Mid-Market Account Executive

Compliancy Group LLC.

$85K — $150K *
US-AnywhereRemote in United States
Healthcare
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3+ years managing full sales cycles with a proven record of meeting or exceeding quotas
  • Experience dealing with sales sizes in the $5K to $75K range
  • Familiarity with sales automation tools like HubSpot or Outreach
  • Knowledge of a structured sales methodology, preferably SPICED
  • Strong consultative selling and discovery skills
  • Collaborative mindset, valuing team success
  • Background in healthcare, compliance, or B2B SaaS preferred

Responsibilities

  • Own and manage the mid-market provider segment for multi-location healthcare organizations
  • Generate and maintain your own sales pipeline through strategic outbound efforts
  • Lead discovery conversations to uncover compliance risks
  • Collaborate with Customer Success to ensure successful client onboarding
  • Maintain accurate HubSpot activity to reflect real pipeline data
  • Monitor territory performance with a data-informed approach
  • Stay informed on the platform, competitive landscape, and regulatory matters

Benefits

  • Extensive onboarding and ongoing training in platform and sales methodology
  • Comprehensive medical, dental, and vision benefits
  • 401(k) with company match
  • Generous paid time off (PTO)
  • Remote-first work arrangement with optional in-person collaboration
  • Transparent and collaborative company culture
Full Job Description
Our Account Executives are the people who take that message to market. This is a consultative, insight-led sales role focused on helping healthcare organizations recognize the gap between the point tools they have and the complete compliance program they actually need. If you are energized by complex sales conversations, motivated by closing meaningful deals, and want to sell something that makes a real difference for patients and providers, this role is for you.

What you will do
  • You'll own our mid-market provider segment: multi-location healthcare organizations, 100+ employees, multi-stakeholder deals.
  • Generate and own your pipeline. You'll be expected to self-source a meaningful share of it through strategic outbound.
  • Lead discovery conversations that uncover the real compliance risk behind the immediate need, and reframe the conversation from point tool to complete program.
  • Partner with Customer Success at handoff to ensure every new client starts strong.
  • Keep your HubSpot activity current and accurate so pipeline and forecast data reflect reality.
  • Track and report on your territory performance with a data-informed view of what is working and what is not.
  • Stay current on our platform, our competitive landscape, and the regulatory environment so you can speak with authority in every conversation.

What we are looking for
  • 3 or more years managing a full sales cycle, with a track record of hitting quota as a consistent top performer.
  • Experience with deal sizes in the $5K to $75K range.
  • Comfort with sales automation tools including HubSpot, Apollo, Salesloft, or Outreach.
  • Familiarity with a structured sales methodology (we used SPICED).
  • Strong discovery and consultative selling skills; you ask before you pitch.
  • A collaborative mentality: you care as much about your teammates' success as your own.
  • Background in healthcare, compliance, or B2B SaaS is a plus.

What Compliancy Group offers
  • Extensive onboarding and ongoing development on both the platform and the sales motion.
  • Comprehensive benefits including medical, dental, vision, 401(k) with company match, and generous PTO.
  • A remote-first role with the option to come together in person at key moments.
  • A transparent, collaborative culture that invests in people and takes the work seriously.

Base Salary $85,000/year + uncapped commission, OTE $130-$150K

Location: Remote, USA

PLEASE READ: Our team has recently been notified of a phishing scam targeting candidates applying for Compliancy Group's open roles, where scammers have been posing as recruiters in an effort to access candidates' personal information. Please note that any communication from our hiring teams will be sent from a [redacted].com email address and we will only respond to applications submitted through appropriate channels.

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