Homepage

About us

How It Works

What We Offer

Resources

For

Gig Workers

By Gig Workers

At Gig Worker Solutions, we're not just a platform; we're a united community, born from the collective aspirations of gig workers like us. We saw a gap in the gig economy and came together to bridge it. Our mission is to leverage our combined strength to forge partnerships and secure deals that rival corporate benefits. By joining us, you're part of a movement dedicated to equipping gig workers with the resources and support needed to thrive.

Get Started
Split image: top shows a couple discussing a tablet in a bright office; bottom shows rolled cash.
 2409 Gigworkers Website Audit 100% 10 https://cdn.prod.website-files.com/65cfc9aa0c6b6bfe560b6bb0/6602554e27b88d46367dcddb_1.png 1 of 2 A150 https://cdn.prod.website-files.com/65cfc9aa0c6b6bfe560b6bb0/6602554e27b88d46367dcddb_1.png  C150  A black line drawing of a hand holding a flag.      https://cdn.prod.website-files.com/65cfc9aa0c6b6bfe560b6bb0/65cfc9ab0c6b6bfe560b6c18_customers_ava-04.webp   	 A black line drawing of a hand holding a flag. Turn on screen reader support   To enable screen reader support, press Ctrl+Alt+Z To learn about keyboard shortcuts, press Ctrl+slashThynk Digital has left the document.

Empowering Your Independence

Being your own boss should be liberating. In the heart of the ever-expanding gig economy, we like you, saw a glaring gap—a lack of a comprehensive support system tailored for the unique challenges and opportunities gig workers face every day. From this need, Gig Worker Solutions was born. We were determined to create a community to help alleviate the administrative load, enabling you to focus on your work and well-being. And, we did just that.

Black shopping cart icon with a simple design, representing online shopping or e-commerce.

Crafted by You,
for You

We know you, because we ARE you. Created by gig workers for gig workers, our mission is to offer more than just services. We aim to provide a robust support system where self-employed professionals can find everything they need to not just survive but thrive. Here, you're not just joining a community; you're becoming part of a movement.  From securing significant discounts on essential tools and services to offering tailored advice and support, we ensure your self-employed journey is both empowering and sustainable.

A black outline of a globe surrounded by icons of people.

Empowered by Unity,
Enriched by Diversity

We understand the solo journey of self-employment because we've walked that path ourselves. Our strength lies in our numbers and the diverse talents within our community. From creatives and consultants to tradespeople and entrepreneurs, the richness of our community fosters a supportive environment where we've cultivated an ecosystem where every member contributes.

Get Started

36

%

of US workers are part of the gig economy

76.4 Million

Gig workers currently in the United States

56

%

of gig workers have two or more jobs

50

%

of US Workers predicted to join the gig economy by 2027.

Our Mission

Our mission is to elevate the journey of self-employed professionals, offering them comprehensive support and resources that fuel both their career growth and personal fulfillment. We stand committed to enriching the gig economy landscape, ensuring every member can chase their dreams with confidence and without compromise to their well-being.

Get Started
A collage of people working: sculpting, relaxing, team high-five, and sewing by a dress mannequin.An abstract design featuring overlapping geometric shapes on a dark background. ​

From Necessity to Community:
Our Evolution

Our journey began from a personal place – we were those self-employed individuals, grappling with the absence of essential benefits and feeling the weight of it. It wasn’t just about lacking benefits; it was the realization that as self-employed professionals, we were paying more for practically everything. This eye-opening moment sparked a transformation. We saw an opportunity not just to fill a gap but to build a bridge. We envisioned a community that leverages collective bargaining, harnessing the power of numbers not only to secure benefits but to offer much more. Our mission expanded to include services, support, tools, and education, all designed to empower our community. It's more than providing benefits; it's about creating a comprehensive support system to uplift every member of our ever-growing family.

Get Started

Exclusive Benefits Through Collective Bargaining

Membership in Gig Worker Solutions unlocks access to:
Confident woman with glasses holding design swatches, standing by a desk with books and a laptop.

