Vice President, Sales

Digital Insurance LLC; Bethesda (MD); On-site; USD 275,000 - 325,000; Full time

Benefits offered by this job

Health and wellbeing benefits

Paid time off

Robust learning and development programs

Job summary

Digital Insurance LLC is seeking a Vice President of Sales responsible for leading local and regional sales teams to meet or exceed sales goals. You will develop strategic plans and cultivate a culture of growth, collaborating with local and corporate leadership.

The ideal candidate should have a Bachelor's degree, a minimum of 10 years in sales leadership, and expertise in employee benefits. Compensation includes a base pay range of $275,000–$325,000 annually with potential bonuses.

Qualifications

• Minimum 10 years of proven sales and/or sales leadership experience.
• Thrives in a fast-paced environment with analytical capabilities.
• Effective presentation of data, strong interpersonal and social skills.

Responsibilities

• Collaborate with leadership to develop growth plan and set sales goals.
• Analyze market trends and develop strategy to capitalize on opportunities.
• Lead weekly accountability meetings with the team.

Skills

Strong verbal, nonverbal, and written communication skills

Ability to influence colleagues without direct reporting lines

Proficient in AI tools

Strong knowledge of employee benefits

Internal and external networking ability

Education

Bachelor’s degree

MBA preferred

Tools

Microsoft Office products

Job description

Employee Benefits is the core of our business and at our heart we are a people‑focused organization. Every day we help over 100,000 employers give their employees peace of mind by providing comprehensive insurance solutions.

Role Summary

Vice President of Sales responsible for leading local and regional sales teams to meet or exceed sales goals, developing strategic plans, and cultivating a culture of growth. Acts both independently and in collaboration with local and corporate leadership to drive results.

Responsibilities

• Collaborate with local/regional and national leadership to develop the growth plan and set annual sales goals for the team.
• Communicate sales goals, progress, and updates to all team members throughout the region.
• Actively coach and mentor team members to develop sales behaviors and skills.
• Guide sales colleagues through coaching, attending new business meetings, and strategizing next steps to advance the sale.
• Analyze market trends and develop/implement strategy to capitalize on key market opportunities.
• Develop and maintain a pipeline of sales talent within the market.
• Lead weekly accountability meetings with the team to review activity, progress, top opportunities, and network development.
• Collaborate with local and national marketing teams to develop market branding strategy, including COI’s, key networking events, and new thought‑leadership opportunities.
• Identify key industry verticals and execute marketing campaigns with the marketing team.
• Analyze all sales metrics (wins, markets, verticals) and make adjustments for continuous improvement.
• Identify and cultivate M&A prospects, attending initial meetings to provide an overview of sales strategy.
• Develop strategies for convergent sales (P&C, Retirement & Wealth, Rx Consulting, PEO, HR Consulting).

Qualifications and Requirements

• Ability to influence colleagues without direct reporting lines.
• Strong verbal, nonverbal, and written communication skills.
• Skilled at asking good questions and active listening.
• Internal and external networking ability, with a portfolio of relationships (inclined toward B2B strategy).
• Strong Centers of Influence (COIs) that partner to grow business.
• Ability to manage multiple and changing business, colleague, and market priorities and deadlines.
• Effective presentation of data, strong interpersonal and social skills.
• Thrives in a fast‑paced environment with analytical capabilities.
• Proficient in AI tools to facilitate the sales process.
• Strong knowledge of employee benefits (required) and P&C background (preferred).

Education, Training and Experience

Bachelor’s degree is required; MBA preferred. Minimum 10years of proven sales and/or sales leadership experience. Proficient in Microsoft Office products.

Compensation

Base pay range: $275,000–$325,000 per year, with potential variable compensation, commission, and/or bonus based on performance.

Benefits

• Health, wellbeing, retirement, and other financial benefits.
• Paid time off.
• Robust learning and development programs.
• Job‑related expense reimbursement and employee perks.

EEO Statement

OneDigital is an equal opportunity employer. OneDigital provides equal employment opportunities to all employees and applicants for employment regardless of veteran status, uniformed service member status, race, color, religion, sex, sexual orientation, gender identity, age (40andover), pregnancy, national origin or ancestry, citizenship or immigration status, physical or mental disability, genetic information, or any other category protected by federal, state, or local law.