About this role.
Medely is hiring a Revenue Enablement Lead to improve sales-team performance through hands-on deal coaching, onboarding, playbooks, and enablement programs. The role partners closely with Account Executives, Account Managers, revenue leadership, and RevOps to diagnose skill gaps and connect coaching activity to measurable business outcomes. Candidates should bring quota-carrying sales or account-management experience, live coaching capability, and familiarity with methodologies such as MEDDPICC. This is a high-growth, fully remote role focused on scaling practical sales behaviors across new-business and expansion motions.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
4/5Pace & Pressure
5/5Autonomy Level
4/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
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Sample interview questions
I would combine call reviews, pipeline and conversion data, win-loss patterns, and manager input to isolate observable behaviors that correlate with success. I would turn those behaviors into targeted coaching rubrics, practical deal tools, and reinforcement sessions, then monitor adoption and leading indicators such as discovery quality, stage conversion, and sales-cycle progression.
I would start by defining role-specific productivity milestones and the critical skills required at each ramp stage. The program would blend product and market knowledge, live practice, certification, call shadowing, manager coaching, and real-deal application, with dashboards that track certification, activity quality, pipeline creation, and time to first meaningful outcome.
I coach MEDDPICC against a specific live deal by asking the representative to show the evidence behind each element and identify the risks created by missing information. Together, we turn gaps into concrete next steps, such as validating metrics with an economic buyer or securing a champion-led path to the decision process, and inspect progress in subsequent deal reviews.
I would use a layered scorecard: program adoption and proficiency, behavior indicators from calls and CRM hygiene, and business outcomes such as ramp time, stage conversion, win rate, sales-cycle length, expansion performance, and attainment. I would establish baselines and compare results by cohort so leaders can distinguish enablement impact from general market changes.
I would use AI to accelerate content drafting, summarize call patterns, surface recurring objections, and prioritize coaching opportunities. Human coaches and frontline leaders would still validate insights, provide context-sensitive feedback, practice difficult conversations, and build the trust required for sustained behavior change.
The Company
Medely is a high-growth series-C technology start-up reimagining the future of healthcare work by providing an on-demand marketplace and workforce management tools. With the support of top-tier investors, Medely has quickly become a go-to platform for healthcare professionals to instantly access high-paying jobs with the freedom and flexibility to work when and where they want.
As a fully remote team of sharp, collaborative, and entrepreneurial individuals, we are dedicated to redefining the way healthcare workers and facilities work together to provide for patients. We are looking for passionate and skilled professionals to join our team and help us take on tough challenges in this fast-expanding healthcare industry segment.
Join us in our mission to transform the healthcare staffing industry and improve patient lives!
Build the Sales Team Everyone Else Benchmarks Against
Great sales teams are built on more than strong playbooks and content. They are built by coaching that consistently changes how reps show up in the field, week after week. Both matter, and building that combination is exactly the job.
We are looking for a Revenue Enablement Lead who wants to be on the front lines of performance, partnering directly with our Account Executives, Account Managers, and revenue leaders to make our teams measurably better every week.
Much of this role lives in the field: listening to calls, coaching live deals, and diagnosing why one rep consistently wins while another stalls, then turning those insights into programs that lift the entire organization. You will also own the onboarding, playbooks, and content that make that coaching stick, because in a growing org all of it matters.
If you love developing people, thrive in high-growth environments, and believe enablement is ultimately measured by behavior change and business outcomes, not just course completion, you will feel at home here.
What You’ll Own
Coach the team where it matters most
Partner directly with Account Executives, Account Managers, and front-line leaders to lift performance through hands-on coaching
Observe live calls, diagnose skill gaps, and build individualized coaching plans
Coach core selling behaviors: discovery, qualification, value articulation, objection handling, negotiation, and closing
Identify what top performers consistently do differently and scale those behaviors across the team, raising the middle of the performance curve
Become a trusted partner that sellers seek out, not because they have to, but because your coaching helps them win
Build programs that make coaching stick
Own and continuously improve onboarding, ramp, and certification so new hires reach productivity faster and more consistently
Evolve sales playbooks, messaging, and competitive positioning as our product and market change, keeping them practical and used in real deals
Leverage AI tools to automate content creation and program build so more of your time goes to coaching
Create simple, practical resources that reps actually use in live customer conversations
Measure what works
Define success metrics that connect coaching and enablement to seller behavior and business outcomes
Partner with Revenue Leadership and RevOps to prioritize the highest-impact opportunities
Use data to refine programs, spot trends, and improve execution
Manage enablement priorities, communications, and training cadence across the revenue organization
Who Thrives Here
You’ve carried a quota before. The best enablement leaders earn credibility because they have sat in the seat themselves. You know tough discovery calls, lost deals, hard quarters, and the pressure of carrying a number.
You likely have 5-7 years of experience spanning sales, enablement, coaching, or front-line sales leadership within a high-growth technology company. You will do well here if you have:
3+ years in a quota-carrying sales or account management role
Experience coaching sellers in live deals, not only delivering formal training
Strong knowledge of modern sales methodologies such as MEDDPICC and the ability to coach them in real customer situations
A data-driven approach to identifying performance gaps and measuring impact
Excellent communication skills and the ability to simplify complex selling concepts
An AI-forward mindset that embraces technology to increase coaching scale and effectiveness
What Sets You Apart
Experience supporting both new-business and account management or expansion motions
Built onboarding or certification programs that measurably improved ramp time
Coached SaaS sales teams in high-growth environments
Familiarity with conversation intelligence, AI coaching platforms, and modern enablement technology
A reputation for developing top performers and raising the middle of the performance curve
Why Now?
Our revenue organization is growing, and the opportunity now is not simply to hire more sellers. It is to help every seller perform at a higher level. This role will shape how coaching, onboarding, and enablement evolve as we scale. The person who joins will help define what great selling looks like at Medely and build the coaching culture that powers our next stage of growth.
Why Medely: Benefits & Perks
Competitive Compensation: Based on experience and performance
Long-term Incentives: 401k
Healthcare Benefits: Full suite of benefits including medical, dental, and vision insurance
Flexibility: We believe that work/life balance is important, so we offer flexible and unlimited PTO
Paid parental leave
Purpose: Join a growing mission-oriented startup that is modernizing the healthcare industry nationally!
Ownership: Drive meaningful business impact on a team you’ll help build and define!
Remote: Work in a digital environment with all the tools to achieve your work as though you were in the office!
We’re an equal opportunity employer to all. We interview and hire applicants of all backgrounds, orientations, expressions, and identities.
Work location is flexible if approved by Medely.
Medely does not accept unsolicited resumes from agencies. We consider any resume (CV) or biography received from an agency or outside recruiter without prior approval from a member of the Medely Human Resources or Recruiting team to be unsolicited and gratuitous, and such submissions will not be recognized by Medely for purposes of “ownership” of the candidate.
We are an E-Verify company.
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