Empower Your Entrepreneur Journey

Innovate with Cutting-Edge Resources

Embrace innovation with access to the latest tools and technologies. Our partnerships with leading tech providers mean you get to leverage cutting-edge resources that keep you ahead of the curve.

Freedom to Focus on What Matters

Access expert guidance and resources on everything from taxes to legal matters, freeing you up to focus on what you do best – crushing your goals!

Build Your Network, Boost Your Hustle

Connect with a thriving community of fellow self-employed rockstars. Share ideas, collaborate, and find the support you need to take your ventures to new heights.

Expand Your Reach with Our Global Network

Explore new horizons and opportunities within our extensive network. Access a wider pool of potential clients and markets, opening doors to untapped revenue streams and business growth.

 2409 Gigworkers Website Audit 100% 10 https://cdn.prod.website-files.com/65cfc9aa0c6b6bfe560b6bb0/66023ec2893908db90a6577d_1%20g.png 1 of 3 A97 https://cdn.prod.website-files.com/65cfc9aa0c6b6bfe560b6bb0/66023ec2893908db90a6577d_1%20g.png  C97  Confident woman with glasses holding design swatches, standing by a desk with books and a laptop.      https://cdn.prod.website-files.com/65cfc9aa0c6b6bfe560b6bb0/6669b38f252ec585f8667075_3.png   	 Confident woman with glasses holding design swatches, standing by a desk with books and a laptop. Turn on screen reader support   To enable screen reader support, press Ctrl+Alt+Z To learn about keyboard shortcuts, press Ctrl+slashThynk Digital has left the document.
Hand holding a dollar coin with a circular arrow, symbolizing financial return or investment.

Elevate Your Efficiency

Streamline Your Workflow

Discover innovative tools and resources designed to streamline your daily operations. Whether it’s automating mundane tasks or optimizing project workflows, our curated selection helps you focus on what truly matters - growing your business and achieving your goals.

Stay Informed with Expert Guidance

Navigate the complexities of the gig economy with ease, thanks to our expertly crafted articles, guides, and webinars. Covering everything from market trends to financial planning, our resources empower you with the knowledge to make informed decisions.

Stretch Your Budget Further with Handpicked Deals

Gain access to an array of exclusive discounts tailored for the self-employed. From cutting-edge marketing tools to comprehensive project management solutions, we negotiate the best deals to help you slash your business costs without compromising on quality.

Hand holding a dollar coin with a circular arrow, symbolizing financial return or investment.
Businessman in a suit interacting with virtual gears showing graphs and charts for business analytics.

Benefits & Services to Match Your Hustle

Leverage Collective Bargaining

Our collective strength enables us to secure advantageous deals and benefits typically reserved for large corporations. From health insurance discounts to software subscriptions, the power of our numbers works in your favor.

Slash Your Business Costs

Get exclusive discounts on essential tools and services – From marketing services, to customer relationship services, to software to manage your projects more efficiently, get more for less.

Secure Your Future with Tailored Benefits

We understand the uncertainties of self-employment. That’s why we offer tailored benefits designed to provide security and peace of mind. From retirement planning to legal assistance, we’ve got you covered.

Marketplace Savings

Level up your business and save money with exclusive discounts, like 70% off at UPS, negotiated just for YOU. From software tools to discounted health insurance, our deals give you an extra edge to fuel your success.

Businessman in a suit interacting with virtual gears showing graphs and charts for business analytics.
Get Started

Our Leadership Team

Ryan Leggett
Founder & CEO

Ryan Leggett is the Founder and CEO of The Anchor Group and MyGig, the partner and referral platform that powers distribution across the Anchor ecosystem. A transformative Venture Capital Firm, Anchor is poised to disrupt RegTech, FinTech, Business Services, and Real Estate markets...

Read More
Rob Domenico
Chief Revenue Officer

Rob Domenico is the Chief Revenue Officer of MyGig and a proven revenue leader and strategic operator with deep expertise across financial institutions, merchant services, SaaS, and fintech ecosystems. With over two decades of experience driving growth and market penetration for high-performance organizations, Rob brings a unique blend of enterprise relationship management...

