["Full-Time"]
Remote
SaaS
jobicy
About this role
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:
Upside is a fast-growing company in search of an experienced hunter who can help drive further growth by signing up new Enterprise fuel accounts — large fuel retail chains, wholesalers, and marketers. We are looking for sellers with a consistent track record of exceeding quotas and goals.
You will join a team whose experience hails from places as varied as Google, Affirm, Klarna, MasterCard, and successful startup executives and venture capitalists.
As a Senior Strategic Account Executive, Fuel, reporting to our VP, Enterprise Fuel, your
responsibilities will include:
Partnering with Sales leadership and the larger fuel team to implement our sales strategy and onboard enterprise fuel accounts onto the platform
Building relationships and selling consultatively to Director, VP, and C-Level executives at enterprise fuel accounts
Effectively presenting the Upside value proposition to enterprise fuel accounts, through a data-driven, incrementality-focused sales approach
Working directly with our internal Sales, Product, and Marketing teams to support go-to-market strategy, merchant launches, roadmaps, and key partnerships
Leading and implementing effective sales strategies, pipeline management, and opportunity management
Building a pipeline and managing your forecast fo
Selling Motion
Sales Cycle
Enterprise
6–18 month cycles, complex multi-stakeholder deals
Prospecting
Channel / Partner
Sell through partners, resellers, or alliances
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Named Accounts
Pre-assigned list of target companies
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionAccount Executives are the revenue engine of any sales organization — this role will require strong pipeline management and closing skills.
Top SaaS reps often earn significant upside through accelerators once quota is exceeded.
This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.
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