Mid-Market Account Executive

Summary

Join Aspire.io, a leading word-of-mouth commerce platform, as a Mid-Market Account Executive to drive revenue by closing new business with mid-sized brands. You will own the full sales cycle, from prospecting to closing deals, focusing on the mid-market segment. Responsibilities include hunting for new business, leading strategic discovery calls, closing deals ($25K-$75K ACV), driving urgency without discounting, and leveraging top sales tools. Success requires 3+ years of full-cycle sales experience (SaaS preferred), a proven track record of exceeding quota, and strong outbound prospecting and negotiation skills. Aspire offers comprehensive benefits, remote work flexibility, a 401(k) plan, flexible PTO, paid parental leave, and ongoing training and development.

Requirements

• 3+ years of full-cycle sales experience (SaaS preferred, but not required)
• Proven track record of success in outbound sales, exceeding quota, and closing mid-market deals ($25k-$75k ACV) with the numbers to prove it
• Experience selling to marketing decision-makers (brand managers, CMOs, growth marketers, eCommerce leaders preferred)
• Strong outbound prospecting skills —comfortable building pipeline and engaging cold accounts
• Ability to run strategic discovery calls, ask insightful questions, and connect customer pain points to solutions
• Exceptional negotiation and closing skills —knowing how to drive urgency without discounting
• Comfortable selling in a competitive market —understands how to position against competitors
• Tech-savvy —familiar with CRM tools (Salesforce preferred), Sales Navigator, and email sequencing tools
• Highly accountable, coachable, and process-driven —thrives in a structured sales motion with a focus on execution

Responsibilities

• Own the full sales cycle – From outbound prospecting to closing deals, you’ll take ownership of driving revenue and growing Aspire’s mid-market segment
• Hunt for new business – Build and manage a robust pipeline by proactively reaching out to marketing decision-makers (brand managers, CMOs, growth marketers, eCommerce leaders)
• Lead strategic discovery calls – Ask insightful questions to uncover customer pain points and position Aspire as the must-have solution
• Close mid-market deals ($25K-$75K ACV) – Consistently exceed quota by executing a structured, process-driven sales motion
• Drive urgency without discounting – Master the art of negotiation, positioning value over price, and guiding prospects to the finish line
• Compete to win – Understand the competitive landscape, differentiate Aspire, and confidently handle objections to secure the deal
• Leverage top sales tools – Use Salesforce, Sales Navigator, email sequencing tools, and outbound automation to maximize efficiency and impact
• Be highly accountable and coachable – Operate with a growth mindset, take feedback, and continuously refine your sales skills

Benefits

• Comprehensive Benefits – Full health, dental, and vision insurance to keep you covered
• Remote Work Flexibility – Thrive in a high-energy, high-performing team—all from the comfort of your home. We provide support for your internet and home office setup
• 401(k) Plan – Save for your future with our competitive 401(k) retirement savings plan
• Flexible PTO – Recharge and take time off whenever you need with our flexible paid time off policy
• Paid Parental Leave – Four months of fully paid leave for new moms and dads—one of the best policies in the industry
• Ongoing Training & Development – We invest in your growth with customized training, coaching, and career acceleration opportunities—while building clearer, more defined career paths. Plus, take advantage of our annual education stipend to keep learning on your terms
• End-of-Year Break – We typically close between Christmas and New Year’s to give everyone time to unplug and recharge. Availability may vary by team based on workload and customer support needs