Read More
Dr. Alexa D’Agostino
Chief Marketing Officer

Dr. Alexa D’Agostino is a distinguished serial entrepreneur, investor, and marketing strategist, renowned for her exceptional ability to scale businesses and drive substantial revenue growth. With over 17 years of experience in technology, marketing, communications, and sales, she has founded and successfully exited multiple companies, achieving nine-figure valuations by the age of 30. Her ventures have collectively generated over $6 billion in sales...

Read More
Get Started
Ryan Leggett
Founder & CEO

Ryan Leggett is the Founder and CEO of The Anchor Group and MyGig, the partner and referral platform that powers distribution across the Anchor ecosystem. A transformative Venture Capital Firm, Anchor is poised to disrupt RegTech, FinTech, Business Services, and Real Estate markets. With a proven track record of full-cycle success for investors, Ryan has been at the forefront of innovation across the tax markets, gig economy, and business services industries.

Leadership Highlights:

Proven Investor Success: Over the past two decades, Ryan has consistently delivered exceptional returns, raising over $1 billion in capital and completing multiple high-impact exits for investors. His ability to identify market trends and execute strategies ensures long-term value creation and exponential growth.

RegTech & Tax Market Innovation: Through patent-pending technologies and advanced solutions developed at Anchor Accounting Services, Ryan has reshaped how financial institutions and taxpayers engage with the $600 billion tax credit market, offering scalable solutions that are transforming the industry.

Gig Economy Pioneer: As the founder of Gig Worker Solutions, Ryan has built the first Professional Employer Organization (PEO) tailored for the gig economy. By addressing the needs of 78+ million gig workers and businesses, GWS has created a sustainable, scalable platform with 500,000+ partners.

Ecosystem Growth Engine with MyGig: Through MyGig, Ryan created the partner and referral platform that connects advisors, resellers, and enterprises with Anchor’s portfolio of solutions. MyGig streamlines how opportunities are shared, tracked, and rewarded across the ecosystem, accelerating growth for both partners and portfolio companies.

Business Services Disruption: Through Buoy, Ryan is leading the charge in the business services industry, offering innovative IT, PEO, and CRM solutions for SMBs. Partnerships with Global Payments and Acrisure underscore the platform’s market dominance and ability to drive substantial ROI.

At the Forefront of Disruption: Ryan’s visionary leadership uniquely positions The Anchor Group to dominate emerging industries by leveraging synergies across its portfolio, from RegTech to Real Estate. His commitment to delivering scalable, tech-driven solutions ensures maximum growth potential for investors.

Track Record of Impact: Ryan is recognized for his ability to create platforms and partnerships that not only generate substantial financial returns but also drive meaningful change for businesses and individuals. His strategic acumen has repeatedly placed him ahead of market trends, resulting in game-changing innovations that reshape industries.

A Commitment to Excellence:

Ryan Leggett’s leadership reflects a rare blend of strategic foresight, entrepreneurial drive, and a relentless focus on results, making him the ideal partner for investors seeking transformative opportunities and exceptional returns through The Anchor Group. As Founder & CEO, Ryan is committed to ensuring The Anchor Group’s position as a market maker in 2025 and beyond, delivering unparalleled value to its shareholders and partners.

Rob Domenico
Chief Revenue Officer

Rob Domenico is the Chief Revenue Officer of MyGig and a proven revenue leader and strategic operator with deep expertise across financial institutions, merchant services, SaaS, and fintech ecosystems. With over two decades of experience driving growth and market penetration for high-performance organizations, Rob brings a unique blend of enterprise relationship management, operational excellence, and revenue innovation to MyGig and the broader Anchor Impact Group.

