Built for the People Behind Field Work

1099.careers is a field services operating platform supporting independent technicians and the companies that rely on them. We bring business tools, onboarding guidance, and direct company relationships together to help technicians build their businesses and companies coordinate field work.

For Independent Technicians
  • Build a professional, portable profile
  • Keep 100% of what you earn
  • Manage credentials, readiness, and business records
  • Connect with relevant work opportunities
For Companies
  • Access vetted, multi-skilled technicians
  • Easily track technician readiness and compliance requirements.
  • Reduce unnecessary layers in field labor costs
  • Build dependable technician relationships

1099.careers gives independent technicians and companies the tools, support, and connections they need to build stronger field operations.

Leadership

Cailin Gallagher, Founder & CEO

Cailin has spent more than two decades solving complex workforce and field operations challenges across telecom, IT, and security. She has helped managed service providers scale technician networks, reduce client labor costs, and improve earning opportunities for technicians. That shared-value model is the foundation of 1099.careers. As Founder and CEO, Cailin works directly with companies to turn real field operations needs into a stronger platform for businesses and independent technicians.

Amy Vaughn, VP of Operations

Amy Vaughn

VP of Operations

amy@1099.careersMain line: 508.456.9883

Amy brings an operations management mindset shaped by experience in accounting and nearly every department of the business. She starts with the big picture, then translates company goals into clear processes, accountable workflows, and reliable execution. At 1099.careers, Amy oversees the operational details that keep the marketplace running smoothly and ensures every commitment to companies and technicians is carried through.

Destiny DiScipio, VP of Field Engagement

Destiny DiScipio

VP of Field Engagement

destiny@1099.careersMain line: 508.456.9883

Destiny brings a strong project management background built on supporting both clients and technicians. She keeps work on schedule and within budget while maintaining clear communication and attention to the people responsible for delivery. At 1099.careers, Destiny guides each engagement from kickoff through completion, aligning expectations, resolving obstacles, and helping companies and technicians achieve successful outcomes.

Two decades of working with field technicians taught us that strong networks start with people. We built 1099.careers to put that experience to work for you.

What Sets Us Apart

Built from real field experience, 1099.careers focuses on the relationships, infrastructure, and support that help both sides succeed.

Field Experience

Our team has spent two decades building and scaling technician networks across telecommunications, IT, and security. The platform is grounded in what field operations actually need.

Shared Value

Companies gain a more efficient way to build their field networks. Technicians gain the tools and opportunity to operate stronger independent businesses.

The Bleachers Approach

The bleachers are where someone stays, watches the whole field, and keeps your gear ready. That is how we support technicians and companies. We stay involved, provide practical tools, and step in when help is needed while you remain in control of the work.

What We Do

Built specifically for the physical world of infrastructure and deployment, our platform helps companies cultivate private, fully vetted talent pools, automate end-to-end work-order routing, and manage 1099 compliance requirements.

For independent technicians: Build client relationships on and off the platform, without giving up your independence or paying a percentage-based platform fee.

The Mission

To bridge the gap between complex field operations and enterprise vendor management while preserving technicians’ independence.

Skilled technicians deserve

  • Fair compensation without per-job platform fees
  • Consistent work without sacrificing what matters most
  • Business infrastructure and practical support
  • Professional recognition and room to grow

Quality companies deserve

  • Direct access to verified talent
  • Lower costs through fewer unnecessary layers
  • Simpler administration and readiness oversight
  • Reliable, long-term technician relationships

We're not building another transactional platform. We're building the infrastructure for sustainable careers and profitable partnerships.

For Technicians

Running your own business doesn’t mean doing everything alone. Get help building your professional profile, use invoices and safety templates you can brand as your own, and bring your business questions to a team that understands field work. Our support goes beyond the jobs you find here, helping you build your business on and off the platform.

For Companies

Start with a complimentary operating audit to identify gaps in your field operations. See how we can help you build a dependable technician network, organize compliance records, and reduce time spent coordinating work. Our focus is to reduce your internal costs while increasing your field efficiencies.

Questions about how we can support your success?

Email: support@1099.careers

Location: Greater Boston, Massachusetts

1099.careers is a Field Services Growth Management platform, built by a founder who believes you shouldn't have to choose between career and the life you want to live, and is proving you don't have to. We stay put while you grow. Whatever your "why" is, we support it.

© 2026 1099.careers. All rights reserved.

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