Capability building and change management
Stand up champions / community-of-practice network to sustain adoption.
Coach managers to support skill growth, career mobility and new ways of working.
Address adoption resistance and role anxiety with clear communication and change practices.
Measurement and reporting
Define and track metrics: skill proficiency gains, tool adoption, productivity impact, internal mobility and retention.
Report progress and ROI to executives; adjust programs based on data.
Document playbooks and hand off to internal owners before the engagement ends.
Work Experience
Project skill and experience requirements
10+ years total experience, including 4+ years hands-on in a technical role (software engineering, data/analytics, cloud, IT or solutions architecture).
Proven record (2+ years) designing and delivering upskilling, with measurable adoption or productivity results. Expect to share examples.
Hands-on fluency with current generative AI tools (e.g., Claude, ChatGPT, Copilot, Gemini), AI-assisted development and core concepts like LLMs, RAG, agents and evaluation.
Grounding in adult learning and instructional design (ADDIE, SAM, 70-20-10) and skills-based talent practices.
Experience building skills frameworks or competency models and running gap assessments.
Working knowledge of responsible AI, data privacy and security considerations.
Strong facilitation and executive communication; credible with both engineers and executives.
Comfort working independently across multiple stakeholders with limited hours.
Preferred qualifications
Background in organizational development, I/O psychology, HRD or a related field (degree or certification).
Certifications such as ATD CPTD, SHRM, Prosci change management, or cloud/AI credentials (AWS, Azure, Google Cloud).
Experience with LMS/LXP and skills platforms (e.g., Degreed, Workday Learning, Cornerstone, Pluralsight, Coursera).
Prior fractional, consulting or interim leadership engagements.
Experience in regulated or government-contracting environments, if relevant to your organization.
Has built an internal champions network or community of practice.
Physical Requirements
Ability to sit for extended periods while working on a computer or during meetings.
Must be able to travel occasionally to client sites or company meetings, which may involve driving or flying.
Ability to communicate effectively via phone, email, and in-person, requiring clear speech, listening, and written communication skills.
Ability to move within an office environment, including reaching for files, using office equipment, and occasional light lifting (up to 10 pounds).
Benefits
Life at Fearless
We're a digital integration consultancy on a mission to build a better tomorrow. At Fearless, we combine technology, people, and organizational development to solve meaningful problems. Through iterative development, we deliver smart, user-friendly solutions that make technology work better—for everyone.
But great technology is only part of the story. What truly sets Fearless apart is our Purple Culture and our commitment to building meaningful partnerships with the people who help us deliver exceptional results.
What Makes Us Purple?
Whether you're a team member, contractor, or partner, our Purple Culture influences how we collaborate, communicate, and solve problems together.
Being Purple means you
Contribute to work that creates meaningful impact
Collaborate with people who value curiosity, innovation, and continuous improvement
Bring your expertise to challenging and rewarding projects
Work with transparency, trust, and mutual respect
Help create solutions that improve the lives of the people who use them
Join a community committed to equity, inclusion, and belonging
We're proud to be an equal opportunity organization. We believe diverse perspectives make us stronger, and we welcome individuals from all backgrounds, experiences, and identities.
Compensation & Engagement Details
Fearless is committed to offering competitive contract rates that reflect the expertise, experience, and value our independent contractors bring to client engagements. Final rates are determined based on experience, qualifications, project requirements, and market considerations.
This position is structured as an independent contractor (1099) engagement and is not eligible for employee compensation programs or benefits.
Why Partner with Fearless?
When you partner with Fearless, you'll have the opportunity to
Contribute to mission-driven work that delivers meaningful outcomes
Collaborate alongside experienced professionals across technology, delivery, design, and organizational development
Apply your expertise to impactful client engagements
Build relationships with a values-driven organization committed to excellence
Work with a team that values autonomy, accountability, and results
While independent contractors are not eligible for employee benefits, we strive to create strong partnerships that support successful outcomes for both our clients and our contractor community.
Independent Contractor Requirements
To engage with Fearless as an independent contractor, the following documentation must be provided prior to the start of work:
Completed Form W-9
Proof of General Liability Insurance
Certificate of Insurance (COI)
Compliance with any project-specific customer requirements, including background checks or security clearances, when applicable
Additional documentation may be required depending on the nature of the engagement.
Reasonable Accommodations
Fearless is committed to providing reasonable accommodations for applicants and candidates with disabilities. If a reasonable accommodation is needed to participate in the application or interview process, please contact the Human Resources Department at hr@fearless.tech.
So, What's Next?
We've refined our engagement process to ensure alignment between Fearless, our clients, and our contractor partners.
If there's mutual alignment, we'll reach out to begin the interview and evaluation process. Depending on the role or project, the process may vary slightly, but typically includes:
1. Introductory Conversation
We'll connect to
Learn more about your experience and expertise
Discuss project requirements and expectations
Review rate expectations and engagement details
Answer any questions about Fearless and the opportunity
2. Skills Assessment (If Applicable)
For some engagements, we'll ask you to complete a role-specific assessment or work sample to better understand your capabilities and approach.
3. Skills & Business Fit Conversation
This conversation allows us to
Discuss relevant experience and project examples
Explore your approach to problem-solving and collaboration
Ensure alignment between your expertise and the engagement's needs
Some engagements may also require customer interviews, background checks, or security clearance verification based on project requirements.
Where You Can Partner with Fearless
At Fearless, we’re proud to partner with talented independent contractors across the United States. We are currently able to engage 1099 contractors residing in all 50 states. For contractors who may be interested in future full-time employment opportunities with Fearless, please note that our current W-2 employment footprint includes the following states:
Alabama, California, Delaware, District of Columbia, Florida, Georgia, Maryland, New Jersey, New York, North Carolina, Ohio, Pennsylvania, South Carolina, Tennessee, Texas, and Virginia.
While contractor engagements are available nationwide, eligibility for future W-2 opportunities is contingent upon residing in one of our approved employment states at the time of consideration.
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