Regional Vice President - Sales at Outreach

| Seattle
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Our success is dependent on building teams that include people from different backgrounds and experiences who can challenge each other’s assumptions with fresh perspectives. To that end, we look for a diverse pool of applicants including those from historically marginalized groups — women, people with disabilities, people of color, people who are lesbian, gay, bisexual, transgender, and/or gender nonconforming, first and second generation immigrants, veterans, and people from different socioeconomic backgrounds.


Outreach is a leader in sales engagement software and one of the fastest growing technology companies in the world. Founded in 2014, we’ve experienced incredible growth - both the platform and the company culture have achieved worldwide recognition.

As an integral member of the sales leadership team, your prior experience will be valued in this fast growing organization where everyone rolls up their sleeves to achieve the ambitious, yet attainable goals we achieve every year. 

We are the experts on our product, the Sales Engagement industry, and contextualize together how it delivers value for our customers. A successful team member will be collaborative in their approach while advocating for customer needs to improve product, positioning, and capabilities. 


We are looking for a Regional Vice President of Sales to lead our large Commercial growth organization and scale with this fast growing organization. The person successful in this role will have a passion for building and maintaining high performing organizations, be a “hands on” generalist who is not only naturally data driven, and a strategic thinker with a doer attitude understanding the value and importance of company culture and happy employees. They will thrive in the fast-paced environment of a startup, and are able to execute on large initiatives, while wearing multiple hats.

You will lead our efforts to build our culture to attract and retain the best employees and customers. As a member of the Go To Market Leadership team, you will be responsible for employee engagement, performance management, leadership development, staffing and much more.

Locations: Seattle, New York, San Francisco, Boston, or Austin

Our Vision Of You

  • You’re a leader – who builds world class, engaged and performance driving teams. You are adept at articulating vision and breaking it down for your managers to communicate and execute
  • You have exceptional pattern recognition – someone who evaluates data to uncover business insights and drive decision-making
  • You’re willing to sign up for high-reaching results and committed to high business impact
  • You’re comfortable making strategic trade-offs, and have a history of successful decision-making 
  • You’re an effective communicator who prioritizes quality of work and successful outcomes over ego
  • You’re an influencer due to the credibility of your results
  • You’re a collaborator who works cross-departmentally to achieve outcomes for our customers


  • Partner with Customer Success and Sales leadership to win renewals and expansion
  • Build an industry leading sales team within the broader sales organization, founded on best practices, clarity of focus, curiosity, and the ability to translate goals into measurable actions
  • Supports 4 direct reports and maintains overall ownership of Revenue and Renewal goal
  • Provides ongoing development of sales team which includes recruiting, hiring and training new reps on the Outreach sales process
  • Conducts weekly forecast/renewals meetings. Coaches direct reports re: strategies to drive deal closureReports on sales activity and forecast to senior sales management
  • Consistently monitors the sales activity of the team and tracks the results
  • Serves as an active member of the leadership team and builds strong, collaborative relationships throughout the Sales, Support, Pre-Sales, and Success organizations
  • Collaborate with sales enablement, marketing, customer success, SDRs, solutions consulting, product and technology business leaders to ensure optimal support of sales activity
  • Assess the needs of our customers and gather user feedback to improve upon existing solutions and design and iterate sales process and operations
  • Live and breathe the corporate values fueling our success and make us who we are


  • 8-10+ years of outstanding results in leading sales organizations delivering customer growth with 4+ years as a Manager of Managers. Preferably within a B2B SaaS or subscription business environment. Experience managing a 100M+ territory is ideal
  • Experience in building Sales organization structure, process and measurement focus
  • Proven record of success in a high volume transaction sales environment. Experience selling to the enterprise
  • Proven ability driving process improvements while leveraging strong problem solving and analytical skills
  • Demonstrated, proven success in lead generation, prospecting, contract negotiation and closing customers. Results-driven coach, mentor and role model who manages and develops best-in-class talent and drives group results through teamwork and individual performance improvement
  • Proven ability to build positive relationships and influence. Strong communication and interpersonal skills; ability to be personable yet persistent
  • Experience leveraging

Values drive our behaviors and the decisions we make. In addition to the above, we look for candidates who share and can demonstrate our core values:

