Senior Strategic Account Executive

About the Role: Upside is transforming brick-and-mortar commerce, providing users with cashback and businesses with profitable customers. We are looking for a Senior Strategic Account Executive to join our fastest-growing Restaurant Sales team. You will identify and close new growth opportunities with large restaurant franchisees and brands across the U.S.

What You'll Do

• Identify and close new growth opportunities with large restaurant franchisees and brands.
• Develop a deep knowledge of prospective clients to tailor the Upside sales approach and compress the sales cycle.
• Collaborate with Product Marketing and Operations to ensure a consistent experience for new merchants.
• Manage multiple opportunities and deliver results in a fast-paced environment.
• Demonstrate the value of Upside's unique features using sophisticated consultative sales skills.

What You Bring

• 10+ years in a full sales cycle role, with 5+ years of SaaS sales experience.
• Outstanding interpersonal and communication skills across all levels of an enterprise organization.
• Successful track record of achieving/exceeding quotas.
• Experience operating sales technology tools (e.g., Salesforce, Outreach, Gong).
• Note: Willingness to travel up to 50%.

Benefits

• Base salary range of $159,000 - $190,000 plus commission and equity (ISOs).
• Medical, dental, and vision coverage starting on Day 1.
• Unlimited PTO, 10 paid federal holidays, and an annual week-long Winter Break.
• Family planning programs, paid parental leave, and wellness memberships.
• Flexible work environment (fully remote option with hybrid requirements for candidates based in DC, Austin, Chicago, or NYC).