Source Job

US Unlimited PTO

  • Sell Lively's benefits solutions to enterprise employers with 3,000+ eligible lives through brokers, consultants, and direct named accounts.
  • Manage full-cycle sales from outbound prospecting and demos through contract negotiation and close.
  • Exceed quotas and activity metrics while building territory and channel relationships in the PST/MST region.

Sales Salesforce CRM Consultative Selling Employee Benefits Outbound Prospecting

20 jobs similar to Regional Enterprise Sales Director - West (PST + MST)

Jobs ranked by similarity.

US

  • Drive new business sales within your territory and manage all sales activity to meet or exceed quota.
  • Conduct outbound phone and email sales with prospects and brokers, managing a pipeline of leads and opportunities.
  • Develop and expand broker channel relationships while partnering with marketing and product teams to execute sales strategy.

Lively provides user-centric benefit solutions, including a top-rated modern HSA and a full suite of other benefits and services for employers, consumers, and financial institutions. It is a remote-first company headquartered in San Francisco with employees across the US, offering a culture of hard work, fun, and respect.

US

  • Own the full sales cycle for enterprise employers in the Northeast, from discovery to close.
  • Build trusted relationships with HR, Benefits, and Total Rewards leaders at self-insured employers.
  • Coordinate executive-level presentations, live demos, and ROI analyses with internal teams.

Sword is an AI-powered healthcare platform that delivers virtual physical therapy, women's health, cardiometabolic, and mental health programs. With over 700,000 members and 1,000+ enterprise clients, it has raised more than $500 million from leading investors and is backed by 42 clinical studies.

$150,000–$180,000/yr
US

  • Achieve annual new business sales objectives by leveraging existing relationships with benefit consultants and insurance brokers.
  • Develop strategies to acquire new business through continuous broker communication and consultative services.
  • Maintain a fully remote work style with 50% travel, requiring proximity to a major airport.

We are a national third-party administrator that delivers customized self-funded benefit programs. We are a mission-driven company with a focus on innovative cost containment strategies.

US 12w maternity 12w paternity

  • Identify, pursue, and close business with self-funded employers in assigned territory.
  • Use a consultative approach to sell Included Health’s suite of products to enterprise customers (20,000+ employees).
  • Build relationships with senior benefits and rewards leaders and their trusted advisors.

Included Health is a healthcare company delivering integrated virtual care and navigation, breaking down barriers to provide high-quality care for everyone. They are a growing company with a remote-first culture, offering comprehensive benefits and a mission-driven environment.

  • Own the full sales cycle for enterprise accounts, targeting net-new logos and expanding existing customer relationships.
  • Build and execute a disciplined sales process, negotiate complex enterprise deals with ASP ≥ $100k, and consistently exceed quotas.
  • Collaborate cross-functionally with Customer Engineering, Product, Legal, and Engineering to close technically complex deals and influence the roadmap.

Sourcegraph builds code search and intelligence tools that give engineering organizations full visibility and control over complex codebases. It is a globally distributed, all-remote team backed by a16z, Sequoia, and Redpoint, with a culture that values high agency, direct communication, and customer love.

$50,000–$150,000/yr
US

  • Prospect and identify potential clients through market research and cold calling activities.
  • Develop sales strategies, deliver virtual or onsite client presentations, and respond to RFPs, bids, and information requests.
  • Record all touchpoints in the CRM, stay up to date on RRD products, and build individual forecasts and sales strategies.

RRD is a leading global provider of marketing, packaging, print, and supply chain solutions that elevate engagement across the complete customer journey. With 32,000 employees across 28 countries and 22,000 clients including 93% of the Fortune 100, RRD brings the expertise, execution, and scale designed to transform customer touchpoints into meaningful moments of impact.

US Unlimited PTO

  • Own a dedicated territory and run complex multi-stakeholder sales cycles with senior communications, PR, and crisis leaders.
  • Generate your own pipeline through outbound efforts and turn industry events and conferences into qualified opportunities.
  • Carry a defined share of 2027 revenue and maintain accurate pipeline and forecast discipline in the CRM.

PeakMetrics is a narrative intelligence platform that protects enterprises and government agencies from social media manipulation and emerging narrative threats using machine learning. As a remote-first startup, we offer a vibrant, inclusive culture and opportunities to build new functions from the ground up.

Americas Unlimited PTO 16w maternity 16w paternity

  • Research and identify target accounts using various tools and resources to build a robust prospect list.
  • Initiate outreach through cold calls, emails, and social media to generate interest and qualify leads.
  • Maintain accurate records of prospect interactions and pipeline status in our CRM.

Customer.io helps teams send smarter, more relevant messages using real-time behavioral data, serving over 9,000 companies. We're a culture of empathy, transparency, responsibility, and a little awkwardness, committed to taking great care of our people.

US Unlimited PTO

  • Close new logos and expand existing business within an assigned territory, meeting and exceeding sales goals.
  • Leverage cross-functional internal teams to navigate complex sales cycles and maintain relationship maps.
  • Lead compelling presentations of Prophecy's product and vision to audiences from C-level executives to individual contributors.

