Ryan
O'Connell.

Regional Sales Manager - B2B. I hit the number. Every quarter.
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01Sales Profile

Quota-crushing B2B sales leader with 10+ years in SaaS and industrial sales. Builds pipeline, closes enterprise deals and coaches teams to consistent over-achievement while keeping customer satisfaction high.

02Experience

Regional Sales Manager
CloudDesk Software · Jan 2021 - Present
  • Achieved 131% of a $14M annual quota in 2023 and ranked #1 of 8 regions.
  • Closed the company's largest deal, a $2.3M ARR multi-year contract.
  • Introduced MEDDICC coaching, lifting team win rate from 19% to 28%.
Senior Account Executive
Apex Industrial Supply · Apr 2017 - Dec 2020
  • Delivered 118% average quota attainment over 4 years and won President's Club twice.
  • Grew key-account revenue from $3.1M to $7.4M.
Customer Success Representative
BrightCall Services · Jun 2014 - Mar 2017
  • Kept a 96% CSAT score while handling 60+ customer contacts a day.

03Big Wins

$2.3M ARR Enterprise WinStrategic deal · 2023

9-month cycle with 14 stakeholders, closed with a multi-year expansion path.

Sales Playbook RebuildEnablement · 2022

Discovery, demo and objection guides that cut ramp time from 6 to 4 months.

Sales Toolkit

Enterprise salesSolution sellingNegotiationClosingProspectingTerritory planningForecastingMEDDICCAccount managementRenewalsUpsellingCSAT / NPSSalesforceHubSpotGongOutreachLinkedIn Sales Navigator

Education

B.A., Business AdministrationSample University · 2010 - 2014

Certified

MEDDICC Certified Practitioner2022
Salesforce Certified Administrator2020
Sandler Sales Training2018