Vice President of Sales Technology

Saisystems Technology is seeking a dynamic VP of Sales to drive revenue growth and lead our sales and account management organization. This is a unique opportunity to join a 35+ year technology services company specializing in custom application development, data analytics, and digital automation for healthcare providers. The ideal candidate will be a proven sales hunter who can both personally drive new business acquisitions while building and leading a high-performing sales team to achieve our revenue targets and client growth.

This role owns and is responsible to deliver the annual revenue growth target for Saisystems Technology through new client acquisition, existing account expansion, and strategic partner collaboration while building and leading a high performing sales team that maintains 90% + customer retention and healthy sales pipeline.

• Own and deliver revenue targets across new client acquisition and existing account expansion
• Develop and execute comprehensive sales strategies to achieve year-over-year growth
• Build and manage robust sales pipeline to consistently support $10M+ annual revenue goals
• Balance new client acquisition (50%) with existing account growth (50%) to optimize revenue mix
• Establish and track key sales metrics including conversion rates, deal velocity, and pipeline health

• Be able to prospect, qualify, and close high-value deals ($100K+ average deal size)
• Lead complex sales cycles from initial prospect contact through contract negotiation and close
• Conduct executive-level presentations and solution demonstrations
• Build relationships with C-level executives at healthcare provider organizations
• Maintain personal quota responsibility while scaling team performance

• Recruit, hire, and develop a world-class sales team including account managers and solution architects
• Provide coaching, mentorship, and performance management for sales team members
• Establish sales processes, methodologies, and best practices across the organization
• Create and implement comprehensive sales training programs
• Foster a culture of accountability, collaboration, and continuous improvement

• Oversee entire customer lifecycle from prospect to long-term strategic partner
• Ensure 90%+ customer retention rate and drive expansion within existing accounts
• Partner with delivery teams to ensure seamless client onboarding and satisfaction
• Develop strategic account plans for key clients representing 70%+ of annual revenue
• Identify upselling and cross-selling opportunities across our service portfolio

• Identify and penetrate new market segments within healthcare provider space
• Develop competitive positioning and value propositions for our service offerings
• Collaborate with marketing on lead generation campaigns and content development
• Represent company at industry events, conferences, and networking opportunities

• Develop and execute go-to-market strategies for new service offerings and market segments
• Build and maintain strategic relationships with key industry partners including Microsoft and Ui Path
• Collaborate with technology and delivery partners to identify opportunities and selling initiatives
• Leverage partner ecosystems to accelerate deal flow and enhance solution capabilities.
• Participate in partner programs, joint marketing initiatives, and co-branded events

• 10+ years of B2B technology sales experience with 5+ years in leadership roles
• Proven track record of personally closing $3M+ in annual sales in services.
• Experience managing and scaling sales teams to achieve $10M+ in team revenue
• Strong background in healthcare technology or provider services (preferred)
• Experience selling custom software development, data analytics, or automation services

• Deep understanding of healthcare provider operations and IT challenges
• Knowledge of Microsoft technology stack (.NET, Azure, SQL Server, PowerBI)
• Familiarity with HIPAA compliance and healthcare data security…