Regional Vice President, Commercial Sales

Docusign • Chicago, IL

13d • Hybrid

About The Position

The Regional Vice President manages, coaches, and motivates a team of Account Executives to grow revenue by expanding spending among existing Docusign customers. The role measures and reinforces accountability for pipeline generation, sales activity, and revenue growth within the team’s book of business. The leader joins customer calls, supports account health monitoring, and maintains relationships with key stakeholders, while guiding territory strategy, account planning, and use of sales tools such as Tableau, Salesforce, and conversational intelligence.

The role provides individual mentorship while building a cohesive, collaborative team. It is responsible for accurate monthly and quarterly forecasts and quota attainment. This is a people manager role reporting to the Area Vice President, Commercial Sales. The position is hybrid, with a minimum expectation of two days per week in an office, and requires travel of 20% or more as needed.

Requirements

• At least 8 years of experience selling software in a quota-carrying role.
• BA/BS degree from an accredited college or university.

Nice To Haves

• At least 5 years of leadership experience managing software sales teams, ideally selling SaaS offerings.
• Demonstrated success exceeding quota by managing a process for growing an existing install base.
• Experience developing and maintaining territory and account plans and negotiating and closing complex deals.
• Track record of hiring, building, coaching, and enabling a rapidly growing team.
• Experience selling an eSignature or CLM solution.
• Experience selling across various industries and territories and cultivating larger, strategic relationships.
• Ability to work on cross-functional projects and teams and leverage internal resources to solve problems.
• Strong verbal and written communication skills, including reporting and forecasting skills.
• Strong attention to detail.

Responsibilities

• Manage a sales team to grow Docusign’s baseline revenue within existing accounts.
• Assess pipeline generation, revenue-generating activities, pipeline health, and quarterly forecasts to evaluate progress and identify areas for improvement.
• Coach Account Executives in vertical market management, forecasting and sales planning, prospecting and pipeline generation within their account base, complex deal negotiations, cross-functional support, and CRM and reporting accuracy.
• Manage team performance, develop a bench of qualified talent, and grow team headcount as needed.
• Develop strategies with Account Executives to further penetrate accounts and reinforce processes for delivering value at enterprise scale.
• Maintain proactive communication with business lines and senior leadership, including delivering accurate forecast and attainment details during weekly forecast calls and quarterly business reviews.
• Identify and support opportunities for training, career diversification, and growth across the team.
• Work effectively in a fast-paced, dynamic environment without significant supervision.
• Travel 20% or more as needed.

Benefits

• Sales variable incentive pay dependent on achievement of pre-established sales goals.
• Restricted Stock Units (RSUs).
• Paid time off and paid company holidays based on region.
• Paid parental leave of up to six months following birth, adoption, or foster care placement.
• Health benefit plan options, including plans with 100% employer-paid coverage and plans with minimum employee contributions, from the first day of employment.
• Retirement and pension programs with potential employer contributions.
• Learning and development options, including coaching, online courses, and education reimbursements.
• Paid compassionate care leave following the loss of a loved one and other life-changing events.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior