LESLEY A. LEHMAN
Elmhurst,IL
Summary
Results-driven Enterprise Account Executive specializing in consultative selling and key account management. Proven success in achieving 400% growth, securing major client accounts, and driving implementation of AI legal technologies. Deep expertise in relationship management and product demonstrations, facilitating impactful solutions for Fortune 100 and 500 clients.
Overview
21
21
years of professional experience
Work History
Enterprise Account Executive
Justice Bid
Chicago, Illinois
03.2026 - 07.2026
- Managed enterprise SaaS sales opportunities with Fortune 100 and 500 organizations, engaging legal operations, procurement, and senior in-house counsel in complex, multi-stakeholder buying processes.
- Generated and advanced new-business pipeline through prospecting, executive outreach, discovery, consultative selling, and tailored product demonstrations.
- Delivered customized demonstrations of AI-powered SaaS solutions spanning legal spend analytics, outside counsel rate review, and RFP management, translating complex product capabilities into customer-specific business value.
- Collaborated cross-functionally to develop solution strategies, address customer objectives, and build product expertise in a fast-paced, high-growth startup environment.
Enterprise Account Executive, Senior Sales Manager & Client Partnerships
AXIOM
Elmhurst, IL
01.2022 - 03.2026
- Managed enterprise sales and strategic accounts against annual gross-profit quotas ranging from $1.4M–$2.1M, consistently achieving 100%+ of quota each year; at Axiom's ~35% average gross margin, these represented approximately $4.0M–$6.0M in annual revenue-equivalent targets.
- Delivered 400% year-over-year growth within a key enterprise account, generating $1.9M in revenue in 2024.
- Consistently exceeded annual gross-profit quota throughout tenure, including 137% of annual goal in 2023, demonstrating sustained performance against seven-figure enterprise targets.
- Sourced and secured 12 new enterprise client accounts over two years through prospecting, executive relationship development, and consultative selling.
- Cultivated C-level relationships, including General Counsel and other senior executives, to identify business pain, develop strategic opportunities, and build consensus around solutions.
- Connected 21 enterprise clients with tailored attorney resources and solutions, balancing new-business development with strategic account management and expansion.
- Partnered with Fortune 500 organizations on complex legal talent and technology initiatives, including activation of AI-enabled tools for contract review and due diligence.
- Recognized with Circle of Excellence Award for outstanding sales performance in 2023.
Account Executive and Market Development
FEDEX SERVICES
Elmhurst, IL
01.2022 - 12.2022
- Closed a $600K enterprise deal with a global food packaging company by managing the full sales cycle from prospecting and discovery through executive presentations, negotiation, and contract execution.
- Generated new business by self-sourcing meetings with C-level executives, expanding relationships within existing accounts, and identifying opportunities across Fortune 500 organizations.
- Led cross-functional sales efforts across operations, IT, supply chain, delivery, and international teams to develop customer-specific solutions and strengthen executive relationships.
- Conducted data-driven business reviews and customer presentations to connect operational challenges to measurable business outcomes.barriers faced by previous sales representatives.
- Prospected and closed new business and deepened partnerships with existing clients for Fortune 500 shipping and logistics business.
Business Operations and Marketing Consultant
WORK ZONE SAFETY INC.
Elmhurst, IL
01.2021 - 12.2022
- Partnered with the CEO to improve operations, digitize business processes, and implement a CRM system that streamlined bid management, pipeline visibility, and client tracking.
- Developed recruiting and marketing strategies that supported the hiring of a senior estimator and expanded the company's sales capacity.
Founder and Small Business Sales Consultant
LL FITNESS SALES COACHING
Elmhurst, IL
01.2019 - 12.2021
- Founded and grew a boutique sales and marketing consulting firm, increasing revenue 40% in the first year while advising franchise owners on sales strategy, CRM implementation, pipeline development, and business growth.
- Coached business owners on prospecting, conversion, customer retention, and sales process; three mentees earned 'Fastest Growing Franchise' recognition.
Owner, Operator, Chief Instructor
FIT4MOM DUPAGE COUNTY
Elmhurst, IL
01.2014 - 12.2020
- Built and scaled a top-five franchise to more than $200K in annual revenue, increasing revenue approximately 62% year over year while serving 300+ clients.
- Developed growth, pricing, digital marketing, and customer acquisition strategies; recruited and led a team of 20 employees.
Small Business Sales Consultant
PAYCHEX
Chicago, IL
01.2009 - 12.2014
- Averaged 104% of annual quota from 2009–2012 while ranking among the top 10 sales performers in a multi-state region.
- Managed a seven-zip-code territory through prospecting, new-business acquisition, relationship development, and consultative selling; generated the highest revenue per client in 2012 and earned three top-15% company award trips.
Showroom Sales Consultant
FERGUSON
Chicago, IL
01.2006 - 12.2009
- Achieved record sales growth, contributing to overall revenue increase for wholesale plumbing wholesaler.
- Built 75% of business through referrals, earning recognition with two incentive trips.
- Promoted from Sales Management Training Program to Showroom Sales Consultant.
Education
Digital Marketing Certification -
NORTHWESTERN UNIVERSITY – KELLOGG SCHOOL OF MANAGEMENT
Chicago01-2021
Bachelor of Arts - Family Community Services
MICHIGAN STATE UNIVERSITY
East Lansing, MI01-2006
Skills
- Enterprise SaaS and AI sales
- Pipeline generation
- Full sales cycle management
- Strategic account management
- Executive and C-suite engagement
- Consultative selling and discovery
- Complex deal strategy
- Negotiation and closing
- Expansion and upselling
- Business case development
- Cross-functional team collaboration
- Product demonstrations
- CRM proficiency (Salesforce, HubSpot)
- Strategic partnerships
Timeline
Enterprise Account Executive
Justice Bid
03.2026 - 07.2026
Enterprise Account Executive, Senior Sales Manager & Client Partnerships
AXIOM
01.2022 - 03.2026
Account Executive and Market Development
FEDEX SERVICES
01.2022 - 12.2022
Business Operations and Marketing Consultant
WORK ZONE SAFETY INC.
01.2021 - 12.2022
Founder and Small Business Sales Consultant
LL FITNESS SALES COACHING
01.2019 - 12.2021
Owner, Operator, Chief Instructor
FIT4MOM DUPAGE COUNTY
01.2014 - 12.2020
Small Business Sales Consultant
PAYCHEX
01.2009 - 12.2014
Showroom Sales Consultant
FERGUSON
01.2006 - 12.2009
Digital Marketing Certification -
NORTHWESTERN UNIVERSITY – KELLOGG SCHOOL OF MANAGEMENT
Bachelor of Arts - Family Community Services
MICHIGAN STATE UNIVERSITY