Prophecy is building the next generation of AI-powered Data Prep and Analytics, enabling teams to turn raw data into reliable insights. They work with leading enterprises, focusing on governance, security, and operational control.

$80,000–$130,000/yr
United States

  • Engage warm leads through high-volume outbound calls.
  • Close sales through consultative one-call or two-call processes.
  • Manage a dynamic pipeline to meet and exceed sales targets.

Achieve is a digital personal finance company that provides personalized financial solutions like loans and debt consolidation. With over 2,500 employees, the company fosters a supportive culture and offers hybrid and remote roles across the US.

US Unlimited PTO

  • Drive full-cycle sales by identifying and engaging high-potential prospects and re-engaging dormant clients.
  • Conduct outbound prospecting via phone, email, and LinkedIn to present Toptal’s value proposition.
  • Manage the sales funnel and ensure timely CRM documentation while providing leadership with clear forecasts.

Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams on-demand. With $200+ million in annual revenue and team members around the globe, Toptal is the world's largest fully remote workforce, fostering innovation and a fast-paced culture.

North America Unlimited PTO

  • Own the end-to-end sales cycle for Mid-market accounts across NAMER, from prospecting to closing.
  • Build a robust pipeline through outbound prospecting, networking, and strategic partnerships.
  • Collaborate cross-functionally with Sales Engineering, Product, and Customer Success to deliver exceptional customer experiences.

Primer provides unified infrastructure for global payments, giving finance and payments teams visibility and control. Backed by top investors like Sofina and Accel, we are a fully remote, globally distributed team building a culture of challenging work with strong support and collaboration.

Global

  • Assess client needs and present suitable benefit options.
  • Maintain client relationships and perform administrative tasks.
  • Work from home with a qualified-interest pipeline and full training.

Global Elite Empire Consultants is a consulting company that provides benefit coordination services. They operate remotely and value driven, trainable individuals.

US

  • Take requested conversations — no cold lists
  • Explain benefit options simply and help clients enroll when it is a fit
  • Keep a clean follow-up rhythm

Global Elite Empire Consultants helps people understand and enroll in financial-protection benefit options. They provide a remote work environment with coaching and leadership opportunities for motivated individuals.

$300,000–$360,000/yr
US Unlimited PTO 16w maternity 6w paternity

  • Generate new business sales revenue by building strategic territory plans and driving complex enterprise sales cycles from engagement to close.
  • Prospect into enterprise accounts, identify pain points tied to productivity and AI readiness, and engage IT, Digital Workplace, and executive stakeholders.
  • Partner with internal teams and channel partners to sell the full Nexthink solution, consistently exceeding monthly, quarterly, and annual bookings targets.

Nexthink is the leader in Digital Employee Experience, providing real-time visibility into how employees experience technology. Recognized as a category creator and valued at $3 billion, it offers a fast-paced, collaborative culture focused on innovation.

  • Own the full sales cycle from presentation to close, exceeding targets.
  • Collaborate with product and marketing teams to refine strategy and drive adoption.
  • Build community relationships and prospect for new opportunities, with quarterly travel.

Tekmetric is an all-in-one cloud-based software platform for auto repair shops, helping them streamline operations and grow their business. Founded in 2017, the company has grown into an industry leader with a strong culture focused on transparency, integrity, and innovation.

US 3w PTO

  • Generate new business by engaging inbound leads and proactively developing prospective client relationships through consultative selling.
  • Manage prospects throughout the sales cycle from initial contact to contract close, using CRM and virtual collaboration tools.
  • Meet monthly quotas for new client contracts and collaborate with marketing, business development, and leadership to strengthen the sales funnel.

Jobgether is an AI-powered job matching platform that connects candidates with hiring companies through objective, fair review processes. The company uses automated systems to identify top-fitting candidates and shares shortlists with employers, operating with a remote-first work environment.

$150,000–$155,000/yr
US

  • Manage full-cycle sales deals from demo to close.
  • Research and target companies using prospecting tools and build a pipeline.
  • Negotiate contracts and document all sales activities in Salesforce.

Human Interest provides affordable and accessible retirement plans for small and medium-sized businesses. It is a high-growth fintech company backed by top investors like BlackRock and SoftBank, with a mission-driven culture focused on closing the retirement gap.

US

  • Assess client needs and teach benefit options remotely.
  • Manage notes, appointments, and CRM hygiene after meetings.
  • Work from home with a qualified-interest pipeline and no cold calling.

Global Elite Empire Consultants provides virtual benefits consulting and relationship management services. The company values driven, trainable individuals and supports remote work with full training and a current tech stack.

$51,500–$86,500/yr
US

  • Manage a pipeline of families engaged with A Place for Mom, guiding them through the final stages of their move-in decision.
  • Execute high-volume phone, text, and email outreach to re-engage families and advance them toward tour and decision.
  • Meet monthly sales targets by building trust, coordinating with communities, and maintaining accurate CRM documentation.

A Place for Mom is a leading platform that helps families navigate the senior care search, connecting them to vetted senior living communities and home care providers. A mission-driven, remote-friendly company, it has supported millions of families since 2000.