Senior Sales Enablement Specialist

Assort Health

β€’ $90K β€” $120K *
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 2-5 years of experience in sales enablement, training, or related GTM roles (preferably SaaS)
  • Experience in establishing or managing onboarding programs from inception to execution
  • Problem-solving mindset: prioritizing rep needs over creating materials
  • Background in command-of-the-message or value-selling instead of feature training
  • Strong operational skills to manage logistics and maintain program schedules
  • Facilitation skills to engage participants during live training sessions
  • Ability to adapt and contribute in a rapidly evolving program environment

Responsibilities

  • Own logistics for onboarding cohorts, including scheduling and coordination
  • Facilitate training sessions and structured activities with the Enablement Lead
  • Manage onboarding guides and milestone tracking for new reps
  • Administer certification processes and track completion metrics
  • Conduct weekly enablement sessions for the SDR team and provide coaching support
  • Run end-to-end enablement sessions, including agenda creation and follow-up
  • Maintain the enablement resource library and support tool rollouts

Benefits

  • Competitive compensation package including salary and stock options
  • Annual professional development budget for lifelong learning
  • Office setup stipend for a comfortable and productive workspace
  • Comprehensive health coverage including medical, dental, and vision insurance
  • Unlimited PTO for work-life balance and recharge
  • Meals and snacks provided to support health and well-being
  • Fitness stipend for monthly gym or wellness memberships
  • Commuter benefits for transportation cost coverage
  • 401(k) plan to aid in retirement savings
Full Job Description
About the Role

We're looking for a Sales Enablement Specialist or Manager to own both content and delivery. On the content side, that means building and maintaining onboarding curriculum, certification materials, skills workshops, SDR playbooks, and product enablement assets - keeping them current as our product, segments, and sales process evolve. On the delivery side, it means leading live sessions, running cohorts, coaching reps, and making sure the content you build actually lands.

You'll partner closely with our Enablement Lead, who owns strategy, program and curriculum design, and sales leadership programs. Your ownership is execution: the content reps need, built well and delivered consistently. If you're a builder who also loves being in the room - and you know that great enablement is about skill-building, not slide decks - we want to talk.

What You'll Do
Onboarding Facilitation & Cohort Management
  • Own logistics for monthly onboarding cohorts: scheduling, SME coordination, new-hire comms, and content prep for AEs, SDRs, and SEs across our Provider Group and Health Systems segments
  • Facilitate sessions and structured activities (pitch practice, deal simulations, role-plays) alongside the Enablement Lead
  • Manage the rep Month 1-6 onboarding guides and milestone tracking so nothing falls through the cracks


Certification Administration
  • Help administer pitch deck, demo, and deal simulation certifications across both segments (Provider Group and Health Systems have separate tracks)
  • Track certification completion and identify where reps stall - use dropoff data to flag coaching opportunities
  • Support reinforcement for reps who miss certifications or need extra reps


SDR Program Management & Delivery
  • Own weekly enablement for our SDR team: dedicated sessions, outbound skill-building, and ongoing coaching support
  • Run enablement sessions end-to-end - from agenda to debrief
  • Track SDR engagement with enablement content and surface gaps to the Enablement Lead


Skills Coaching & Workshops
  • Run Gong scorecard review consolidation and prep manager feedback reports
  • Facilitate workshops, coordinate role-plays, and run call coaching sessions
  • Apply structured coaching methodology (discovery, qualification, multithreading) across the rep population


Content Management & Tooling Enablement
  • Create, organize, and audit content in our LMS and Deal Room - keep the enablement library current and searchable
  • Support product and tooling enablement rollouts (session delivery, logistics, rep comms)
  • Maintain Gong library folders and recording organization


Program Operations
  • Own the enablement Google Calendar - every session, every cohort, every certification deadline
  • Run post-session surveys, synthesize feedback, and flag trends to the Enablement Lead
  • Handle comms for every session: pre-session reminders, resource links, follow-up recaps


What We're Looking For
  • 2-5 years of experience in sales enablement, sales training, or a related GTM role (SaaS preferred)
  • You've stood up or run onboarding programs before and can speak to what you'd prioritize on day one through month 6
  • You approach enablement as a problem to solve, not a deck to build - you ask "what does the rep need to succeed?" before jumping to solutions
  • Command-of-the-message or value-selling background (not feature training) - you know what good discovery looks like, and you can teach it, not just practice it
  • Operationally sharp: you can own a calendar, manage logistics across multiple stakeholders, and keep programs running on time
  • Facilitation skills - you're comfortable running live sessions and keeping a room engaged
  • Comfortable working in a fast-moving environment where the program is still being built and you'll have real input into it
  • Familiarity with Gong, Salesforce, Accord, or similar GTM tools (we'll get you up to speed, but prior exposure helps)


Benefits & Perks for Assorties
  • Competitive Compensation - Including salary and employee stock options so you share in our success.
  • Lifelong Learning - Annual budget for professional development, plus training opportunities to help you grow.
  • Office Setup Stipend - We'll outfit your in-office workspace so comfy as it's productive.
  • Top-Tier Health Coverage - Medical, dental, and vision insurance, because your health comes first.
  • Unlimited PTO - We trust you to take the time you need to recharge and come back ready to crush it.
  • πŸ₯— Meals & Snacks - Lunch, dinner, and snack breaks that fuel great ideas.
  • Fitness Stipend - Your wellness matters. We reimburse monthly membership costs to support your health.
  • πŸš† Commuter Benefits - We cover eligible transportation costs to make your trip to work easier.
  • 401(k) - Build your retirement savings.

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