Senior Network/Systems Administrator – Remote

GovCIO is seeking a Senior Network/Systems Administrator with an active Secret clearance to support secure and efficient IT operations. In this fully remote role, you’ll ensure smooth system performance, manage network security, and provide technical leadership across enterprise environments.


About GovCIO
GovCIO transforms government IT with innovative, secure, and scalable solutions. Our mission-driven team is dedicated to improving how agencies serve citizens while creating a collaborative, growth-oriented work culture.


Schedule

  • Full-time, remote within the United States
  • Active Secret clearance required

What You’ll Do

  • Maintain and administer computer networks, operating systems, software, and hardware
  • Plan, implement, and monitor security measures to protect systems and data
  • Troubleshoot issues and coordinate with help desks, customers, and technical teams to resolve problems
  • Create and update operational procedures, documentation, and system configurations
  • Recommend and implement improvements for system and network performance
  • Automate administration tasks using basic scripts and tools
  • Support short- and long-range planning for in-house systems and infrastructure

What You Need

  • High school diploma with 9+ years of systems administration experience (or equivalent)
  • Active Secret clearance
  • Strong background in systems and network administration across diverse environments
  • Experience with system monitoring, performance tuning, and security best practices
  • Ability to create, document, and implement operational procedures

Benefits

  • Salary range: $94,150 – $112,500 annually
  • Health, dental, and vision insurance
  • Employee Assistance Program (EAP) and flexible work environment
  • Training, certification support, and professional development opportunities
  • Referral bonuses, corporate discounts, and pet insurance
  • Career mobility and growth opportunities

Apply your expertise to support secure, mission-ready IT operations.

Join GovCIO and play a key role in modernizing government technology.


Happy Hunting,
~Two Chicks…

APPLY HERE

Content Creator – Remote

Join Team GaryVee and help create the internet’s next viral moment.

About VaynerMedia
VaynerMedia is a global creative and media agency built for today’s digital-first world. We craft culturally relevant content for Gary Vaynerchuk’s brand and beyond, working across TikTok, Instagram, Twitter, YouTube, and more. Our team thrives on speed, creativity, and collaboration, making work that shapes culture in real time.

Schedule & Pay

  • Entry-level, part-time freelance role (10–35 hours/week)
  • Remote role open internationally (outside the U.S.)
  • Flexible scheduling based on project needs
  • Hourly rate based on experience and skill level

What You’ll Do

  • Create original, platform-native content across TikTok, Instagram, Twitter, and YouTube
  • Transform long-form branded content into engaging social assets (clips, graphics, gifs, copy, etc.)
  • Collaborate with platform and strategy teams to brainstorm, edit, and publish impactful content
  • Use design, editing, and writing skills to create a high volume of content with quick turnarounds
  • Stay on top of internet trends, memes, and cultural moments, and bring them into your work

What You Need

  • Daily user and creator on major social platforms
  • Skilled in at least one of: video editing, graphic design, or copywriting
  • Proficiency in Adobe Creative Suite and/or mobile creator apps (TikTok editing, Instagram Story tools, etc.)
  • Strong portfolio of social-first content (must provide links)
  • Videography/design education or equivalent real-world experience
  • Passion, curiosity, and dedication to storytelling online
  • Professional proficiency in English

Nice to Have

  • Experience with meme creation, illustration, or animation
  • Unique creative background (blogging, DJ’ing, sports, fashion, art, etc.) that fuels your content ideas
  • Multi-platform experience (TikTok + Instagram + Twitter preferred)

Perks

  • Work remotely from anywhere outside the U.S.
  • Collaborate with an internationally recognized creative team
  • Grow your skills in a high-speed, culturally driven creative environment
  • Contribute directly to Gary Vaynerchuk’s global digital brand presence

Applications are reviewed on a rolling basis, and the next step includes a timed content creation challenge.

Happy Hunting,
~Two Chicks…

APPLY HERE

Designer (Freelance) – Remote

Work on marketing design projects for growth-stage tech companies without the broken agency model.

About Lightboard
Lightboard is a no-nonsense design service supporting brands like Autodesk, GitHub, Microsoft, and fast-growing tech companies. We don’t do bloated retainers or empty promises—just high-quality design that brings marketing strategies to life. Our Creative Services Managers (designers themselves) handle budgets, logistics, and strategy, so you can focus on what you do best: design.

Schedule & Pay

  • Freelance, 10–30 hrs per week
  • 100% remote within the U.S.
  • Flexible schedule, no weekends or after-hours work
  • $35 – $65/hr depending on experience and quality of design
  • Paid upon project completion, invoices processed within 14 days

Responsibilities

  • Deliver high-quality design work across presentations, PDFs, web, social, and ads
  • Work with Creative Services Managers on client projects without handling direct client logistics (unless you’d like to)
  • Collaborate with art directors, illustrators, and developers on larger projects
  • Adapt to different brands and styles quickly while maintaining design excellence

Requirements

  • Excellent communication and time-management skills
  • Proficiency in Photoshop, Illustrator, InDesign (plus Sketch/Figma experience is a bonus)
  • Strong portfolio of branding, layout, and digital design for modern B2B companies
  • Experience with presentation design (PowerPoint and Keynote)
  • Full-time freelancer (not moonlighting from a full-time job)
  • Positive, enthusiastic attitude with the ability to guide clients when needed

Bonus Points

  • Web development experience (Webflow, WordPress, email templates)
  • Illustration, animation skills
  • A sense of humor—and maybe even a stash of cat GIFs

Perks

  • Work remotely with flexibility
  • Partner with a respectful team that values realistic budgets and timelines
  • Gain exposure to a variety of industries, clients, and design challenges

If you’re passionate about design craft and want to work with great clients (without the agency chaos), this could be your perfect freelance home.

