Vice President, Sales

CSIRemote - Wisconsin, WI

About The Position

We are seeking a senior, results-driven Vice President, Sales to drive strategic revenue growth by selling CSI Core Solutions into complex, multi-stakeholder banking organizations. This role expands CSI’s reach into additional growth markets while maintaining our strong commitment to community banks and credit unions. The Vice President, Sales will execute disciplined territory strategies, build executive-level relationships, and deliver measurable results against the sales objectives established by the SVP of Sales. This leader will translate prospect priorities into winning proposals and commercial outcomes. Success requires disciplined pipeline creation, mastery of complex sales cycles, and a strong point of view on market dynamics and competitive positioning.

Requirements

  • Proven sales experience meeting, or exceeding, targets in complex, multi-decision maker sales cycles within the banking industry.
  • Ability to communicate, present and influence all levels of the organization, including executive and C-suite.
  • Ability to effectively work in a matrix, fast paced environment while driving the sales process to close.
  • Proven ability to articulate product and service differentiation and position solutions to win.
  • Excellent listening, negotiation, verbal and written communication, and presentation skills.
  • Bachelor’s degree or equivalent experience
  • 10 years of experience in sales
  • 5 years of experience leading enterprise or complex sales cycles
  • Must have experience in software sales selling into the banking industry
  • Demonstrated success building a territory, pipeline, or book of business from the ground up
  • Ability to set priorities, and execute with discipline
  • Excellent written and verbal communication skills including the ability to explain complex technical solutions to diverse audiences
  • Self-motivated and detail-oriented
  • Must have strong time management and organizational skills and the ability to adhere to deadlines
  • Collaborative and receptive to constructive feedback
  • Applicants must be authorized to work in the United States without the need for sponsorship now or in the future.

Nice To Haves

  • Preferred experience in the Fintech industry
  • Frequent travel is required

Responsibilities

  • Own and consistently exceed annual sales targets across by building and closing a strong pipeline of net-new multi-stakeholder banking prospects.
  • Develop and execute an integrated territory and account plan to achieve targets and expand the customer base, including proactive prospecting to build near- and long-term pipeline.
  • Build, deepen, and sustain executive-level relationships with key stakeholders to support long-term customer success and retention.
  • Partner with customers to understand their needs and shape effective go-to-market strategies.
  • Communicate CSI’s value proposition through clear, executive-ready proposals and presentations.
  • Provide accurately, timely forecasting and performance reporting.
  • Collaborate effectively across Product, Marketing, Legal, and Implementations to advance deals and support sales success
  • Maintain accountability for understanding and communicating fintech and banking industry trends to strengthen competitive positioning and win in the open market.

Benefits

  • Competitive salary
  • Eligibility for incentive awards based on both individual and business performance
  • Comprehensive range of benefits
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service