Summary
Overview
Work History
Education
Skills
Timeline
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LESLIE SKIP HOLLAND

Maple Valley

Summary

Sales development professional with 10+ years of experience generating qualified pipeline, penetrating target accounts, and accelerating revenue growth across SaaS and consultative sales environments. Skilled in strategic outbound prospecting, executive outreach, and discovery that uncovers operational pain points and drives high-quality opportunities. Known for exceeding pipeline targets, improving conversion rates, and partnering closely with Account Executives to increase deal velocity.

Overview

18
18
years of professional experience

Work History

Sr. Market Development Rep

Docusign
Seattle, WA
10.2021 - 02.2026


• Generated consistent high-value pipeline through targeted outbound campaigns, account research, and executive outreach
• Penetrated target accounts by multi-threading across departments and engaging decision-makers
• Partnered closely with Account Executives on territory strategy, messaging alignment, and opportunity progression
• Qualified prospects by identifying workflow inefficiencies, compliance risks, and revenue-impacting challenges
• Maintained disciplined outreach cadence across calls, email, LinkedIn, and follow-up sequences to exceed activity and pipeline goals
• Strengthened conversion rates by aligning discovery insights to measurable business outcomes

Senior Sales Consultant

CAF Outdoor
Maple Valley, WA
10.2017 - 08.2021
  • Employed extensive product knowledge to cultivate existing customer relationships and developed rapport with new ones.
  • Exceeded sales goals and improved profitability by aligning sales strategies and business plans with market trends.
  • Participated in networking events to meet and discuss service offerings with potential clients.
  • Created and delivered sales presentations demonstrating value through cost reduction, ROI and customer satisfaction.
  • Used cold calling and networking to sell products and services.
  • Cultivated strong professional relationships with industry partners, creating focused campaigns to drive long-term business development.
  • Capitalized on industry changes to corner emerging opportunities and maximize company revenue.
  • Pursued and generated customer leads as well as engaged in follow up activities to gain new client accounts.

Senior Sales Executive

Door to Door Storage
Kent, WA
02.2012 - 06.2017
  • Enhanced sales by presenting customers with specific Moving and Storage solutions.
  • Negotiated contract terms, conditions and pricing for all sales.

Sales and Customer Service Rep

ACB Business Services
Auburn, WA
02.2008 - 02.2010

Education

High School Diploma -

Lake Washington Institute of Technology
Kirkland, WA

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Chaffee College
Alta Loma, CA

Some College (No Degree) - Business Administration And Management

Skills

  • Proficient in CRM Salesforce
  • Business opportunity development
  • Business development
  • Cold calling
  • Interpersonal and written communication
  • Sales and marketing
  • Objection handling
  • Salesforce proficiency
  • Strategic prospecting
  • Account planning
  • Sales pipeline management
  • Teamwork and collaboration

Timeline

Sr. Market Development Rep

Docusign
10.2021 - 02.2026

Senior Sales Consultant

CAF Outdoor
10.2017 - 08.2021

Senior Sales Executive

Door to Door Storage
02.2012 - 06.2017

Sales and Customer Service Rep

ACB Business Services
02.2008 - 02.2010

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Chaffee College

Some College (No Degree) - Business Administration And Management

High School Diploma -

Lake Washington Institute of Technology