Enterprise Account Executive
Midway Cloud Commerce · Chicago, IL
2022 · Present
• Closed $4.8M in net-new annual recurring revenue across retail, logistics, and professional-services accounts, finishing at 128% of quota in 2024.
• Led MEDDIC discovery and executive alignment for six-figure cloud commerce transformations, shortening average sales cycle by 21%.
• Built multi-threaded relationships with CIO, CFO, and revenue leaders; negotiated multi-year agreements averaging $620K in contract value.
• Partnered with solutions consulting and customer success on QBRs, expansion plans, and adoption milestones that lifted enterprise retention to 96%.
• Maintained rigorous Salesforce hygiene, weekly pipeline forecasting, and territory plans while mentoring two new account executives.
Account Executive
Lakeshore SaaS Partners · Chicago, IL
2019 · 2022
• Exceeded quota in three consecutive years, generating $2.9M in new ARR through consultative selling to mid-market technology and services companies.
• Ran discovery, demos, business cases, and procurement negotiations for VP and C-suite stakeholders; averaged 114% attainment.
• Created a repeatable HubSpot-to-Salesforce handoff process with marketing and implementation teams, improving forecast accuracy by 18%.
• Led quarterly business reviews for strategic customers and identified cross-sell opportunities that contributed $740K in expansion revenue.
• Earned Top Performer recognition in 2021 after closing the team’s largest new-logo deal, a $410K three-year agreement.
Sales Development Representative
Prairie Digital Media · Chicago, IL
2017 · 2019
• Prospected into Fortune 1000 and regional accounts using LinkedIn Sales Navigator, personalized outreach, and targeted event follow-up.
• Generated 38% of the team’s qualified pipeline in 2018 and averaged 22 sales-accepted opportunities per quarter.
• Qualified inbound and outbound leads against ICP, business pain, authority, and timing; partnered with account executives on discovery preparation.
• Designed email sequences and call coaching guides that increased connect-to-meeting conversion by 27%.
• Recognized as SDR of the Quarter twice for consistent activity quality, thoughtful research, and clean CRM data.