As a key executive at Innovation Refunds, Rob was instrumental in scaling one of the fastest-growing financial services companies in the country — helping drive over $7 billion in ERC filings and building a nationwide footprint through partnerships, direct channels, and institutional relationships. His work contributed to redefining how businesses accessed complex tax credits and helped usher in a new standard for compliance and client servicing in the space.

Following his tenure at Innovation Refunds, Rob joined Pinnacle, where he played a critical leadership role in accelerating strategic partnerships and revenue growth across multiple product verticals. His ability to architect sales organizations and execute on large-scale distribution initiatives helped drive the company’s rapid rise to over $300 million in revenue, further cementing his status as one of the most dynamic and well-connected revenue executives in the industry.

Earlier in his career, Rob held leadership roles at FIS Global, where he worked directly with financial institutions to deploy cutting-edge banking solutions and infrastructure technology. His deep network across financial services — from community banks and credit unions to national fintech platforms — gives MyGig and Anchor a competitive edge as they scale into multiple verticals.

At Anchor Impact Group, Rob leads enterprise monetization across the firm’s expansive ecosystem, forging high-value partnerships, unlocking new revenue channels, and aligning cross-platform opportunities between RegTech, FinTech, SaaS, and financial infrastructure. At MyGig, he focuses on building and scaling the partner and referral platform that connects advisors, resellers, and enterprises with Anchor’s portfolio of solutions. His ability to connect strategic capital, distribution, and innovation at scale makes him a core driver of Anchor’s growth engine. With unmatched relationship depth and a relentless drive for results, Rob Domenico is helping position MyGig and Anchor Impact Group to become generational forces across multiple industries.

Shon Dellinger
Chief Operations Officer

Shon Dellinger is the Chief Operating Officer of MyGig and the Chief Executive Officer of Rubix, the innovative Neo Bank within the Anchor Impact Group ecosystem, where he leads the charge in transforming modern banking for the gig economy, business owners, and underserved communities. With over 20 years of executive leadership in fintech, SaaS, digital marketing, and consumer finance, Shon brings an unmatched track record of scaling businesses, driving profitability, and launching market-disrupting technologies.

As the former Chief Business Officer at WorkSimpli, he spearheaded strategic partnerships and revenue growth across a portfolio of SaaS products. Prior to that, as SVP of Operations at BOLD LLC, he helped scale the business globally, achieving 40% YoY growth and delivering transformative digital experiences to millions of users across over 180 countries. As President of Credit.com, Shon doubled advertiser partnerships, boosted organic traffic by 40%, and strengthened the brand’s authority in the credit education space. During his tenure at FICO, he launched the company’s first consumer subscription business—building it into a $50M+ division that brought direct credit insights to millions of Americans.

Shon is also a board member at eCredable LLC, a credit-building platform that helps consumers and small businesses get credit for the bills they already pay by reporting eligible payments to the credit bureaus, and a member of the Forbes Business Council, where he contributes thought leadership on financial wellness, banking innovation, and digital transformation. He has managed global teams of 500+, overseen operations generating hundreds of millions in revenue, and consistently driven top-line growth through his strategic vision and operational discipline.

An economist by training, Shon holds a B.A. in Economics from Hartwick College, completed executive education at Stanford University, and studied economics at Cambridge University. His deep expertise in building and scaling mission-driven fintech platforms positions Rubix and MyGig to become category-defining forces in digital banking and partner-driven distribution. Under Shon’s leadership, these platforms are on a trajectory to deliver game-changing impact across Anchor’s ecosystem and beyond—unlocking financial access and opportunity for millions.

Dr. Alexa D’Agostino
Chief Marketing Officer

Dr. Alexa D’Agostino is a distinguished serial entrepreneur, investor, and marketing strategist, renowned for her exceptional ability to scale businesses and drive substantial revenue growth. With over 17 years of experience in technology, marketing, communications, and sales, she has founded and successfully exited multiple companies, achieving nine-figure valuations by the age of 30. Her ventures have collectively generated over $6 billion in sales, underscoring her prowess in business development and strategic marketing.

