Upside · 1 day ago
GTM Systems Administrator
Washington, DC
Full-time
Hybrid
Mid Level
$135K/yr - $150K/yr
4+ years expUpside is a company focused on transforming brick-and-mortar commerce through advanced technology. The GTM Systems Administrator will ensure the stability and scalability of the technology stack, supporting day-to-day operations while contributing to strategic initiatives for improved automation and data quality.
AppsBusiness DevelopmentData ManagementMarketplaceMobile AppsRetailRetail Technology
Responsibilities
Support the administration, configuration, and ongoing optimization of Upside’s GTM Technology Stack (Salesforce, Conga, DocuSign, Outreach, Etc.), ensuring platform reliability, performance, and data integrity
Deliver production support by troubleshooting, prioritizing, and resolving issues raised by end users and integrated systems, with a focus on root-cause resolution
Support program management for the Salesforce domain, including roadmap definition, backlog grooming, prioritization, and delivery planning in partnership with business partners
Partner with stakeholders to gather business requirements and translate them into scalable Salesforce solutions
Document business requirements, solution designs, and system behavior to ensure clarity, alignment, and long-term maintainability
Design and implement automation (including flows, validations, and AI-enabled capabilities) to improve efficiency, reduce manual work, and support scale
Support AI automation initiatives by helping operationalize new Salesforce features and adjacent tools that enhance productivity and decision-making
Proactively monitor Salesforce releases and broader ecosystem trends, ensuring Upside stays ahead of new functionality and practices
Partner with Enablement and Operations leaders to support training programs, develop user documentation, and reinforce consistent system usage
Act as a thought partner on systems strategy, finding opportunities to improve data quality, governance, and cross-platform alignment
Collaborate with external vendors and internal technical partners to support integrations, enhancements, and platform investments
Qualification
Required
4+ years of hands-on Salesforce administration experience in a complex, fast-paced environment (certifications preferred)
Deep understanding of Salesforce core functionality (Sales Cloud preferred), automation tools, and data model design
Proven experience gathering business requirements and translating them into well-architected system solutions
Strong production support mindset, with the ability to balance urgent issues against longer-term platform improvements
Demonstrated ability to operate independently, prioritize competing demands, and exercise good judgment
Strong communication and collaboration skills, with the ability to influence without authority and partner across functions
Benefits
Medical, dental, and vision coverage starting on Day 1
Equity (ISOs)
401(k) program
Family planning programs + paid parental leave
Physical fitness and wellness memberships
Emotional and mental health support programs
Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break
Flexible work environment
Lunch reimbursement for in-office employees
Employee Resource Groups
Learning and Development stipend
Transparent culture
Amazing mission!
Company
Upside
Upside is a two-sided marketplace focused on driving value to all points of brick and mortar commerce.
201-500 employees
H1B Sponsorship
Upside has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (1)
2024 (1)
2023 (1)
2022 (1)
Funding
Current Stage
Late StageTotal Funding
$165MKey Investors
General Catalyst
2022-04-26Series D· $65M
2022-04-26Debt Financing· $100M
2020-08-31Series C
Leadership Team
Alex Kinnier
Co-founder & CEO
Jan Rubio
Co-founder
Recent News
2025-07-02
Progressive Grocer
2025-02-18
Company data provided by crunchbase