Summary
Overview
Work History
Education
Skills
Websites
Timeline
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Ryan Oakley

Ryan Oakley

Nashville,Tennessee

Summary

Dynamic partnership and program operations leader with over 12 years of experience in the IT industry. Skilled in managing vendor relationships, driving strategic initiatives, and optimizing revenue-generating programs. Proven track record of aligning business goals with partner outcomes, enhancing collaboration, and executing plans that foster growth and operational excellence. Strong communicator with expertise in program development and cross-functional teamwork.

Overview

11
11
years of professional experience

Work History

Senior Account Executive

Advantage Technical
Nashville, TN
07.2025 - Current
  • Cultivated and strengthened client relationships to secure new technical staffing needs, positioning Advantage Technical as a key partner.
  • Developed targeted outreach strategies to penetrate new accounts and market segments, collaborating with internal teams to expand service offerings.
  • Partnered with sister companies to deliver integrated workforce solutions, enhancing customer value and increasing account penetration.
  • Maintained a curated bench of high-quality local technical talent to improve client response times and fulfillment speed.
  • Successfully signed the largest healthcare organization in the U.S., establishing a long-term strategic account.
  • Utilized Salesforce and other tools to manage pipeline, forecast performance, and source talent.

Account Executive

Payscale
Remote
12.2024 - 05.2025
  • Managed the full sales cycle from prospecting to closing, exceeding quota at 105% through consultative selling.
  • Built and advanced a pipeline across mid-market and enterprise accounts, strengthening strategic client relationships.
  • Delivered tailored solution demos that aligned business challenges with platform capabilities, improving conversion rates.
  • Collaborated with onboarding and customer success teams to ensure smooth customer adoption and retention.
  • Used Salesforce for forecasting and reporting to support leadership decision-making.

Program Leader

Cisco
Remote
08.2022 - 04.2024
  • Led the strategic development and implementation of employee career programs, aligning with organizational goals.
  • Designed micro-learning solutions that increased adoption of operational and security frameworks across global teams.
  • Produced executive-level communication materials to secure alignment for new cybersecurity strategies.
  • Managed partnerships with key vendors, including SANS, to expand security enablement offerings.

Business Operations Manager

Cisco
Remote
09.2020 - 08.2022
  • Directed OKR alignment initiatives, improving visibility and performance measurement across the organization.
  • Managed workforce strategies during COVID-19, ensuring operational continuity and productivity.
  • Oversaw a multi-million-dollar cybersecurity training partnership, optimizing investment and program outcomes.
  • Produced quarterly training programs that enhanced cross-functional competency and sales readiness.

Project Manager

Cisco
Remote
09.2018 - 09.2020
  • Orchestrated CX Enablement workshops, strengthening executive and stakeholder engagement.
  • Managed 47+ virtual training events per quarter during COVID-19, ensuring operational continuity.
  • Led planning and execution for LATAM workshops, delivering training to over 300 employees.
  • Improved event tracking and reporting processes for better visibility and decision-making.

Enablement Manager

Cisco
Remote
06.2017 - 08.2018
  • Developed and maintained Customer Success playbooks, providing essential resources for global teams.
  • Delivered global training across four continents, supporting customer engagement and organizational scale.
  • Built feedback loops between Customer Success, product, and engineering to enhance program quality.

Customer Success Manager

Cisco
Nashville, TN
11.2015 - 05.2017
  • Managed quarterly health checks for 90+ enterprise customers, generating follow-on opportunities.
  • Streamlined assessment processes, improving customer engagement and operational consistency.
  • Served as a subject matter expert for Cisco security technologies, leading knowledge-sharing sessions.

Business Development Specialist

ServiceSource (Concentrix)
Nashville, TN
12.2014 - 05.2017
  • Supported the acceleration of new offers through alignment with leadership.
  • Facilitated the launch of new client programs, ensuring readiness and timely execution.
  • Coached sales teams on effective outreach strategies to maximize customer impact.

Education

Bachelor of Arts - Business Administration

Middle Tennessee State University
Murfreesboro, TN

Skills

  • Partner & Vendor Engagement
  • Stakeholder Management
  • Strategic Program Execution
  • Executive Communication
  • Cross-Functional Leadership
  • Business Operations & Reporting
  • Training & Enablement Programs
  • Process Optimization
  • Data-Driven Insights
  • Technology Integration & Adoption

Timeline

Senior Account Executive

Advantage Technical
07.2025 - Current

Account Executive

Payscale
12.2024 - 05.2025

Program Leader

Cisco
08.2022 - 04.2024

Business Operations Manager

Cisco
09.2020 - 08.2022

Project Manager

Cisco
09.2018 - 09.2020

Enablement Manager

Cisco
06.2017 - 08.2018

Customer Success Manager

Cisco
11.2015 - 05.2017

Business Development Specialist

ServiceSource (Concentrix)
12.2014 - 05.2017

Bachelor of Arts - Business Administration

Middle Tennessee State University