  • We are hungry craftspeople - we’re obsessed with continuous improvement
  • We have grit and perseverance - we know that true champions have the will to break through walls
  • We are one with our customers - we treat their pain and success as our own
  • We’re always honest - with ourselves, our colleagues and our community
  • We got your back - working at Outreach means you’re part of a family where no matter what, we’ll help you accomplish ever great feats and celebrate with you
  • We take ownership - each of us is responsible for our collective success, and we expect you to represent your authentic self
  • We find strength in diversity, equity and inclusion - we go out of our way to find different points of view that challenge our own perspective

Why You’ll Love It Here

• Generous medical, dental, and vision coverage for full-time employees and their dependents
• Flexible time off
• 401k to help you save for the future
• Company-organized and personal paid volunteer days to support the community that supports us
• Fun company and team outings (or virtual events these days!) because we play just as hard as we work
• Diversity and inclusion programs that promote employee resource groups like OWN (Outreach Women's Network), AAPI, Rainbow (LGBTQIA+), Gender+, LatinX, Black Excellence, Disability Community, and Veterans
• A parental leave program that includes not just extended time off but options for a paid night nurse, food delivery, gradual return to work, and the Gottman Institute's Bringing Home Baby course for new parents
• Employee referral bonuses to encourage the addition of great new people to the team
• Plus, unlimited snacks and beverages in our kitchen (once we're back in the office, that is!)
• We’re an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status

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Technology we use

  • Engineering
    • GolangLanguages
    • JavascriptLanguages
    • PythonLanguages
    • RubyLanguages
    • Elixir Languages
    • ReactLibraries
    • ReduxLibraries
    • HadoopFrameworks
    • Node.jsFrameworks
    • Ruby on RailsFrameworks
    • SparkFrameworks
    • MySQLDatabases
    • RedisDatabases


Our Lower Queen Anne office is located along the beautiful Elliott Bay waterfront north of Belltown, near Myrtle Edwards Park.

What are Outreach Perks + Benefits

Outreach Benefits Overview

At Outreach, we believe in taking care of our employees as whole people, and our benefits and perks reflect that value. We offer benefits and perks such as flexible time off, a 401k to help save for the future, employee resource groups, and Diversity, Equity, and Inclusion trainings. Our wellness benefits include a generous medical, dental, and vision package for full-time employees and their dependents, access to our EAP (Employee Assistance Program), mental health supports, and FSA and DCFSA options. For new parents, we offer a parental leave program that includes not just extended time off but options for a paid night nurse, food delivery, gradual return to work, and the Gottman Institute's Bringing Home Baby course.

Volunteer in local community
Outreach organizes quarterly events for employees to volunteer together in the community. We also offer paid time off for volunteer days.
Friends outside of work
Eat lunch together
Intracompany committees
Daily sync
Open door policy
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Pair programming
Open office floor plan
Highly diverse management team
Outreach's leadership team is highly diverse, reflects our commitment to diversity and inclusion, and is focused on continuous improvement of our DEI initiatives.
Unconscious bias training
We offer DEI trainings to help facilitate understanding of issues surrounding equity and inclusion, including unconscious bias.
Diversity manifesto
Mean gender pay gap below 10%
Diversity Employee Resource Groups
Employee Resource Groups such as Outreach Womxn's Network (OWN) and others that exist to support employees from underrepresented populations are supported from the top down at Outreach.
Hiring Practices that Promote Diversity
Outreach provides training to encourage diverse hiring and the Recruiting Team is constantly searching for innovative ways to reach a diverse population of candidates.
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
All employees receive a basic life insurance plan at the $100,000 level. Employees can elect voluntary life insurance if they would like additional coverage beyond the $100,000 level.
Wellness Programs
Outreach's EAP (Employee Assistance Program) offers free, confidential counseling, 24-hour crisis telephone counseling, addiction support, etc.
Mental Health Benefits
Retirement & Stock Options Benefits
Company Equity
Performance Bonus
Child Care & Parental Leave Benefits
Generous Parental Leave
Flexible Work Schedule
Outreach provides flexible start and end times, as well as flexible Friday schedules.
Remote Work Program
Family Medical Leave
Return-to-work program post parental leave
Vacation & Time Off Benefits
Unlimited Vacation Policy
Generous PTO
Outreach offers unlimited PTO.
Paid Volunteer Time
Paid Holidays
Paid Sick Days
Outreach offers unlimited PTO.
Perks & Discounts
Beer on Tap
Casual Dress
Commuter Benefits
Company Outings
Stocked Kitchen
Some Meals Provided
Happy Hours
Pet Friendly
Relocation Assistance
Professional Development Benefits
Job Training & Conferences
Diversity Program
Lunch and learns
Cross functional training encouraged
Promote from within
Time allotted for learning

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