Director, SMB Sales

OpenLoop Health, Inc

• $125K — $150K *
US-AnywhereRemote in United States
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years in sales with at least 3 years in a leadership role
  • Proven experience building outbound sales strategies from the ground up
  • Strong credibility with SMB founders and operators
  • Experience selling to multi-stakeholder organizations
  • Familiarity with creator-led and PLG-driven business models
  • Track record of quickly analyzing and optimizing existing teams
  • Proficient in pipeline management and reporting

Responsibilities

  • Own and grow OpenLoop's SMB book, focusing on multi-location operators and creator brands
  • Develop targeted outbound strategies including messaging and account planning
  • Lead, coach, and develop a sales team with authority over hiring and pipeline management
  • Establish a repeatable qualification standard for SMB deals
  • Optimize speed to first touch on inbound inquiries
  • Collaborate with Marketing to enhance demand generation efforts
  • Manage routing of leads between Inside Sales and upper market segments
  • Ensure smooth handoff between sales and onboarding teams for client activation
  • Drive initiatives to get partners operational quickly
  • Create and maintain performance scorecards for the segment

Benefits

  • Medical, Dental, and Vision plans
  • Flexible Spending/Health Savings Accounts
  • Flexible PTO
  • 401(k) with Company Match
  • Life Insurance, Pet Insurance, and more
Full Job Description
About the Role

As Director of SMB Sales you own the operators and founders who are building something and need a partner who moves at their speed. Two of our fastest-growing segments sit inside your book and they anchor the role:

Multi-location brick and mortar operators. Practices and clinic groups scaling past their first site, where the buying decision involves an operations lead, a finance approver, and a clinician, and where the revenue ceiling is several times the single-site deal.

Early-stage creator-led brands. Founders with an audience, going zero to one on a health product, who need speed and a clear path rather than a discovery process.

This is a build. Today these deals mostly arrive by accident. You will own the outbound motion that goes and gets them, the qualification standard that separates them from single-location inbound below you and mid-market above you, and the handoff that turns a signature into sites that are live and producing patients. You inherit a team and the authority to shape it.

What You'll Do
  • Own OpenLoop's SMB book end to end, with multi-location operators and early-stage creator brands as the two priority growth segments.
  • Build the outbound motion: targeting, messaging, sequencing, and the account plan for a multi-stakeholder buyer. This is majority outbound with an inbound overlay.
  • Lead, coach, and develop the team, with authority over composition and headcount as pipeline supports it.
  • Build the qualification standard that separates SMB from single-location inbound and from mid-market, and make it repeatable enough that a new hire can run it.
  • Own speed to first touch on the inbound that routes to your segment.
  • Partner with Marketing on ABM, events, and gifting as the primary demand sources here, and tell them with evidence when targeting or volume is the constraint.
  • Hold the routing boundary in both directions, with Inside Sales below and mid-market and enterprise above, and propose changes to it once you have data.
  • Own the handoff standard to onboarding and activation, and be accountable for first twelve months' revenue from the accounts your team closes.
  • Drive Launchpad attach as the fastest path to getting partners live and producing patients.
  • Build the scorecard for a segment that does not have one yet, and report the constraint honestly, whether it is targeting, pipeline volume, or rep performance.
  • Other duties as assigned.


Who You Are
  • 7-plus years in sales with 3-plus years leading a sales team, including a team responsible for generating its own pipeline.
  • You have built an outbound motion from scratch. Targeting, messaging, sequencing, and the account plan, not just enforced someone else's cadence.
  • You are credible with SMB owner-operators and founders. They want decisiveness and a clear path, not a discovery framework.
  • You have sold into multi-stakeholder organizations where the person who says yes is not the person who signs.
  • You are fluent with creator, influencer-led, and PLG-driven businesses, and you understand how an early-stage operator buys.
  • You have taken over an existing team, formed a fast and accurate read, and acted on it.
  • You are fluent in pipeline math and you will tell a leader when a target is not supported by the inputs.
  • You operate well with incomplete data and say so out loud.

Our Benefits

In addition, for salaried positions you would also be eligible for:
  • Medical, Dental, and Vision plans
  • Flexible Spending/Health Savings Accounts
  • Flexible PTO
  • 401(k) + Company Match
  • Life Insurance, Pet insurance, and more

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