Events Marketing Manager in Winnipeg

About Chili Piper

Chili Piper is a B2B SaaS company that helps GTM teams turn inbound leads into qualified meetings - instantly. Our Demand Conversion Platform makes it easier for buyers and sellers to connect fast, without the usual friction in the funnel. We’re a fully remote, global team that loves building solutions that truly help our customers, moving fast, and having fun while creating something meaningful. We’re growing quickly and aiming big!

About the role

At Chili Piper, community and events are at the heart of our GTM strategy. From intimate dinners to large-scale activations like our annual ChiliPalooza, we bring top GTM leaders together to connect, exchange ideas, and build lasting relationships. We're hiring an Events Manager to scale these experiences and deepen our relationships with the GTM community: executive dinners, industry conferences, sponsorships, speaking moments, webinars, and ChiliPalooza.

This role is part of our marketing team and works cross-functionally with Sales and Partnerships to run Chili Piper's global event strategy. You'll have real ownership of the calendar and where we show up, not just the execution. You'll shape the annual plan, then make it happen: logistics, promotion, on-site, and follow-up, all the way through to measurable impact.

This is a hands-on role. You're the one building the landing pages, pulling the CRM lists, and running the show on-site, not handing a brief to an agency and waiting. It's a strong fit for someone who is organized and proactive, thinks creatively about how we show up, and brings original ideas and a sense of humor to every event. It's fully remote, with travel to events as needed.

What you'll do

• Own the annual event calendar.
• Decide, with marketing leadership, where Chili Piper should have a presence and why, and protect that focus as new opportunities come up.
• Bring original ideas, creativity, and humour to how we show up, so our events feel like Chili Piper and not like everyone else's.
• Manage execution end to end: logistics, budgets, venues, vendors, shipments, swag, and on-site coordination.
• Run event promotion from start to finish: build event and webinar landing pages, export and segment contact lists from Salesforce and HubSpot, and send invites, reminders, and follow-ups independently.
• Produce our virtual events and webinars end to end, from speaker prep and rehearsal to running the live show.
• Collaborate across teams with Marketing on branding, design, and promotion; with Sales to identify and invite the right prospects and customers; with Partnerships to coordinate sponsors and activations.
• Ensure smooth on-site execution: keep schedules on track and deliver a seamless experience from load-in to last handshake.
• Build and nurture community: deepen our relationships with GTM leaders, partners, and community members.
• Track performance: collect attendee data, measure engagement, and report on outcomes and pipeline impact.
• Amplify results: work with Marketing to repurpose event content for social and post-event communication.
• Manage vendors and budgets: source partners, negotiate rates, and keep quality high and costs in check.
• Run the debrief on every event and turn what you learn into a stronger program next time.

What we're looking for

• Builder mindset: You don't wait for someone to tell you how, you figure it out.
• Tech-savvy operator: You know your way around CRM exports, spreadsheets, event tools, and email automation.
• Hands-on doer: You do the execution and track the results yourself.
• Creative problem-solver: When a venue cancels or a vendor flakes, you find a workaround fast.
• Organized and proactive: You turn chaos into systems and think two steps ahead.
• Strong communicator: You coordinate cross-functional teams, vendors, and execs smoothly.
• Customer-first: You care about memorable, frictionless experiences from invite to post-event follow-up.
• Curious and eager to learn: You're always exploring new tools, trends, and ideas.

Experience

• 2+ years in event management, field marketing, or community roles, ideally in B2B SaaS.
• Proven ability to plan and execute events, from small dinners to large activations.
• Hands-on experience with CRM tools like Salesforce and HubSpot, and event platforms like Luma, Zoom Webinars or similar.
• Comfortable building simple landing pages, managing email lists, and running event promotion campaigns.
• Skilled in vendor sourcing, budget tracking, and on-site coordination.
• Strong cross-functional collaboration with Marketing, Sales, and Partnerships.
• Excellent organizational and communication skills, with the ability to work independently and manage shifting priorities.
• Familiar with tracking and reporting event performance, including attendance, engagement, and pipeline impact.
• Experience managing partner collaborations or maintaining relationships with GTM leaders and communities is a plus.

Nice to have

• Experience in B2B SaaS, RevOps, or MarTech.
• Prior involvement in partner activations or co-marketing events.
• Experience managing sponsorships or collaborations with other brands.
• Comfortable using analytics tools to measure event outcomes.
• A strong network within the GTM, Sales, or Marketing communities.
• Background in social or content amplification around events.

Interview process

• Application review: We'll review your background and experience to make sure there's a good fit for the role.
• Culture add interview: A first chat to get to know you: what drives you, how you like to work, and what unique perspective you'd bring to Chili Piper.
• Assessment: A short, practical assignment to see how you think and approach a real events challenge.
• Executive interview: The final step. We'll talk about your bigger picture, your passion for the space, your understanding of our product, and why Chili Piper feels like the right next step for you.

TL;DR

We're not hiring a "planner." We're hiring someone who can own the full experience, from the CRM export to the on-site execution to the community that keeps growing after everyone goes home, and turn GTM moments into momentum and measurable results. If that sounds like you, we want to talk.

Additional Information

Why you'll love being a part of our team:

• Work with an immensely talented global team.
• Work in a business that’s run fairly and transparently.
• Competitive pay based on market rate wherever you live.
• We lead by example--showing industry peers and leaders how to innovate, improve, and grow--while having fun.

How we work:

• Freedom and flexibility: We’re a 100% distributed team working from around the world.
• Solve interesting problems: We want to be different and come up with new angles on existing problems.
• Autonomy and ownership: We’re a team of do-ers who take full ownership for their results.
• Be helpful: Our first value as a company is help.

The perks:

• Unlimited vacation (and we do mean it, and we do take it!).
• Generous health, dental, and vision insurance.
• Any equipment/software/tech that you need to do your job.
• Annual professional development stipend of $2,000 USD.
• Equity – all Pipers receive stock options.
• Annual company retreat in epic locations.