Summary
Overview
Work History
Education
Skills
Affiliations
Timeline
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Steve Oylear

Seattle,USA

Summary

Experienced leader with a proven track record in driving over $10M in revenue growth and excelling in staff management. Specializes in strategic planning, team transformation, and achieving financial objectives through effective cross-functional leadership. Adept at business planning and operational improvements to surpass goals.

Overview

14
14
years of professional experience

Work History

Director, Account Management

PUSHPAY
Redmond, WA
06.2023 - 08.2024
  • Achieved $1.6MM increase in LTV growth
  • Shifted to lead the Account Management function, focusing on development strategies
  • Unified team under clear leadership after months of uncertainty
  • Redesigned renewal and cross-sell strategies
  • Collaborated with Executive Leadership Team and Board of Directors to provide reporting on trends and deal insights
  • Developed and implemented comprehensive strategies to improve operational processes and organizational efficiency.
  • Recruited, trained, supervised, evaluated and mentored staff members.
  • Managed budgeting and financial planning processes for the organization.

Director, Pre-Sales (SDRs/MDRs)

PUSHPAY
Redmond, WA
01.2020 - 06.2023
  • Increased year-over-year revenue by over $10M
  • Successfully reorganized the Pre-Sales teams, weed out non-performers and identify ideal candidates moving forward to fit the desired revenue outcomes of the business
  • Boosted business growth by driving focus on net new customer retention within crucial areas
  • Contributed innovative ideas and solutions to enhance team performance and outcomes.
  • Fostered team mindset and growth by removing underperforming members and significantly elevating incoming recruit standards
  • Navigated several shifts in organizational leadership successfully
  • The MDR/SDR team was able to consistently pivot, reach and exceed the goals of the pre-sales and sales
  • Worked successfully with diverse group of coworkers to accomplish goals and address issues related to our products and services.

Sales Representative

NC MACHINERY – CATERPILLAR
Monroe, WA
01.2019 - 01.2020
  • Drove territory growth to a remarkable 140%
  • Established consistent client onboarding processes
  • Fulfilled diverse roles contributing to achieving multiple roadmap goals across teams
  • Executed continuous client touchpoint strategies to enhance client relations
  • Championed a culture shift within the organization

Sole Proprietor

OYBOY VENTURES
Seattle, WA
01.2015 - 01.2018
  • Started two local magazines from the ground up
  • Managed all business aspects: Advertising ad sales, creation and display | Content creation, interviewing and writing | Magazine Layout, design implementation and monthly cover redesign | Accounts Payable/Receivable, payment for various ad creation and design, monthly billing of clients

Consultant – Partner Director

AD-JUSTER
Poway, CA
01.2017 - 12.2017
  • Generated significant financial growth by optimizing sales processes, $500K incremental
  • Consulted with team post-acquisition to enhance sales performance
  • Collaborated with Customer Care to address major shortcomings in customer satisfaction
  • Implemented real-time alerts for immediate updates
  • Boosted new customer engagement by implementing onboarding workflow
  • Refined processes for better understanding of customer needs

Director – Sales Operations

AD-JUSTER
Poway, CA
12.2013 - 12.2016
  • Achieved $4.5M in new revenue across SaaS sales, marketing and operational functions
  • Led sales operations efficiently
  • Collaborated effectively with teams to develop comprehensive sales strategies
  • Drove team performance to exceed set financial objectives
  • Negotiated and determined contract terms for individual deals
  • Recruited and onboarded new sales team members
  • Led comprehensive push to develop marketing strategy with logo redesign and rebranding
  • Introduced white-label solutions, enhancing profit margins
  • Achieved notable decrease in client churn rates

Sr. Sales Associate

AD-JUSTER
Poway, CA
01.2012 - 12.2013
  • Accomplished $1.5M in new revenue through SaaS sales
  • Expanded Ad-Juster brand within Advertising Operation market
  • Led a key team and reported directly to the CEO
  • Consistently surpassed monthly sales targets from the first month
  • Developed crucial cross-functional partnerships internally and externally
  • Leveraged connections to enhance brand visibility at trade shows

Director of Sales (TagScan – by Google)

ADOMETRY
Redmond, WA
01.2011 - 12.2012
  • Generated $1M in new revenue through innovative SaaS sales
  • Introduced TagScan into online advertising market
  • Constructed financial frameworks to support negotiations
  • Conducted comprehensive operational reviews monthly and quarterly
  • Achieved above expected sales milestones consistently from initial month onward
  • Built strong internal and external cross-functional partnerships
  • Collaborated with the Marketing team to enhance brand awareness at trade shows

Education

Bachelor of Arts (BA) - Business Administration, Major: Marketing

WASHINGTON STATE UNIVERSITY
Pullman, WA

Masters Education (MA) - degree pending

CITY UNIVERSITY OF SEATTLE
Seattle, WA

Skills

  • Strategic Planning
  • Revenue Growth
  • Team Leadership
  • Financial Management
  • Operational Efficiencies
  • Executive Collaboration

Affiliations

  • Girls Fastpitch softball coach for nationally ranked team(s)
  • Volunteer/Community Involvement

Timeline

Director, Account Management

PUSHPAY
06.2023 - 08.2024

Director, Pre-Sales (SDRs/MDRs)

PUSHPAY
01.2020 - 06.2023

Sales Representative

NC MACHINERY – CATERPILLAR
01.2019 - 01.2020

Consultant – Partner Director

AD-JUSTER
01.2017 - 12.2017

Sole Proprietor

OYBOY VENTURES
01.2015 - 01.2018

Director – Sales Operations

AD-JUSTER
12.2013 - 12.2016

Sr. Sales Associate

AD-JUSTER
01.2012 - 12.2013

Director of Sales (TagScan – by Google)

ADOMETRY
01.2011 - 12.2012

Bachelor of Arts (BA) - Business Administration, Major: Marketing

WASHINGTON STATE UNIVERSITY

Masters Education (MA) - degree pending

CITY UNIVERSITY OF SEATTLE
Steve Oylear