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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.

Sales Salesforce CRM Employee Benefits Consultative Selling Territory Management

20 jobs similar to Regional Sales Director (Mid-Market) - East (CST + EST)

Jobs ranked by similarity.

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.

Lively is a benefits platform offering a top-rated modern HSA along with FSA, HRA, and other benefit solutions for employers and consumers. The company is remote-first, headquartered in San Francisco, and fosters a down-to-earth culture with employees across the US.

$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 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.

  • 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.

$180,000–$200,000/yr
US

  • Aggressively hunt for new opportunities in commercial and industrial verticals.
  • Cold-call, conduct site visits, and deliver product presentations in-person and virtually.
  • Maintain a healthy prospect pool by generating leads and qualifying incoming leads.

AMAROK is the Nation’s leader in the perimeter security industry, providing asset protection to over 8,000 properties nationwide. The company has a supportive, top-notch culture and is one of the fastest-growing U.S. companies.

$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.

$135,000–$135,000/yr
US

  • Strategically drive account sales by developing business plans to maximize profitability.
  • Build and maintain strong customer relationships through account penetration and prospecting.
  • Collaborate with marketing and demand generation teams to proactively reach potential customers.

Mountz Inc. is a torque tool specialist that develops and services cutting-edge manufacturing tools. As part of Snap-on Inc., they combine decades of expertise with a commitment to precision and safety.

$129,600–$234,200/yr
US

  • Own the full outbound sales cycle for mid-market merchants, from prospecting to close.
  • Build and manage high-quality pipeline through cold outreach, social selling, and targeted campaigns.
  • Develop multi-product solutions across Square's ecosystem tailored to each merchant's unique needs.

Square provides integrated payments and software solutions for sellers of all sizes, enabling them to manage their entire business from one place. Block, the parent company, is a large publicly traded organization with a global team, fostering a culture of inclusion and fair opportunity.

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.

$95,000–$190,000/yr
Americas Unlimited PTO

  • Build and manage pipeline through self-sourced and SDR-supported leads to drive new customer acquisition.
  • Lead full-cycle sales from prospecting through demo and closing, focusing on mid-market accounts.
  • Conduct discovery calls to understand customer goals and position solutions effectively.

Customer.io helps over 9,000 companies send automated, behavior-driven messages like emails and push notifications. They value transparency and inclusion, with a growing team of over 200 employees and a culture centered on empathy, transparency, responsibility, and awkwardness.

India

  • Hunt prospects through inbound and outbound calls, emails, and relationship-building.
  • Communicate value propositions and secure sales appointments with new customers.
  • Document all activities in CRM and collaborate with Account Executives.

BrowserStack is a cloud-based software testing platform that helps over 50,000 customers, including Amazon and Microsoft, deliver quality software at speed. With over 1,200 employees and a remote-first culture, it values transparency, collaboration, 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.

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.

United States Unlimited PTO

  • Serve as the central point for Ada's co-sell engine, embedding with AEs to source and accelerate partner-influenced deals.
  • Build and run joint GTM plans, account mapping, and territory planning with priority partners across primary verticals.
  • Drive net new pipeline growth sourced directly from partners and increase the share of closed/won business influenced by partners.

Ada is an AI customer service company that makes customer service extraordinary by enabling enterprise companies to deliver instant, proactive, and effortless experiences. Established in 2016, the Canadian company has powered over 5.5 billion interactions for leading brands and is backed by over $250M in funding from tier-one investors.

US 24w PTO

  • Generate leads and advance the sales process through outbound calls, emails, and webinars.
  • Manage and expand a sales pipeline using CRM platforms like Salesforce.com.
  • Collaborate with the Sales team to transfer warm leads and acquire additional revenue.

Fujifilm Sonosite is a leader in point-of-care ultrasound technology, providing life-saving imaging solutions for healthcare settings. As part of Fujifilm, a global company with over 70,000 employees, the organization fosters a collaborative, purpose-driven culture focused on innovation and impacting real-world medical scenarios.

US Unlimited PTO

  • Research target accounts and conduct proactive outbound prospecting through phone, email, and LinkedIn.
  • Qualify inbound and outbound leads using established methodologies like MEDDPICC and schedule discovery meetings.
  • Partner with Sales Executives and maintain accurate CRM records to achieve monthly KPI goals.

EAC Product Development Solutions is a complete source for product development needs, transforming how companies design, manufacture, connect to, and service their products. An industry leader for 30 years, the company helps clients optimize technology, systems, people, and processes for long-term success.

$90,000–$128,000/yr
US

  • Lead and develop a high-performing TPA sales team to achieve revenue targets.
  • Drive sales strategies for spending account and COBRA solutions including FSA and HSA.
  • Build relationships with employers, brokers, and internal partners to expand market opportunities.

Our partner specializes in spending account and COBRA solutions, including FSA and HSA products. They operate in a fully remote, growth-oriented environment with a focus on employee benefits and sales leadership.

US Unlimited PTO 16w maternity 16w paternity

  • Lead and develop a high-performing team of 8 Account Executives in Mid-Market.
  • Drive pipeline health and forecast accuracy through disciplined inspection and CRM hygiene.
  • Partner cross-functionally with Sales Ops, Marketing, and Solutions Architects to unblock deals.

Customer.io provides a platform for automated messaging (email, push, in-app, SMS) based on real-time behavioral data. With over 8,000 customers from startups to global brands, the company fosters a culture of empathy, transparency, and responsibility.

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.

US Unlimited PTO

  • Identify and research prospective customers within the target market.
  • Engage prospects in thoughtful conversations to understand their challenges and qualify leads.
  • Schedule meetings for the New Business Sales Team and maintain Salesforce records.

Doximity is the leading clinical AI company with the largest network of U.S. clinicians, trusted by over 85% of physicians and 300+ health systems. They value curiosity, ownership, and inclusion, fostering a mission-driven culture where employees can make a meaningful impact.