About the role
- Build, scale, and lead a team of Account Executives focused on high-velocity upsell and cross-sell within Gusto's customer base
- Empower a team of about 10 to operate with urgency and drive meaningful revenue impact through efficient, repeatable motions
- Leverage product insights, signals, and marketing-driven leads to close expansion opportunities at pace
- Coach, train, provide feedback, and support AEs to drive professional growth and consistent quota attainment
- Use Salesforce and outreach metrics to track team progress, identify trends, and implement data-informed strategies for continuous improvement
- Iterate on sales plays and align with leadership on business goals and priorities
- Prioritize customer education, activation, and long-term success in all interactions
Requirements
- 3-5+ years of experience leading high-performance account management or sales teams, ideally in a SaaS or tech environment
- Proven success in driving expansion revenue and consistent quota attainment
- Experience in outbound/proactive sales motions, with a strong understanding of upsell and cross-sell strategies
- Strong analytical mindset—able to use data to drive decision-making, optimize sales motions, and measure impact
- Expertise in sales coaching, pipeline management, and consultative selling
- Ability to thrive in a fast-paced, high-growth environment and manage change with agility
- Strong communication and influence skills to collaborate effectively across teams
- Experience with CRM tools (Salesforce preferred) and sales enablement platforms
- Experience mentoring and developing a team of ~10 Sales AEs
- Health insurance
- 401(k)s
- Expert HR
- Team management tools
- Total Rewards philosophy
- Collaborative and inclusive workplace
- Hybrid work schedule (approx. 2-3 days per week in-office for designated locations)
- Reasonable accommodations for qualified individuals with disabilities
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard skills
sales coachingpipeline managementconsultative sellingdata analysisupsell strategiescross-sell strategiesquota attainmentoutbound salessales metricsrevenue impact
Soft skills
leadershipcommunicationinfluenceteam developmentagilitycollaborationanalytical mindsetcustomer educationproblem-solvingmotivation