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Alex Middleton
Director-level revenue leader specializing in enterprise sales and financial services
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Enterprise SaaS sales leader with 10+ years of experience leading frontline AE teams and owning quotas up to $4.5M. Brings a process-oriented, data-driven approach, including implementing MEDDPICC and coaching reps through complex enterprise cycles with major brands like Bank of America, Intuit, CVS/Aetna, and Colgate-Palmolive.
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Key Strengths
- 10+ years leading enterprise SaaS sales teams
- Managed frontline sales teams of 5 to 22 AEs
- Owned team quotas ranging from $1M to $4.5M
- Built data-driven, structured sales processes
- Implemented MEDDPICC across sales team
- Closed complex global enterprise deal with Bank of America ($500K, 10-month cycle)
- Navigated extended trial approval and procurement alignment in complex deals
- Managed multi-threaded enterprise sale with Intuit ($210K)
- Coached junior AEs using Gong call analysis to improve discovery and close deals
- Enterprise sales experience across financial services and multi-segment markets
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