Happy Hunting,
~Two Chicks…

APPLY HERE

Workers Compensation Claims Specialist – Remote

Help support injured workers and entertainment industry clients with clarity, empathy, and expertise in this fully remote role.

About Wrapbook
Wrapbook is transforming production payroll and accounting with a smart, intuitive platform that connects production teams, cast, crew, and accounting all in one place. Trusted by top companies like SMUGGLER, Tuff, and GhostRobot, Wrapbook powers payroll across the entertainment industry while delivering transparency, speed, and security. Backed by Andreessen Horowitz and WndrCo, with $130M raised and 250+ employees across the U.S. and Canada, we’re building the future of production finance.

Schedule

  • Full-time, remote across the U.S.
  • Flexible work-from-anywhere environment

What You’ll Do

  • Provide compassionate, proactive support to injured workers, ensuring they understand rights and benefits.
  • Act as a liaison between clients and insurance carriers/TPAs for claims adjudication.
  • Guide customers through the end-to-end workers’ compensation claims process.
  • Manage compliance for Foreign Travel processes.
  • Review workers’ comp applications, assess project risks, and request Certificates of Insurance.
  • Maintain accurate documentation in Wrapbook’s systems.
  • Stay up to date on workers’ compensation laws and regulations.
  • Support Wrapbook’s mission of delivering white-glove service in the entertainment and production space.

What You Need

  • 2+ years handling workers’ compensation claims (entertainment industry experience a plus).
  • Strong written and verbal communication skills in customer-facing roles.
  • Ability to thrive in fast-paced, high-volume settings.
  • Basic Excel proficiency; Salesforce and TPA claims management familiarity a plus.
  • Empathy, attention to detail, and strong prioritization skills.

Compensation

  • Zone A (SF, LA, Seattle, NYC, Boston, San Diego, Washington DC): $73,200 – $99,700
  • Zone B (all other U.S. locations): $60,700 – $82,700
    Compensation excludes potential bonus, commission, equity, or additional benefits.

Benefits

  • Unlimited PTO
  • Fully remote across U.S. and Canada
  • Health and dental benefits
  • Up to $1,500 USD toward home IT setup
  • 401(k) with 2% match (RRSP in Canada)
  • Monthly internet/cell phone stipend
  • Learning and development support

Join Wrapbook and help redefine payroll in the entertainment industry while working with a creative, tech-driven team.

Happy Hunting,
~Two Chicks…

APPLY HERE

Contract Specialist – Remote

Help drive Paylocity’s growth by negotiating and managing SaaS sales agreements in a fully remote role.

About Paylocity
Paylocity is a leading provider of cloud-based HR and payroll software, trusted by thousands of businesses to streamline HR processes and empower modern workforces. Since 1997, we’ve built an award-winning culture where people matter most. Our intuitive platform and employee-first environment have made us one of the fastest-growing HCM providers worldwide.

Schedule

  • Full-time, remote (U.S. only)
  • Must be available five days per week during designated work hours

Responsibilities

  • Prepare, redline, negotiate, and manage commercial contracts (service agreements, vendor agreements, NDAs, SOWs, amendments).
  • Partner with commercial counsel on contract negotiations.
  • Manage contract intake, prioritization, and deal pipeline.
  • Apply fallback positions and carve-out strategies to resolve roadblocks while limiting risk.
  • Contribute to and leverage playbooks/cheat sheets for negotiations.
  • Review and redline agreements independently with escalation for non-standard terms.
  • Identify and help implement process improvements, including contract lifecycle management.
  • Lead internal calls on deal structure and open issues; support live negotiations for lower-complexity transactions.
  • Collaborate with internal stakeholders and maintain strong client partnerships.

Requirements

  • 3+ years of experience drafting and negotiating contracts, ideally SaaS and technology agreements.
  • Bachelor’s degree required; JD preferred but not required.
  • Proficiency in Word and Excel.
  • Strong organizational and time management skills.
  • Desire to collaborate in a fast-paced, evolving tech environment.

Compensation & Benefits

  • Base Salary Range: $80,000 – $95,000 annually
  • Annual bonus + restricted stock unit grant eligibility
  • Medical, dental, vision, life, and disability insurance
  • 401(k) with match
  • Career development and growth opportunities
  • Employee perks supporting family, finances, and well-being

Why Paylocity?
We don’t just talk about culture—we live it. At Paylocity, diverse perspectives drive innovation, and every employee is welcome, valued, and free to be themselves.

Happy Hunting,
~Two Chicks…

APPLY HERE