Account Executive, SMB (New Business)

WinsAbove; Chicago (IL); On-site; USD 80,000 - 110,000; Full time

Job summary

WinsAbove is looking for an experienced Account Executive in Chicago to join their Startup and SMB Account Executive team. You'll be responsible for identifying new opportunities, executing sales strategies, and managing relationships. Ideal candidates have at least 5 years of sales experience, a strong analytical mindset, and the ability to navigate complex technical ecosystems. The role promises a dynamic environment with great potential for growth.

Qualifications

• 5+ years of sales or prospecting experience at a tech company.
• Track record of top performance in sales.
• Ability to understand complex technical ecosystems.

Responsibilities

• Identify high-potential prospective users from inbound leads.
• Own the full sales cycle from lead to close.
• Develop full sales cycle strategies for new product adoption.

Skills

Sales experience

Relationship building

Analytical skills

Communication skills

Project management

Job description

About the team

The Startup and SMB Account Executive team is a highly consultative sales team that is responsible for the acquisition and growth of Stripe’s largest and most promising Startup and SMB customers. As an Account Executive, you’ll identify new opportunities for prospects to get the most out of Stripe by quickly understanding our clients’ needs, execute scaled sales strategies to acquire new customers and drive product adoption.

Responsibilities

• Identify high-potential prospective users from inbound leads and outbound prospecting
• Own the full sales cycle from lead to close for SMBs and Platforms
• Develop and implement full sales cycle strategies for driving new logo and product adoption
• Solve complex client needs and work across product, sales, risk, and operations teams to improve our platform
• Generate your own leads through cold calling, blitzing, research, networking, and driving your territory
• Make every potential Stripe user happy with every interaction, regardless of deal size
• Identify and understand users’ pain points to propose Stripe solutions
• Set up users for success by coordinating internally with other Stripe teams

Who you are

We’re looking for a well‑rounded strategic seller who can build strong relationships with Stripe’s clients and manage high‑velocity deal cycles. If you’re smart, persistent, and a great teammate, we want to hear from you!

Minimum requirements

• 5+ years of sales or prospecting experience, preferably at a technology company, with a track record of top performance
• Ability to understand complex technical ecosystems and build great relationships with technical customers
• Analytical ability to manage complex sales cycles
• Experience managing projects with input from cross‑functional teams
• A knack for working well with a wide range of stakeholders, both internally and externally
• Ability and motivation to operate in a highly ambiguous and fast‑paced environment
• Superior verbal and written communication skills
• Proven ability to meet or exceed sales targets