Senior Sales Enablement & Training Specialist; Hybrid

Hi, Future Homie!

We’re hiring a Senior Sales Enablement Specialist to help build and scale enablement across our sales organization. This is an individual contributor role designed for someone ready to take the next step in ownership and impact. You’ll work closely with our Senior Sales Enablement Manager and be the boots‑on‑the‑ground presence for our Houston sales team. This hands‑on builder role involves creating, delivering, and iterating on training while identifying gaps, maintaining our tools, and helping us scale.

• Own day‑to‑day execution of new hire onboarding: managing schedules, calendar invites, and ensuring all content is loaded and ready
• Track engagement & completion of enablement materials, grade evaluations, and surface knowledge gaps so we can close them fast
• Develop and deliver virtual, in‑person, and self‑paced training sessions tailored to individual sales roles across our payroll, core, and hiring product lines
• Maintain and update onboarding materials as our product, sales process, and tools evolve

• Partner with our Senior Manager on training priorities and content development: training decks, Kahoots, talk tracks, one‑pagers, demo guides, role‑play practice tools, and microlearning modules
• Translate product updates, new partner announcements, and GTM strategy/process changes into clear, seller‑ready enablement assets
• Create and maintain a centralized repository of all sales enablement materials, ensuring content is current, easy to find, and mapped to the right use case and audience
• Apply instructional design principles, multimodal delivery, engagement activities, reinforcement loops, and impact measurement to ensure content actually sticks

• Serve as a day‑to‑day power user and subject‑matter expert on our sales tech stack (Salesforce, Talkdesk, CI platform, and AI tools such as our GPT knowledge base)
• Prompt and configure our CI tool to surface rep skill gaps, objection handling trends, and coaching plans/opportunities
• Utilize Salesforce reporting and pipeline data to identify seller skill gaps or process improvements

• Partner with sales managers to absorb coaching requests and translate them into scalable training resources
• Reinforce sales methodologies and best practices through ongoing sessions, deal support, and coaching materials
  
  Collaborate with Product Marketing, Rev Ops, and Sales Leadership to stay ahead of what's changing and translate it into the field quickly
• Partner with internal stakeholders and external selling teams where needed to design & deliver training beyond the core sales org

• 2+ years in sales enablement, sales training, L&D, or a closely related field OR meaningful sales experience (AE, SDR) with a demonstrated pivot into enablement or training work
• Hands‑on experience with an LMS platform (e.g., Lessonly, Mindtickle, Allego, Highspot, or similar)
• Hands‑on experience with a conversation intelligence tool (e.g., Gong, Jiminny, Clari, Chorus, Level
  
  AI, Nooks, or similar)
• Proficiency in Salesforce (report building, dashboard familiarity, pipeline monitoring)
• Experience building seller‑facing content (talk tracks, training decks, one‑pagers, training modules, or playbooks)
• Strong facilitation skills (commanding a room, gamification, interactive presentation skills)
• Proven experience in prompting AI tools to improve workflows, generate content, and extract insights

• Be Customer Obsessed – Solve problems with empathy and creativity
• Move Fast, Learn Fast – Experiment, take action, and grow every day
• Own Your Impact – Think big, focus on what matters, and make decisions you stand behind
• Master Your Craft – Excellence fuels impact—show up, step up, and make your mark
• Win Together – Put goals over roles, lead with trust, and connect to our mission and each other

• Ownership & Financial Security:
  Stock options + 401(k) with 4% match
• Comprehensive Healthcare:
  Medical, dental, and vision coverage + FSA options
• Flexible Time:
  Unlimited PTO (salaried) + company holidays
• AI access:
  We…