Principal Product Marketing Manager, Sales

Meet Upside:

We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We've helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives.

The Impact You'll Make:

As a Principal Product Marketing Manager, Sales, you will play a pivotal role in accelerating our sales cycle, increasing win rates, and ensuring our go-to-market teams are armed with compelling narratives and effective tools. You will be the bridge between product, marketing, and sales—crafting messaging that resonates with prospects, optimizing the sales process from "intro" to "verbal commit," and driving insights that improve our competitive positioning. You will report to our Director, Product Marketing.

• Own the Sales Narrative: Develop and refine clear, differentiated messaging that supports sales teams at every stage of the funnel—helping them tell compelling stories that drive conversion.
• Equip the Sales Teams for Success: Create and maintain sales collateral, battle cards, and pitch decks that empower sales teams to close deals faster, working closely with our Sales Enablement team to effectively train the team.
• Align Sales and Account Based Marketing Initiatives: Work closely with the Account-Based Marketing (ABX) team to maintain a seamless buyer journey from awareness through close.
• Shorten Time-to-Close: Identify friction points in the sales process and develop strategies to accelerate deal velocity, including refining messaging, objection handling, and pricing strategy support.
• Be the Voice of the Product: Represent product capabilities in internal and external discussions, ensuring alignment between product roadmap and customer needs.
• Own Competitive Intelligence: Monitor market trends and competitors, equipping sales with insights to differentiate our offerings effectively.
• Influence the Product Feedback Loop: Actively gather and synthesize feedback from sales, prospects, and customers to inform product development and refine go-to-market strategies.

What You Should Have:

• 7+ years of experience in product marketing, sales enablement, or a related role—preferably in B2B, SaaS, or a high-growth tech environment. Experience with marketplaces is a plus.
• A strong understanding of enterprise sales cycles and experience developing strategies to increase win rates and accelerate deal velocity.
• Exceptional messaging and positioning skills, with the ability to distill complex ideas into clear, compelling value propositions.
• Proven track record of creating high-impact sales enablement content—including pitch decks, playbooks, and competitive battle cards.
• Experience working cross-functionally with sales, marketing, and product teams to align on go-to-market strategies.
• Data-driven mindset, with experience using insights to optimize sales performance and messaging.
• A bias for action and results, with the ability to work independently and drive initiatives forward in a fast-paced environment.

Location:

This hybrid role is required to work at our NYC, DC, Austin, or Chicago office for two days/week.

Compensation:

The US base salary range for this full-time position is $170,000 - $200,000 + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process.

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 federal holidays + our annual, week-long Winter Break
• Flexible work environment + support for your home office setup
• Lunch reimbursement for in-office employees
• Employee Resource Groups
• Learning and Development opportunities
• Transparent culture
• Amazing mission!

Why Join Upside?

Our mission, values, and dedication to inclusivity guide our team of more than 300 people worldwide, and the quality of our culture is reflected in the impact we've had on the people and businesses we work with. But don't just take our word for it! In 2023, Upside was included as a Top Workplace in the USA, received six Best Places to Work awards from Built In, was named a Top Workplace for Perks & Culture by The Muse, and was listed second year in a row on the Deloitte Fast 500.

At Upside, we believe that diversity drives innovation. Our differences are what make us stronger. We're passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here!

Notice To Recruiters And Placement Agencies:

This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

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