Director of Sales - Financial Services

Posted Thursday, January 29, 2026 at 8:00 AM

Job Description:

Dire ctor of Sale s – Fina ncial Ser vices

Reports to (position): SV P Financ ial Servi ces

Level / Grade:
Dire ctor

Location:

Overland Park, KS preferred / open to US Remote

Employment Type:

Full Time, Exempt

Work

Conditions:

Office Environment or remote

Travel:
Up to 50% if located in KS, >50% if remote

Telecommute:
Yes

Minimum Education al Req:
Bachelor's degree in business management or related field

Years of

Experience:

5 + years as sales M an ager or sales Dire ctor in a B2B sales organization . Experience in selling education services a plus.

Position Summary:

The Dire ctor of Sales will be responsible for developing and leading the go-to-market strategy for our Insurance and Security business unit by aligning sales resources and activities with the appropriate market segments. They will lead a team of account executives to expand the footprint of existing B2B accounts while acquiring new customers. They will also research new routes to market in order to maximize coverage and gain market shares in under-represented segments.

We’re looking for a self-starter, an individual who will be able to implement a multi-faceted approach to the market while implementing the adequate processes and sales discipline and driving the right behaviors. The ideal candidate has experience working in a B2B sales environment and has demonstrable success in building high-performance go-to-market teams.

Essential Functions /

Job Responsibilities:

• Own and drive top-line revenue growth through existing account development and new logo acquisition
• Oversee Salesforce utilization and data accuracy to ensure clear visibility into pipeline health and forecasting.
• Establish and track key performance metrics ( activities , time to close, retention , deal velocity, pipeline coverage).
• Build out regular meeting cadence to ensure strong funnel management and accountability.
• Establish and implement clear territory methodology , comp plans, and sales targets
• Own and drive top-line revenue growth through existing account development and new logo acquisition
• Expand customer base by building and maintaining executive relationships with key customers; and working directly with prospects and direct reports on new opportunities
• Provide sales forecasts , revenue commitments, or related reports to senior management for strategic planning purposes
• Participate in strategic planning to develop thorough, bottoms-up revenue projections for annual budgets and multi-year projections
• Work with the marketing and product team to align market opportunities to go-to-market strategy and tactics and build effective sales campaigns to grow awareness, generate qualified leads, win and retain customers

Skills Required:

• Experience leading a B2B sales organization selling to a mix of large, medium and small enterprises, preferably into a regulated industry
• Experience selling value to enterprises, and developing and owning business cases to support and demonstrate that value
• 5 + years of senior sales management experience with a proven track record of driving top-line growth and exceeding quotas
• Strong leadership and management skills with experience implementing disciplined sales processes
• Ability to operate in an acquisitive environment with conviction and urgency
• Proven ability to identify key stakeholders, develop and maintain sales relationships
• Entrepreneurial attitude: you get the strategies and tactics needed to develop and grow new business opportunities

Supervisory Responsibility:

This position directly supervises a team.

Physical Requirements:

The physical demands of this position are representative of those that must be met by an employee to

successfully perform essential functions of this job. Reasonable accommodations may be made to

enable individuals with disabilities to perform the essential functions.

Internal and External Interaction:
This position interacts with peers both in and out of department and their immediate manager on a regular basis.

They may interact with customers and vendors directly in escalation or support situations in a large geographical area. They may interact with Managers in other departments.

Employment benefits granted upon hire date:

• Tuition reimbursement, subject to approval
• Paid company holidays ( 9 days off per year)
• Flexible Time Off (FTO) , as described in the employee handbook
• Remote and collaborative work environment

Employment benefits granted the first of the month following 30 days of employment include:

• Voluntary participation in Career Certified’s medical, dental, and vision plans, as well as supplemental insurance options
• Voluntary participation in Career Certified ’s 401k plan

Compensation: $140,000 - $170,000 total compensation includes base salary plus commission.