.

What We Offer

• A collaborative, team-oriented environment, the ability to own your schedule (work your local time zone), and the opportunity to grow at Datarails over many years
• The target OTE salary range will be between 250-300 OTE USD per year, based on multiple factors including prior experience, skills, and location. We are open to candidates with varying levels of experience.
• Meaningful equity
• 401(k) plan with up to 4% match and HSA & FSA Options
• 100% paid medical, dental, and vision coverage for employees and 100% paid medical and 80% paid dental and vision coverage for dependents
• $540/year toward glasses, sunglasses, or contact lenses from XP Health for employees enrolled in any Guardian Vision plan
• Calm app membership
• Paternity leave
• Flexible, unlimited sick time and PTO (we recommend 18-25 vacation days annually)
• 12 paid company holidays
• Life insurance
• CPA/CFA license renewal reimbursement