Job Details

We are looking for a Customer Data Analyst to join our founding team. This is an opportunity to work directly with the CEO and play a pivotal role in shaping both how we deliver value to customers and how we evolve the product. You will work closely with our design partners-helping them make sense of complex data, uncover patterns, and translate insights into actions that improve their GTM performance. At the same time, you'll synthesize customer feedback into structured insights that will guide our product roadmap. This role is ideal for someone who thrives in ambiguity, sees data as a puzzle to solve, and wants to work at the intersection of customer-facing work, analytics, and product strategy.

About Upside

Upside is solving the B2B go-to-market problem with AI. We unify, structure, and use AI to enhance GTM data. Our team is ex-Branch ($4b valuation, $100m+ ARR), and we're seed-stage, moving fast, and partnering closely with well-known companies as design partners to shape the product.

Description

About Upside

Upside is solving the B2B go-to-market problem with AI. We crawl a company's messy data like a search engine to reconstruct the story of what actually happened and what worked on every deal, and then we aggregate these insights to help them understand which investments were the most effective, and how to allocate every dollar most efficiently. Our team is ex-Branch ($4b valuation, $100m+ ARR), and we're currently working with companies like Ironclad, Comply, Cresta, and Dscout. See a 3-minute demo here and read our product manifesto.

We're seed-stage, moving fast, and partnering closely with well known companies as design partners to shape the product.

Why this role exists

We are looking for a Customer Data Analyst to join our founding team. This is an opportunity to work directly with the CEO and play a pivotal role in shaping both how we deliver value to customers and how we evolve the product.

You will work closely with our design partners-helping them make sense of complex data, uncover patterns, and translate insights into actions that improve their GTM performance. At the same time, you'll synthesize customer feedback into structured insights that will guide our product roadmap.

This role is ideal for someone who thrives in ambiguity, sees data as a puzzle to solve, and wants to work at the intersection of customer-facing work, analytics, and product strategy.

What you'll do

• Own design-partner outcomes: onboard, troubleshoot, and guide early customers to measurable wins and deeper adoption.
• Analyze multi-source data: wrangle CRM/RevOps, marketing touchpoints, and product signals; find patterns and attribution insights that change decisions.
• Tell the story: package findings into short narratives, dashboards, and recommendations executives will act on, help them create QBR and board slides.
• Close the loop with product: translate customer pain + data learnings into prioritized, testable product requirements.
• Build for scale: create playbooks, frameworks, and lightweight instrumentation that make future implementations faster and more reliable.
• Be the voice of reality: pressure-test assumptions, validate data quality, and call out hallucinations before customers see them.

You might be a fit if you have

• 4-5 years in customer success, data analysis, management consulting, RevOps, or similar, ideally in B2B SaaS.
• GTM fluency: you understand how sales/marketing/revenue ops actually run (pipelines, campaigns, stages, SLAs, attribution basics).
• Hands-on analytics: strong SQL; comfort with spreadsheets + a BI tool (Mode/Metabase/Looker/Power BI). Python/R is a plus.
• Data storytelling: you can turn a messy dataset into a 1-pager an exec will forward.
• Customer presence: consultative, calm under ambiguity, and credible with VP/C-level.
• Builder energy: you prefer 0→1, document as you go, and don't wait for perfect specs.
• Bonus: management consulting, startup/early-stage experience, dbt familiarity, Salesforce/HubSpot/Gong chops, knowledge of MMM/multi-touch attribution tradeoffs.
• Bonus+: This tweet feels too real

We're an equal-opportunity employer. If you're excited about the role but don't meet every bullet, we still want to hear from you.

Why Upside

• Work with a group of experienced founders who already built one unicorn company; work directly with the Founder & CEO on high-leverage problems.
• Shape the future of how companies understand their own efficiencies in the age of AI
• Work hands-on with innovative companies and see your insights directly influence their GTM strategy.
• Opportunity to grow with the company and build an analytics and insights team

What we offer:

• Flexible PTO
• Meaningful equity
• Top-notch medical, dental, vision, and disability insurance, and fringe benefits
• HSA with company contributions
• Pre-tax commuter benefits with a $200/mo employer contribution
• 401(k) plan
• Daily catered lunches at HQ

Salary

$120,000 - $150,000 per year