Director of Product Operations, Mediafly

$155-175k

Canada Base Salary: CA$180,000 - CA$200,000

JIRA

Confluence

Productboard

Senior and Expert level

Remote from Canada, US

Sales enablement & content management software

Be an early applicant

Sales enablement & content management software

101-200 employees

B2BEnterpriseMarketingContentSaaSSales

Be an early applicant

$155-175k

Canada Base Salary: CA$180,000 - CA$200,000

JIRA

Confluence

Productboard

Senior and Expert level

Remote from Canada, US

101-200 employees

B2BEnterpriseMarketingContentSaaSSales

Company mission

To bring buyers a more interactive, personalized content engagement experience that drives deal results.

Job

Company

Role

Who you are

This role is perfect for someone who loves clarity, thrives on process, and can bring harmony to a fast-moving cross-functional environment
8+ years in product or program management, with at least 2 years leading teams
Previous experience working in a SaaS company, ideally in a product operations or product management function
Deep experience building scalable processes for product planning, documentation, and release management
A knack for simplifying complexity and creating structure without bureaucracy
Strong communication skills — able to align executives and empower ICs alike
Familiarity with tools like Productboard, Jira, and Confluence, and the judgment to know when a process helps (and when it hinders)

What the job involves

The Director, Product Operations will bring order, consistency, and predictability to how our product organization works
You’ll lead and mentor a small team of Product Managers while building the operational backbone that keeps initiatives moving — ensuring that strategy translates into execution smoothly and efficiently
You’ll be the person who ensures our product teams are aligned, our documentation is standardized, and nothing slips through the cracks
Establish and own frameworks, rituals, and tools that improve consistency, transparency, and accountability across the product organization
Mentor two Sr PMs, helping them prioritize effectively, communicate clearly, and deliver meaningful outcomes
Enforce a unified “rulebook” for PRDs, discovery briefs, and other product artifacts. Ensure everything lives in the right place, follows the right format, and tells the right story
Build repeatable systems for how work moves from idea to delivery — including how we plan, track, and review progress
Champion tools like Productboard, Confluence, and Jira to drive cross-functional clarity
Keep the trains running on time. Coordinate dependencies, track timelines, and help teams anticipate and unblock risks before they slow momentum
Work closely with Design, Engineering, and GTM to make sure everyone understands priorities, status, and the “why” behind decisions
Success Looks Like:
Every product initiative has a clear owner, definition of success, and consistent documentation
The team knows what’s next, what’s blocked, and where to find information — always
Leadership can trust that roadmaps, PRDs, and metrics are complete, standardized, and up to date
Product Managers and cross-functional partners feel empowered, supported, and aligned

Our take

Mediafly provides comprehensive software for sales and marketing teams, supporting them across enablement and content management. While the company has embedded itself among major clients like PepsiCo, GE and Disney, it is starting to be challenged by startups which are unbundling Mediafly’s services and have built their products with AI advantages as part of their foundation.

The company is now looking to refine its analytics offering in response. As part of this, it is aggregating all of the relevant information pertaining to a sales process, to inform managers and allow them to make reasonable forecasts across their whole pipeline. in 2023, it grew its customer base by 164% and integrated acquisitions from the revenue technology sector.

Kirsty

Company Specialist at Welcome to the Jungle

Insights

40% female employees

Glassdoor (3.4)

Company

Funding (last 2 of 6 rounds)

Aug 2023

$80m

LATE VC

Nov 2021

$10m

GROWTH EQUITY VC

Total funding: $126.6m

Company benefits

Remote based in US & UK
Generous PTO
401K Retirement Plan
Transparent Career Paths
Medical, Dental & Vision
Paid Parental Leave
Remote Stipend
11 Paid Holidays

Company HQ

Chicago Loop, Chicago, IL

Leadership

William Walsh

(CEO)

Previously the Founder, President and CEO of Aptology, Boardmember of Valen Analytics, President and CEO of Navis and was the CEO of Zebra Technologies.

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