Levi Oliphant

Sales Leadership & Coaching Innovator | Driving Growth Through Strategic Insights

Chicago, IL, USA

About

With over 25 years of expertise in sales leadership, business development, and team coaching, I specialize in transforming challenges into opportunities for growth. My innovative use of structured methodologies like IRAC equips sales teams to surpass goals and foster sustainable client relationships. By combining analytical problem-solving with people-centered leadership, I help businesses optimize performance, grow revenue, and achieve lasting success. Currently transitioning into my “second life journey,” I’m passionate about mentoring leaders and exploring opportunities that align with my love for guiding others toward their full potential.

Notable Roles

Global Sales Strategy & Operations, Competitive Specialist – Gartner

Senior Role-Based Specialist, Software Engineering Leaders

Vice President of Partnerships – Structure Events

Job Categories

Consulting

Executive Leadership

Program and Project Management

Industries

Sales

Technology

Technology Research

Leadership Development Professional Growth

Top Skills

Sales Strategy and Execution

Coaching

Mentorship

Business Development

Revenue Growth

Analytical Problem Solving

Client Advocacy

Team Leadership

Available

Full-time

A

Advising

C

Coaching

M

Mentoring

What I Offer

I offer a unique blend of analytical problem-solving and people-centered leadership, helping organizations and teams achieve transformative growth through innovative sales strategies and mentorship.

Sales Coaching

Empower teams with analytical tools and methodologies to drive results.

Strategic Advisory

Guide leaders in aligning sales strategies with organizational goals.

Career Transition Mentorship

Support professionals in navigating career changes by leveraging transferable skills and building confidence.

Ask Me About

Sales Coaching Frameworks

Team Leadership

Client Advocacy

Analytical Problem Solving

Sales Strategy Alignment

Business Transformation

Revenue Growth Tactics

Professional Development

Sales Team Empowerment

For sales managers and leaders looking to elevate team performance through structured coaching frameworks.

Leadership Coaching for Sales Professionals

For aspiring or established sales leaders seeking to refine their strategic approach and leadership skills.

Career Transition Guidance

For professionals transitioning to a new role or industry, helping them identify transferable skills and build confidence in navigating change.

Customized Sales Strategy Design

For organizations seeking tailored solutions to unique sales challenges.

Wisdom at Work

Areas of Expertise

Sales Leadership and Coaching

I excel in guiding and mentoring sales teams to exceed performance targets through structured methodologies like IRAC and proven sales strategies.

Strategic Business Development

I develop and implement scalable solutions that align with business goals, driving sustainable revenue growth while fostering meaningful client relationships.

Sales Innovation and Problem Solving

Leveraging my legal and sales background, I design unique analytical frameworks that empower teams to approach challenges with clarity, confidence, and actionable insights.

Key Achievements

IRAC-Based Sales Coaching Innovation

Developed a unique application of the IRAC methodology to sales, equipping teams with a structured framework for problem-solving and decision-making.

Transformational Leadership at Gartner

Coached and mentored over 100 sales professionals, achieving consistent quota success and strengthening team alignment across verticals

Business Development Excellence

Drove multimillion-dollar sales growth by aligning actionable strategies with client needs, resulting in measurable success and long-term partnerships.

To me wisdom is the ability to combine knowledge and experience and apply them to your life to make confident, mindful decisions

Thought Leadership

Laying Down the Law, How IRAC Helped Me Become a Better Salesperson

Summary of Skills

Levi Oliphant is a member of OpenWater Group — a trusted community and platform where seasoned professionals reimagine success through shared wisdom and meaningful connections.

Learn more about OpenWater