Open to opportunities

Jaimey Walking Bear

@jaimeywb

Message

Operations & systems leader optimizing events, teams, and multimillion-dollar programs.

United States

Message

What I'm looking for

I seek a leadership role optimizing operations and events with autonomy to design scalable systems, mentor teams, and drive measurable impact.

I am an operations and program leader with 20+ years driving operational excellence, scalable systems, and successful delivery for events, SMBs, and global initiatives. I build workflow automations, design PMO frameworks, and lead distributed teams to reduce friction and restore capacity.

As a Fractional COO and former General Manager & Head of Events, I have led multimillion-dollar programs, doubled attendance and sponsorship revenue YoY, maintained 90%+ satisfaction, and managed seven-figure budgets and P&Ls. I specialize in ClickUp/Asana implementations, event operations, and workforce development, consistently improving efficiency and stakeholder alignment.

I bring a data-informed, people-centered approach to organizational development and change management, with technical proficiency across HubSpot, Salesforce, Google Workspace, Asana, ClickUp, Airtable, and more. I seek roles where I can design scalable systems, optimize delivery, and mentor high-performing teams.

Experience

Work history, roles, and key accomplishments

Current

Founder & Fractional COO

Current

Bearfuht Labs

Jan 2024 - Present (1 year 11 months)

Provides operational design, project leadership, and systems optimization for purpose-driven SMBs and nonprofits, reducing manual work by 10–20 hours/week per engagement and improving delivery rhythms.

ClickUp Asana Workflow Automation PMO Process Optimization Stakeholder Management Remote Team Leadership

General Manager & Head of Events

Modev

Jan 2021 - Jan 2025 (4 years)

Led strategy, operations, and execution for AI and technology conferences, managing multimillion-dollar programs that doubled attendance and sponsorship revenue YoY while maintaining 90%+ satisfaction.

Event Operations Sponsorship Sales Team Leadership Program Management Vendor Management Strategic Planning

Program & Marketing Lead

Digital Summit Series

Jan 2015 - Jan 2021 (6 years)

Expanded the conference series from 8 to 24+ annual events for 25K+ attendees, increasing attendance and revenue 25% YoY and leading the pivot of 23 conferences to a profitable virtual series.

Marketing Strategy Virtual Event Transition Revenue Growth Crisis Response

Executive Producer, Conferences

Modev

Jan 2013 - Jan 2015 (2 years)

Directed end-to-end production for 12+ multi-day events, implementing Agile workstreams and playbooks that increased attendance and sponsor participation by 30%.

Agile Project Management Playbook Development Speaker Management Sponsorship Fulfillment

Conferences Marketing Manager

O'Reilly Media

Jan 2008 - Jan 2013 (5 years)

Led event marketing and logistics that generated 30%+ of annual conference revenue, drove global expansion, and optimized sponsor engagement and attendee logistics.

Event Marketing Logistics Management Revenue Generation Networking Experiences

Sr. Director of Product Marketing

The Shift Network

Jan 2022 - Present (3 years 11 months)

Led execution and operations for global virtual summits and festivals, managing logistics for 20K+ attendees and increasing registrations by 30% while optimizing workflows for partner collaboration.

Product Marketing Audience Growth Workflow Optimization Partnering