Hi, Future Homie!

At Homebase, you’ll join a team that’s bold, fast-moving, and obsessed with helping small businesses thrive. We build with empathy, act with urgency, and take big swings that drive real-world impact. Here, every Homie shows up to raise the bar, support one another, and celebrate wins as a team.

Hi, Future Homie!

At Homebase, you’ll join a team that’s bold, fast-moving, and obsessed with helping small businesses thrive. We build with empathy, act with urgency, and take big swings that drive real-world impact. Here, every Homie shows up to raise the bar, support one another, and celebrate wins as a team. We’re not just building an app—we’re building unstoppable teams. So what do you say, are you in?

Your Impact Starts Here

We are looking for a Senior Analyst to help our Go-to-Market teams make better decisions with data. This is a broad GTM analytics role spanning Sales, Marketing, RevOps, and Customer Support. You will connect systems and data sources together, run analyses that drive business decisions, and build self-serve tools that let teams answer their own questions instead of waiting on one-off requests.

Just as important as how you build is knowing what's worth building. You will help decide which questions actually matter and define the metrics that answer them. In this role, you will spend time with GTM teams to understand what enables them to grow and excel, and use that understanding to decide what's worth building.

You won't just be an analyst; you'll be a builder of AI-powered systems and tools that solve those problems, moving at a speed that wouldn't be possible the traditional way. If you're energized by answering the most important business questions, owning complex analytical systems, and building tools that scale beyond individual requests, this role is for you.

Architect and maintain the data and reporting system that connects our entire GTM funnel (marketing, product, sales, and CX) into a single, trusted view of the business, covering everything from pipeline health to campaign performance to customer support metrics

Define and maintain a clear, consistent metric framework, partnering with GTM leadership to evaluate ROI by motion and channel and identify which programs are driving results

Build scalable self-serve tools (agentic BI tools, natural language interactions, agent skills, etc.) that empower teams, managers, and executives to track performance without relying on ad hoc requests

Proactively surface risks and opportunities, spotting gaps, trends, and quality signals before they become surprises for leadership

Translate complex analyses into clear, executive-ready insight that drives decisions on headcount,



investment, and strategy

Work closely with data engineering to ensure data integrity, tracking accuracy, and instrumentation completeness as new GTM motions launch

Role The Foundation for Success -

3–5 years of experience in analytics, with demonstrated ability to model and measure business impact

Proven ability to build and maintain an AI-powered reporting and insights system, meaning you can define instrumentation, structure data, and keep a body of context for AI agents to reason over reliably

Strong technical foundation with an AI-native mindset. You build agents, automate workflows, and use AI tools like Claude Code in both your work and personal life, and you keep a close eye on the latest AI productivity tools

Advanced SQL skills, AI-assisted proficiency in Python and R, and experience with modern analytics and data stacks (Salesforce, dbt, Databricks/Snowflake, Looker, Tableau, or similar)

Experience working cross-functionally with Sales, Marketing, RevOps, and Finance in a high-growth SaaS or subscription environment

Exceptional communication and storytelling. Able to translate complex pipeline and revenue data into clear, executive-ready narratives that drive decisions.

The Homie Way -

Be Customer Obsessed – Solve problems with empathy and creativity.

Move Quick, Learn Fast – Experiment, take action, and grow every day.

Own Your Impact – Think big, focus on what matters, and make decisions you stand behind.

Master Your Craft – Excellence fuels impact—show up, step up, and make your mark.

Win Together – Put goals over roles, lead with trust, and connect to our mission and each other.

What We Offer (United States)

Ownership & Financial Security: Stock options + 401(k) with 4% match

Comprehensive Healthcare: Medical, dental, and vision coverage + FSA options

Paid Time Off: Flexible PTO + company holidays + designated focus periods

AI access, for real: We invest in builders and believe that curiosity shouldn't have a paywall. That means you'll have access to paid AI tools with minimal restrictions, so you can build, experiment, and level up your craft.

Family Support: Up to 12 weeks of paid parental leave (after 6 months of service)

Protection Plans: Life insurance + short/long-term disability coverage

Work Your Way:



Work From Anywhere Month + meeting-free weeks yearly

Workspace Perks: Meals provided, commuter benefits, team offsites, and Customer Days

Our Hybrid Rhythm: We believe collaboration drives impact. That’s why Tuesdays and Wednesdays are our required in-office days—a time to move faster as a team, build deeper connections, make better decisions, and build together.

What We Offer (Canada)

Ownership & Savings: Stock options + TFSA/RRSP with 4% company match

Health & Wellness: Comprehensive medical, dental, and vision for you and your dependents

Time Flexibility: Flex time off + company holidays + designated focus periods

AI access, for real: We invest in builders and believe that curiosity shouldn't have a paywall. That means you'll have access to paid AI tools with minimal restrictions, so you can build, experiment, and level up your craft.

Family Support: Maternity/Parental Leave EI top-up support offered (after 6 months of service)

Work Your Way: Work From Anywhere Month + meeting-free weeks yearly

Protection Plans: Life insurance + short/long-term disability coverage

Workspace Perks: Meals provided, team offsites, and Customer Days

Our Hybrid Rhythm: We believe collaboration drives impact. That’s why Tuesday and Wednesday are our required in-office days—a time to move faster as a team, build deeper connections, make better decisions, and build together.

What To Expect During The Interview Process

Meet the Talent Acquisition team, Ryan H.

Meet the Hiring Manager, Nelson T.

Participate in a Case Study & Panel Interview

Background Check + Offer Stage

Welcome to the team, Homie

Belonging at Homebase We're committed to fostering a welcoming space where every Homie can be their full self. Experience comes in many forms—so if you're excited about this role, even if you don’t meet 100% of the qualifications, we encourage you to apply!

Hey, We’re Homebase Homebase is the everything app for hourly teams—built to simplify the day-to-day and superpower local businesses. With tools for scheduling, time clocks, payroll, communication, HR, and more, we help teams stay connected and in control.

Today, over 150,000 small (but mighty) businesses rely on us to make work radically easier. Together, we’ve tracked over a billion hours for 2M+ workers—and we’re just getting started. At Homebase, we celebrate diversity and are proud to be an equal opportunity employer.

We welcome all candidates and do not discriminate based on any legally protected status. If you need accommodations during the hiring process, please let us know—we’re committed to ensuring fair and equitable access for all.

📌 Senior Analyst, GTM (Hybrid) (Winnipeg)
🏢 Homebase
📍 Winnipeg