<link id='css--app'rel="stylesheet" href="/dist/css/app.min.css"> Opportunities – Trilogy


Regional Vice President Sales, Mid-Market at Skilljar
Seattle, WA, US

Skilljar is seeking an experienced leader for our mid-market sales team to help us build the Skilljar rocketship.  As Regional Vice President Sales, you will be primarily responsible for leading and managing a sales team to meet and/or exceed monthly, quarterly and annual sales objectives.  This role will be responsible for hiring, training, developing and managing a successful sales team that is focused on acquiring new mid-market customers, consistently exceeds quotas and delivers the highest levels of customer satisfaction.  The ideal candidate has a deep understanding of the software industry, has a proven track record of building and leading teams and will incorporate creativity in their approach to driving the Skilljar brand.

We’re looking for a motivated, process-oriented self-starter who is comfortable wearing multiple hats and thrives in a dynamic environment. You must be nimble, highly-collaborative, and able to think on your feet. This is a great opportunity to join a rapidly accelerating growth-stage startup that has hundreds of Fortune 1000, mid-market and SMB clients on its roster.

Are you:

  • A leader; you inspire your team, as well as of cross-functional stakeholders.
  • A coach; you care deeply about the success of your reps and managers providing mentorship in a way that shows no task is too small for you.
  • A quantitative process thinker; you recognize the importance of using numbers to make decisions, are comfortable testing/optimizing, see productivity as a combination of process/technology, and understand how to successfully implement campaigns/programs
  • A communicator; you’re authentic, an expert at addressing issues in a way that leads to increased engagement, and you're great at celebrating wins/progress
  • An executor; you have a bias for action and are known for proactively solving problems.

Would you like to be responsible for:

  • Recruit, manage, train, and retain a high performing team of Account Executives focused on the mid-market
  • Empowering your direct reports to succeed through training & motivation
  • Identifying strengths and weaknesses in your direct reports, and coaching appropriately
  • Giving actionable steps to improve and track progress across weekly 1:1s with your direct reports
  • Joining calls and helping Account Executives remove barriers, while improving their prospect and deal management
  • Set and meet Key Performance Indicators and Objectives and Key Results with the Sales leadership team
  • Provide support for escalations and participate directly in complex sales situations and negotiations - drive the business, not just report on the business
  • Support annual business planning process, including development of go-to-market business plans and territory/comp/quota planning

The ideal candidate will have:

  • 5+ year track record of managing a mid-market B2B SaaS sales team and meeting/exceeding individual and team goals
  • Passion that elevates and inspires when leading the team including hiring, managing performance and developing skill set of direct reports
  • Active listening and information gathering skills to understand customer needs
  • Strong virtual customer-facing and presentation skills with the ability to establish credibility with executives by showing confidence in evangelizing and selling Skilljar.
  • Experience negotiating and navigating contracts and legal discussions with mid-market customers
  • Confident, professional, and effective communicator (both verbally and in written form) that can work with all levels and departments in an organization and get his/her point across in a concise, articulate, and congenial way.
  • Highly proficient in Salesforce, Powerpoint and Excel
  • Ability to handle ambiguity and change - high growth startup experience strongly preferred.
  • Excellent verbal and written communication skills.

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, sex, gender, gender expression, sexual orientation, age, marital status, veteran status, or disability status. We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation.

The Company

Backed by prominent financial institutions, including Mayfield, Shasta Ventures, Trilogy Equity Partners, and Insight Partners, Skilljar is the leading enterprise customer training platform, transforming the way organizations onboard, engage, and retain their customers. Trusted by leading global companies like Slack, Tableau, Liberty Mutual, Cisco, Verizon, and U-Haul, Skilljar provides the essential tools and foundation for successful customer and partner engagement and enablement.

We are a team of bright, dedicated Skillets with startup drive and a passion for education. Headquartered in Seattle, WA, Skilljar is currently operating remotely, with employees based in Washington, Oregon, California, Colorado, Utah, Idaho, Texas, Arizona, Georgia, North Carolina and Florida.

Skilljar is an Equal Employment Opportunity (EEO) employer and does not discriminate on the basis of race, color, national origin, religion, gender, age, veteran status, political affiliation, sexual orientation, marital status or disability (in compliance with the Americans with Disabilities Act) with respect to employment opportunities.

Skilljar does not accept nor are we responsible for any fees associated with unsolicited resumes, LinkedIn bios, or any other candidate introductions.