Michael D. Jenkins

Michael D. Jenkins

Michael Jenkins

Sales & Executive Management Leader | Freight Brokerage GM | Revenue Growth & Operations

Highly respected and performance-driven sales and executive management professional with an impressive record of establishing and developing strategic relationships within emerging and mature markets. A take-charge leader and an exceptional communicator recognized as a valuable company resource to drive business growth initiatives.

✓ Core business processes ✓ Revenue growth✓ Executive leadership✓ Ops + process✓ Strategic partnerships✓ Customer success
Current role
General Manager • Wheelhouse Logistics
Focus
Growth, Ops excellence, EOS execution

Professional experience

Click a role to expand details
Wheelhouse Logistics • Remote (Oakland, CA HQ)
Sept 2023 – Present
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General Manager
Jan 2025 – Present
  • Oversee company-wide performance across sales, operations, accounting, and agent programs, aligning departments to strategic goals.
  • Build core business processes and reporting structure using EOS Traction execution to drive accountability and cross-functional clarity.
  • Manage vendor relationships, tech stack implementation, and financial oversight to support scalable operations.
  • Structure KPIs and dashboards to monitor service levels, margin performance, and customer growth.
  • Lead agent recruitment, onboarding, and enablement to expand reach and diversify revenue streams.
Vice President, Sales
Sept 2023 – Jan 2025
  • Built and led core sales infrastructure: outreach campaigns, lead generation strategy, and CRM architecture.
  • Developed scalable sales motions, activity tracking, and reporting to drive pipeline growth and accountability.
  • Structured inbound/outbound processes for reps and agents; aligned performance metrics with revenue goals.
  • Launched and optimized sales tech stack, improving visibility into conversion rates and rep productivity.
  • Collaborated with leadership to align sales with operations and financial targets for sustainable growth.
Drake Software • Franklin, NC
Jan 2001 – Sept 2023
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Director, National Accounts
Oct 2021 – Sept 2023
  • Created and led a new revenue team of sales account managers focused on retaining and growing nationwide customers.
  • Owned personal and team quotas on new national accounts; established lasting relationships with revenue partners and technology businesses.
  • Partnered with internal development teams to identify target customers and implement creative approaches to expand customer footprint.
  • Reported directly to the company CRO.
Sales & Systems Consultant
May 2015 – Oct 2021
  • Drove sales and new business development for tax and accounting software platforms; traveled nationally to develop and close opportunities.
  • Consistently met or exceeded aggressive sales targets month-over-month and year-over-year.
  • Led weekly in-person product seminars to position and close new business.
  • Represented the company at annual industry trade shows as a product SME.
Sr. Government & Industry Liaison
Jan 2011 – May 2015
  • Served as governmental and industry liaison while also directing the web analysis team.
  • Represented the company at board meetings and events with the IRS, HHS, and U.S. Treasury leadership in Washington, DC.
  • Collaborated with executives across tax, accounting, software, security, and banking industries on best practices for working with agencies.
  • Board Member: CERCA and Free File Alliance.
Director, Web Analysis & Systems Assurance
July 2010 – May 2015
  • Stood up the company’s first technical analysis team to create requirements with development staff; supervised a 10-person team.
  • Led testing of web products prior to launch; served as interface between business units, technology teams, and support teams.
  • Developed and directed thousands of mock tests across browsers and newly released platforms.
Director, Customer Relationship Management Team
Jan 2005 – July 2010
  • Directed an 8-person account management team handling escalation calls through resolution; led hiring, training, and performance management.
  • Built the department from the ground up: policies, procedures, and annual plan.
  • Spoke at annual customer training (500–800 attendees) on tax laws, software enhancements, and market change.
  • Supported complex customer issues including legal disputes, fraud, and subpoena requests from IRS, CID, FBI, and SBI.
Account Manager, CRM Team
Jan 2003 – Jan 2005
  • Provided remote support to the company’s largest multi-site accounts; primary point of contact for customer needs.
  • Developed new training programs and utilities to improve CSR training efficiency.
  • Supported large franchisee/franchisor/corporate-owned operations in retail tax preparation and accounting.
  • Participated in onsite client meetings to qualify and plan software enhancement needs.
Research & Development Specialist
Jan 2001 – Jan 2003
  • Assisted programmers with software development and R&D; built tools to improve CSR training efficiency.
  • Provided technical support to clients remotely.

Experience timeline

A quick view of the journey
General Manager
Jan 2025 – Present
Wheelhouse Logistics • Remote (Oakland, CA HQ)
EOS Traction execution KPI systems Agent enablement
Vice President, Sales
Sept 2023 – Jan 2025
Wheelhouse Logistics • Remote (Oakland, CA HQ)
Sales infrastructure CRM architecture Pipeline reporting
Director, National Accounts
Oct 2021 – Sept 2023
Drake Software • Franklin, NC
New revenue team Retention & expansion CRO reporting
Sales & Systems Consultant
May 2015 – Oct 2021
Drake Software • Franklin, NC
National sales Product seminars Trade shows
Government & Industry Liaison / Web Analysis Leadership
2010 – 2015
Drake Software • Franklin, NC
IRS / HHS / Treasury Board engagement Quality & assurance
CRM Leadership & Account Management
2003 – 2010
Drake Software • Franklin, NC
Team leadership Escalations Training
R&D Specialist
Jan 2001 – Jan 2003
Drake Software • Franklin, NC
Tools & utilities Client support Dev collaboration

Key skills

What I’m known for
Leading empowered teamsCustomer needs analysisConsultative sales approachCross-functional team leadershipCustomer acquisition & retentionEnd-to-end sales & project managementStrategic alliances & partnershipsSystems integration (software & hardware)Data collection, analysis & reportingEOS Traction execution execution

Tech

From the resume
Salesforce HubSpot QuickBooks Microsoft 365 Admin Google Workspace Admin HTML Visual Basic VB.Net ASP.Net Java ORACLE9i DOS Linux

Education

Academic background
Western Carolina University
Cullowhee, NC
BS/BA, Computer Information Systems, Management
Dean’s List
Southwestern Community College • Sylva, NC
Associate of Arts (AA)
Dean’s List