Senior Sales Enablement and Operations Specialist

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.

Position Overview
We are seeking a highly skilled and driven Senior Sales Enablement Specialist to support our Revenue Operations team. This hybrid role combines sales enablement and sales operations responsibilities, playing a critical role in empowering our sales teams, enhancing operational processes, and driving revenue growth. The ideal candidate is a strategic thinker with strong analytical skills, a passion for process optimization, and a proven ability to enable sales teams through effective tools, training, and resources.

What you will do:

Sales Enablement

• Refresh and maintain sales playbooks for key roles, including BDRs, Regional Managers/Directors, and Listing Advisors.
• Design and deliver regular training programs and materials for sales leaders to execute with their teams.
• Collaborate with sales leadership to implement best-in-class onboarding processes for new hires, ensuring seamless integration into the organization.
• Create and document best practices to drive consistency and performance across all sales functions.
• Partner with Marketing and Product teams to develop enablement content that aligns with key revenue goals and initiatives.

Sales Operations

• Write detailed requirements and project plans for tech stack consultants to execute system updates and improvements.
• Oversee the implementation and integration of revenue software tools, ensuring they support operational workflows and sales objectives.
• Manage the creation and delivery of ad hoc reports and analytics to provide actionable insights for leadership and sales teams.
• Continuously monitor sales metrics and processes to identify inefficiencies and implement improvements.
• Perform analytics on current data leveraging google sheets / excel
• Update/maintain key dashboards

Revenue Optimization

• Support strategic initiatives to align sales enablement and operations efforts with broader revenue goals.
• Develop and maintain dashboards to track KPIs, ensuring data transparency for sales teams and leadership.
• Assist with forecasting, pipeline management, and other revenue-related analytics to improve decision-making.
• Assist in commission management (prior experience preferred)

Collaboration & Leadership

• Act as a liaison between sales, marketing, and operations teams to ensure alignment and seamless execution of revenue strategies.
• Provide regular updates to the Revenue Operations leader on project progress, team performance, and strategic opportunities.
• Advocate for a sales-centric approach while driving operational excellence and scalability.

Who you are:

• Bachelor’s degree in Business, Marketing, or a related field.
• 4+ years of experience in sales enablement, sales operations, or a related role.
• Deep understanding of Salesforce (SFDC) and its use in sales workflows and reporting.
• Proficiency with revenue software tools (e.g., Gong, Outreach, HubSpot, Tableau).
• Proven experience developing training materials, playbooks, and onboarding programs.
• Strong analytical skills with a focus on data-driven decision-making.
• Excellent communication, collaboration, and organizational skills.

Preferred Skills

• Experience in technology-focused organizations.
• Advanced Excel, data visualization expertise, and experience with Salesforce (SFDC), including workflows, reporting, and system optimization.
• Familiarity with sales methodologies (e.g., Challenger Sale, SPIN Selling).
• Proven ability to manage cross-functional projects in a fast-paced environment.

What We Offer

• Salary range of 80-110k with bonus
• Opportunities for professional growth and career advancement.
• A collaborative environment where innovation and initiative are valued.
• The opportunity to directly impact sales team success and revenue growth.

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.