Senior Sales Enablement & Training Specialist (Hybrid)
Cacheflow
Location Houston Employment Type Full time Location Type Hybrid Department Customer Experience Hi, Future Homie! At Homebase, you’ll join a team that’s bold, fast-moving, and obsessed with helping small businesses thrive. We build with empathy, act with urgency, and take big swings that drive real-world impact. Here, every Homie shows up to raise the bar, support one another, and celebrate wins as a team. We’re not just building an app—we’re building unstoppable teams. So what do you say, are you in? Your Impact Starts Here We’re hiring a Senior Sales Enablement Specialist to help build and scale enablement across our sales organization. This is an individual contributor (IC) 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 is a hands‑on builder role: you’ll create, deliver, and iterate on training while identifying gaps, maintaining our tools, and helping us scale. If you love building programs that actually change behavior, this role is for you. Onboarding & Continuous Learning 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 Content Development 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 Sales Tools & Technology Serve as a day‑to‑day power user and subject matter expert on our sales tech stack (Salesforce, Talkdesk, CI platform, 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 Sales Performance & Cross‑Functional Collaboration 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, RevOps, 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 The Foundation for Success 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, LevelAI, Nooks, or similar) Proficiency in Salesforce (e.g., report building, dashboard familiarity, pipeline monitoring) Experience building seller‑facing content (e.g., talk tracks, training decks, one‑pagers, training modules, or playbooks) Strong facilitation skills (e.g., commanding a room, gamification, interactive presentation skills) Proven experience in prompting AI tools to improve workflows, generate content, and extract insights The Homie Way 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. What We Offer 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, for real: We invest in builders and believe that curiosity shouldn’t have a paywall. That means you’ll have access to paid AI tools with minimal restrictions, so you can build, experiment, and level up your craft. Family Support: Up to 12 weeks of paid parental leave (after 6 months of service) Protection Plans: Life insurance + short/long‑term disability coverage Work Your Way: Work From Anywhere Month + meeting‑free weeks yearly Workspace Perks: Meals provided, commuter benefits, team offsites, and Customer Days Our Hybrid Rhythm: We believe collaboration drives impact. That’s why Monday - Thursday are our required in‑office days— a time to move faster as a team, build deeper connections, make better decisions, and build together. Belonging at Homebase We're committed to fostering a welcoming space where every Homie can be their full self. Experience comes in many forms— so if you're excited about this role, even if you don’t meet 100% of the qualifications, we encourage you to apply! Homebase will consider qualified applicants with criminal histories in a manner consistent with the San Francisco Fair Chance Ordinance. Hey, We’re Homebase Homebase is the everything app for hourly teams—built to simplify the day‑to‑day and superpower local businesses. With tools for scheduling, time clocks, payroll, communication, HR, and more, we help teams stay connected and in control. Today, over 150,000 small (but mighty) businesses rely on us to make work radically easier. Together, we’ve tracked over a billion hours for 2M+ workers—and we’re just getting started. At Homebase, we celebrate diversity and are proud to be an equal opportunity employer. We welcome all candidates and do not discriminate based on any legally protected status. If you need accommodations during the hiring process, please let us know—we’re committed to ensuring fair and equitable access for all. #J-18808-Ljbffr Cacheflow
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