Lead Senior Business Systems Administrator (Remote – U.S. Time Zone Overlap Requ

About OpenSesame

OpenSesame’s mission is to help develop the world’s most productive and admired workforces. We offer a comprehensive catalog of more than 60,000 eLearning courses from top publishers, but we genuinely provide companies with the opportunity to enhance and upgrade the skills of their employees.

As we grow, we diversify revenue streams, expand our product offerings, and strengthen our partner network. Our customer base has high satisfaction ratings, and there is significant opportunity to further improve retention and overall impact.

Learn more: www.opensesame.com/about

About the Team

At OpenSesame, the Information Systems team empowers employees with the tools and systems to deliver exceptional customer service. We maintain Salesforce and key business platforms, streamline operations through automation, and enhance the employee experience through cross-functional collaboration.

About the Role

We are seeking a Lead Senior Business Systems Administrator with advanced Salesforce and CRM expertise. In this role, you’ll own the strategic administration, optimization, and evolution of our Salesforce platform and integrated systems. You’ll partner with business stakeholders to gather and translate requirements, lead cross-functional projects, and ensure technology solutions support OpenSesame’s operational and strategic goals.

This senior-level role is ideal for someone with deep CRM experience, strong business analysis skills, and a proven track record of driving efficiency, data integrity, and user adoption. The successful candidate will demonstrate the ability to evolve business systems thoughtfully—balancing agility with governance to ensure scalability, observability, and control. They will also apply emerging technologies, including AI, to streamline processes and drive operational efficiency.

Within 30 Days

• Gain a deep understanding of OpenSesame’s Salesforce environment and integrations, producing a documented systems map or summary presentation for the team.
• Serve as primary administrator of the Salesforce org instance by taking ownership of routine administration tasks, resolving at least 80% of recurring support requests independently.
• Plan and execute at least 5 meaningful configuration changes (e.g., custom objects, fields, page layouts, validation rules, flows), with user satisfaction at 90% or higher.
• Begin system integrity audits and data clean-up, ensuring no critical data quality issues remain unresolved.

Within 60 Days

• Partner with stakeholders to lead requirements-gathering sessions (minimum of 2), producing actionable user stories and solution designs.
• Collaborate with business systems admins to identify and propose at least 2 process inefficiencies for improvement, including estimated ROI or time savings.
• Resolve 95% of user-reported Salesforce issues within SLA timelines.
• Document and update 100% of system changes to ensure alignment with business processes.
• Begin ownership of CPQ customizations and administration, delivering 1–2 meaningful fixes or updates.
• Maintain a current Business Systems Map showing all APIs and data flows.

Within 90 Days

• Scope and lead at least one cross-functional system enhancement or process improvement project, delivering measurable adoption, automation, or efficiency gains.
• Coordinate User Acceptance Testing (UAT) for at least one project and oversee a structured change management plan.
• Build and maintain standardized reports and dashboards, with at least 3 executive-level dashboards live for actionable insights.
• Deliver training guides and conduct at least one company-wide training session on Salesforce best practices.
• Take full ownership of data imports/exports, maintaining data integrity with 2% error rate.
• Mentor more junior administrators or analysts, tracking progress through feedback and improved delivery.

Within 120 Days

• Deliver a strategic Salesforce roadmap with 3–5 long-term recommendations aligned to company goals and Salesforce best practices.
• Demonstrate measurable improvements in automation and adoption (e.g., 20% increase in automated workflows used, 15% increase in dashboard usage by business teams).
• Act as a trusted advisor to leadership on CRM optimization, presenting system health, adoption metrics, and strategic opportunities quarterly.
• Reimplement or deliver a plan for Salesforce CPQ improvements with a roadmap for scalability.
• Stay current with Salesforce releases and embed at least 2 new features into workflows that increase usability or adoption.
• Actively engage in professional development (certifications, Trailhead modules, or conferences), sharing 2+ knowledge sessions with the team to promote continuous learning.

Location: This is a remote-first role, but candidates must be located in regions that allow for significant overlap with U.S. time zones.

Performance Driven: We're looking for self-starters with a track record of delivering excellent results, and we're highly selective about who we hire. We don't focus on typical job requirements, instead, we're interested in specific examples from your past experiences.

EqualEmployment Opportunity: OpenSesame is an Equal Employment Opportunity and Affirmative Action employer that values and welcomes diversity. We do not discriminate on the basis of various legally protected characteristics, including criminal history, and strive to provide reasonable accommodations to qualified individuals with disabilities. We prioritize safety and security and may use your information accordingly, and you can contact us for assistance or accommodations during the job application process. For more information on our Diversity, Equity, and Inclusion initiatives, clickhere.

Pay Transparency: At OpenSesame, we prioritize pay transparency, fairness, and equity to create a positive and inclusive work environment, regularly reviewing our compensation.