Sales Enablement Specialist - US SMB Growth

sunday

Chicago (IL)

Hybrid

USD 85,000 - 120,000

Full time

5 days ago
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Benefits offered by this job

Stock options
Vacation policy
Health insurance (family)
Location-based benefits

Job summary

sunday is hiring a Sales Enablement Analyst to join our US Sales organization. You’ll be the on-the-ground coaching arm, running trainings, coaching sellers, and creating practical enablement materials for SMB and mid-market teams serving restaurant operators.

In this hands-on role, you’ll learn the local sales motion, tailor interventions, measure impact, and partner with global enablement to ensure content reflects real customer conversations. Join early, grow fast, and shape the journey!

Qualifications

  • 2+ years in SMB or mid-market sales, sales enablement, sales training, sales operations, or a similar seller-facing role.
  • Experience in a high-velocity, hands-on environment where processes are still being built and improved.
  • Strong communication and facilitation skills: you can explain a concept simply, deliver actionable feedback, and keep a group engaged.
  • A practical coaching mindset: you enjoy helping people improve and can adapt your approach to different sellers.
  • Analytical rigor: you can use performance data, call observations, and field feedback to identify gaps and prioritize interventions.
  • Excellent organization and follow-through across multiple training sessions, content projects, and coaching needs.
  • Ownership and bias to action: you are comfortable taking initiative without waiting for a perfect process or complete information.
  • Ability to work directly with local operators, owners, GMs, and other SMB/MM stakeholders, or a strong desire to learn this customer environment.

Responsibilities

  • Support onboarding and ramp for new SDRs and Account Executives in your market, including training logistics, curriculum modules, certification tracking, and ramp reporting.
  • Run recurring live training sessions, workshops, mock pitches, roleplays, and objection-handling sessions that help sellers apply what they learn.
  • Conduct call reviews, shadowing, and individual coaching; identify specific seller gaps and turn them into practical coaching plans.
  • Build, localize, and maintain sales enablement materials such as pitch decks, battlecards, objection handlers, one-pagers, FAQs, talk tracks, and outreach resources.
  • Partner with local sales leaders and the global enablement team to prioritize enablement needs and keep a structured backlog of actions.
  • Use sales and ramp data, call-quality signals, and feedback from the field to identify trends and recommend targeted support.
  • Help sellers understand sunday's products, customer value propositions, restaurant use cases, and evolving sales messaging.
  • Support adoption of sales tools, coaching platforms, CRM workflows, sales methodologies, and new product or process launches.
  • Share local market insights with the global enablement function so content and training reflect real customer conversations.
  • Document what works, measure the impact of enablement activity, and continuously improve the way sellers are trained and supported.

Skills

SMB Sales Experience
Sales Enablement
Coaching & Training
Analytical Thinking
Ownership & Bias to Action
Stakeholder Management

Tools

CRM software
Call recording platforms
Sales methodologies

Job description

sunday is hiring a Sales Enablement Analyst to join our US Sales organization. You’ll be the on-the-ground coaching arm, running trainings, coaching sellers, and creating practical enablement materials for SMB and mid-market teams serving restaurant operators.

In this hands-on role, you’ll learn the local sales motion, tailor interventions, measure impact, and partner with global enablement to ensure content reflects real customer conversations. Join early, grow fast, and shape the journey!

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