HR Annie in Action

Where We Speak, Show Up, and Give Back.

Keynotes & Speaking Engagements

Our team regularly delivers engaging keynotes, sits on panels, and leads workshops across industries.

Our top keynotes

Scaling Smart: Build a Thriving Business on Your Terms

No organization is the exact same on Day One, Year Two, or Year Ten. So, how do you know when it’s time to level up? How can you prepare your business to be open to and ready for scaling? How can you reflect on where you have been to forecast where you are going? And what does leadership look like as your company grows?

CEO, Cindy Free, motivates owners and operators to reflect on their current phase of business to consider what’s possible, what’s next, and how they know when they have arrived.

  • Learn the phases of a business life cycle
  • Take inspiration from company success stories (and not-so-successful stories)
  • Gain awareness of pitfalls to avoid as you consider or step towards scaling
  • Reflect on what is needed in your role as your organization grows
Stop Talking! (Start Listening)

Sometimes experts and leaders hog the microphone. We give instructions, answers, and quick responses. We are the fixers, planners, and integral members who make strategy a reality. But what if there is a transformative way to bring our employees and coworkers with us? What if we embrace curiosity? What if we aren’t the ones with the best ideas? How can actively listening be our new superpower?

Training & Development Consultant, Linda Addy, empowers leaders to ask the right questions to gain giant strides in company innovation, continuous improvement, and team trust.

  • Understand foundations in communication in the workplace
  • Learn impactful questions to ask that change everything about your company’s success
  • Gain awareness of tripping hazards to avoid
  • Discover how active listening builds connection and relationships
Failing Forward: How Company Mistakes Can Transform Your Business

Perfectionism as a company norm just doesn’t work. While we may strive towards goals of productivity, high achievement, and meticulousness, humans sometimes stumble. When we fear mistakes, can’t be vulnerable, and value being right over learning…workplace culture suffers.

Training & Development Consultant, Linda Addy, reveals how company missteps can inform what success looks like and serve as an inspiration for new ideas and continuous improvement in your organization.

  • Understand the cultural pressures of perfectionism
  • Learn that teams that are afraid to fail may be afraid to succeed
  • Take inspiration from how mistakes and failures have made companies, athletes, and innovators more successful
  • Reflect on how mistakes are viewed in your organization

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Where You've Seen Us Speak

A few of our most popular topics...

  • HR Foundations: What Employers Need to Know
  • Fair & Competitive: Understanding Pay Equity, Compensation Analysis, and Market Comparison
  • Stay Nimble: Benefits Awareness and Planning
  • Employee-Led Code of Conduct: Creating an Engaged & Behavior-Based Culture
  • Leadership Development: Closing Critical Gaps and Building Manager Confidence
  • Realistic Recruitment: Pro Tips for Interviewing, Hiring, and Onboarding
  • Best Self Forward: Navigating Your Job Search with Confidence

Want us to speak at your event?

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Expert Speakers We've Hosted

What Makes us Remarkable

See how HR Annie prioritizes trust, impact, and community.

Credentials, Affiliations, & Strategic Partnerships

Moments That Shape Who We Are

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HR Annie Annual Retreats

At HR Annie, we believe strong connection is the foundation of a thriving team. That’s why our annual retreat isn’t just a few days off—it’s a vital investment in our people. Each year, we carve out intentional time to rest, recoup, and reenergize so we can return refreshed and ready to serve our clients.

There’s always plenty of laughter and fun, but we also reflect on the past year, celebrate our growth, and align on the year ahead. Most importantly, we show up as our authentic selves. Prioritizing mental health and meaningful connection helps us continue doing the work we love: supporting yours.

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Serendipity: A Career Exploration Series

Powered by HR Annie & EO Portland

Serendipity: Future Ready was a free field trip experience that provided students and young adults with direct access to successful entrepreneurs and thriving Portland businesses, helping them explore potential career futures. Participants had the opportunity to tour local businesses, meet their founders, connect with departments such as marketing, HR, and operations, and explore potential career paths.

Giving Back

HR Annie has donated
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SO FAR IN 2026
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Community Engagement
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Webinars & Events
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Volunteering
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Pro Bono Work

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THE CAUSES WE'VE SUPPORTED:

HRA Giving Back 2026 (1)

HR & Manager Crash Course Scholarships

We're excited to offer 1-2 scholarships for our quarterly HR & Manager Crash Course sessions! These scholarships are available to underserved and underrepresented learners, as well as college students studying related fields.

Why apply?

  • Build your toolkit for success in HR & management
  • Network with like-minded peers
  • Invest in your career at no cost

Giving back is a vital part of our mission & values.

Contact us to inquire about pro bono work, donations, or sponsorship!

Click the button below to learn more!

Client Success Stories

See, Read, Listen.

Explore how we’ve lent our voice to important conversations in HR, leadership, and recruitment.

Podcast Features

Guest Blogs & Articles

How To Build a Restaurant Safety Plan

Guest blog with Poached.

Trauma-Informed Management In Restaurants

Guest blog with Poached.

Support Your Team With an Employee Handbook

Guest blog with Poached.

Hiring For Critical AI Roles? 20 Factors To Consider

Expert Panel, Forbes Council Member

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Ready to Get Started?
Please contact us to learn more about how we can help!