Associate Sales Enablement Manager at Pacaso in Remote

About Pacaso: Pacaso exists to enrich lives by making second home ownership possible and enjoyable for more people. Our innovative co-ownership model is the easiest, smartest and most responsible way for people to experience the joy of a second home. We provide all the benefits of true ownership without the hassles through our simplified financial structure, easy and equitable scheduling, and dedicated local property management.Founded by former Zillow executives, Pacaso has facilitated over $1 billion in gross real estate transactions and service fees across more than 40 markets nationwide, as well as internationally in Paris, London, and Cabo. We have been featured in The New York Times, Wall Street Journal, Fortune, Forbes, CNBC and more.Pacaso is a certified Great Place to Work and has received numerous accolades for its workplace culture. Fortune and Great Place To Work named Pacaso to the 2024 Best Workplaces in Real Estate list. In 2023, Pacaso was recognized as a Best Workplace in the Bay Area™, and in 2022, it ranked among the Best Medium Workplaces™, Best Workplaces for Real Estate™, and Best Workplaces for Millennials™. Additionally, Pacaso was ranked #6 on Glassdoor's 2022 list of Best Places to Work and was one of LinkedIn's top startups in 2022. Associate Sales Associate Manager: The Associate Manager, Sales Enablement plays a critical role in powering Pacaso's sales organization. Reporting to the Manager, Sales Enablement, you'll ensure playbooks stay current, training programs land on time, Salesforce data remains accurate, and reporting is reliable — so the sales team can stay focused on selling. This is a hands-on, detail-driven role designed for someone who wants to grow into a senior sales enablement leader. You'll partner closely with the Manager, who sets the strategic direction, while you bring it to life through hands-on execution, quality craft, and consistent follow-through. This is a remote position. What You’ll Own: Playbooks & Training Content Refresh and maintain sales playbooks for all sales roles on a bi-weekly cadence. Design and deliver regular training materials for sales leadership to execute with their teams — including recorded modules, live sessions, and job aids. Partner with Marketing and Product to turn product launches, positioning updates, and market intel into enablement content. Document and publish best practices so high-performing behaviors scale across the sales organization. Maintain and distribute training recordings, AI transcripts, and session materials following live training sessions for async access by the team. Own the weekly AI-powered sales newsletter — curate market insights, industry news, and actionable takeaways for the sales team. Onboarding Execution Coordinate and execute the full onboarding process for new sales hires per the Manager's strategy — including scheduling sessions, system access setup, shadowing rotations, materials preparation, and 30/60/90-day certification checkpoints. Manage calendar coordination with trainers and sales leadership for onboarding sessions, including Zoom scheduling and recording distribution. Maintain the central enablement library so onboarding content is always current and findable. Reporting, Dashboards & Analytics Own the bi-weekly refresh and maintenance of rep-facing dashboards (e.g., RM Dashboard, RD Dashboard), ensuring data accuracy, hygiene flags, and clean formatting. Build and deliver ad-hoc Salesforce reports for sales leadership and cross-functional partners on request, partnering with the Manager on executive-level deliverables. Monitor data quality, flag anomalies and stale opportunities, and drive hygiene follow-ups with the field. Support weekly pacing reports, pipeline hygiene reviews, and the forecasting rhythm owned by the Manager. Salesforce & Tool Administration Execute Salesforce updates (fields, page layouts, validation rules, report folders) against requirements written by the Manager or tech-stack consultants. Provide day-to-day administration for the sales tech stack — Salesforce, Dialpad, Gong, Zoom, Calendly, and Google Workspace — including user provisioning, permissions, caller ID configuration, call recording access, new hire system setup, round robin pool configuration, and basic troubleshooting. Serve as first responder to incoming requests through the team's internal RevOps intake channel — triage and resolve standard requests (ad-hoc reports, field updates, troubleshooting), and escalate complex architecture or flow changes to the Manager with clear context. Develop AI-powered solutions within the sales tech stack to streamline workflows, enhance pipeline visibility, and deliver actionable buyer insights. Collaboration & Communication Act as a liaison between sales, marketing, and operations on the execution of shared initiatives. Coordinate with IT and Engineering on routine system requests, ticket follow-ups, and integration testing under the Manager's direction. Handle quick fixes and provide context on day-to-day technical issues, escalating higher-impact items to the Manager. Provide regular status updates to the Manager, Sales Enablement on project progress, blockers, and opportunities. Surface recurring pain points, process gaps, or tool friction from the sales team to the Manager with clear context and suggested improvements. Who You Are: AI-First. Familiarity with — and enthusiasm for — leveraging AI tools within RevOps to streamline processes and unlock new opportunities. Experience with Claude Cowork is a big plus. Early-Career Operator. 2+ years in sales operations, sales enablement, revenue operations, or an adjacent analyst / coordinator role. Salesforce Proficient. Comfortable building reports, updating dashboards, and performing basic admin tasks in Salesforce. Active Trailhead learner preferred; Salesforce Administrator certification is a plus. Tool Savvy. Hands-on experience with Dialpad, Gong, Zoom, Calendly, and Google Workspace. Comfortable learning new tools quickly and managing day-to-day admin across the sales tech stack. Spreadsheet Strong. Solid Excel and Google Sheets skills — pivot tables, lookups, and basic formula logic. Exposure to Tableau or similar BI tools is a plus. Organized Executor. Can juggle multiple priorities, hit deadlines, and keep a project tracker honest. Strong attention to detail and follow-through. Clear Communicator. Writes clean documentation, presents training content confidently, and knows when to ask questions versus move forward. Growth Mindset. Hungry to grow into a sales enablement leader. Receptive to feedback and proactive about professional development. Education. Bachelor's degree in Business, Marketing, Communications, or a related field preferred. You’ll love working at Pacaso because of our ... Competitive salary and stock options. Unlimited, flexible PTO for exempt employees. Excellent medical, dental and vision insurance. Sponsored memberships to One Medical, Ginger and Carrot. 401(k) to help you save for the future. Paid maternity and paternity leave. Generous home office stipend and monthly cell phone reimbursement. Quarterly remote team building events and L&D opportunities. Pacaso encourages applications from people of all races, religions, national origins, genders, sexual orientations, gender identities, gender expressions and ages, as well as veterans and individuals with disabilities.