As Chief Marketing Officer of MyGig, Dr. D’Agostino leads the brand and growth strategy for the partner and referral platform that connects advisors, resellers, and enterprises with Anchor’s portfolio of solutions—turning complex go-to-market motions into a simple, trackable, and scalable distribution engine across the ecosystem.

As the Founder and CEO of Thynk Consulting Group, Dr. D’Agostino has been instrumental in elevating brands through innovative marketing strategies and data-driven approaches. Her firm utilizes a proprietary process, Marketing by Modification™, which has successfully expanded hundreds of businesses, driving sales and generating profit.

Dr. D’Agostino holds a Ph.D. in Business, an MBA in Management and Marketing, an MS in Internet Technology and Cybersecurity, and a BS in Business & Computer Science. Her academic background complements her practical experience, enabling her to merge analytical and creative strategies effectively. She has managed marketing budgets up to $12 million and led teams as large as 130 members, demonstrating her leadership and operational expertise.

In addition to her entrepreneurial ventures, Dr. D’Agostino is a sought-after speaker and business coach, having scaled over 400 client businesses to multi-million dollar revenues, with the largest exceeding $400 million. Her commitment to philanthropy is evident through her efforts in raising over $100 million for charities worldwide.

Dr. D’Agostino’s innovative mindset and relentless pursuit of excellence make her an invaluable asset to any organization. Her ability to challenge the status quo and implement transformative marketing solutions positions her as a leading figure in the industry.

Christopher Stratton
Chief Information Security Officer

Christopher Stratton is the Chief Information Security Officer (CISO) for MyGig, where he brings mission-focused leadership and deep expertise in cybersecurity operations, IT management, and strategic planning to the partner and referral platform that powers distribution across the Anchor ecosystem. A 14-year U.S. Air Force veteran, Christopher supported critical cyber units responsible for defending and maintaining the integrity of the Air Force's global network infrastructure—systems valued in the billions and essential to real-time combat support, command and control, and national defense.

He played a key role in missions that provided 24/7 protection for DoD enterprise communications, led evaluations of cyber readiness across operational commands, and supported inspection teams that ensured compliance and operational excellence across the force.

In the private sector, Christopher now leads cybersecurity strategy by building secure, scalable systems, aligning cyber initiatives with business goals, and fostering a culture of security across the organization. At MyGig, he focuses on protecting sensitive partner, referral, and deal-flow information so advisors, resellers, and enterprises can confidently share and track opportunities across the Anchor portfolio. His technical background includes endpoint protection, incident response, vulnerability management, and the implementation of risk-based security frameworks.

Christopher is known for his hands-on leadership, strategic foresight, and ability to build high-trust teams that thrive under pressure. A proud husband, father of three, and active supporter of veteran communities, he values service, accountability, and family at the core of every mission.

Ámbar Ruiz
Vice President, Product Design

Ámbar Ruiz is an accomplished product design leader with over a decade of experience transforming complex digital challenges into intuitive, scalable solutions across fintech, SaaS, and consumer platforms. Currently serving as Vice President of Product Design for MyGig within the Anchor Impact Group ecosystem, Ámbar brings a rare blend of artistic vision, technical expertise, and operational leadership to the firm’s fast-growing portfolio of high-impact ventures. At MyGig, she focuses on designing simple, frictionless experiences that make it easy for advisors, resellers, and enterprises to discover, share, and track opportunities across the Anchor portfolio.

Prior to joining Anchor, Ámbar spent over five years at BOLD, where she rose from Visual Designer to Product Designer, leading large-scale UI/UX initiatives and playing a central role in the creation of scalable design systems and user-centered experiences for global product rollouts. Her work included brand modernization, accessibility enhancements, and product design strategies that accelerated production timelines and user engagement across international markets.

Ámbar’s career spans diverse roles including senior design leadership at Estudio Interlínea, B. Fernández & Hnos., and as a design professor at the International School of Design & Architecture. She has directed high-visibility campaigns for global brands like Absolut Vodka, Anheuser-Busch, Kellogg’s, and The New York Times, as well as created educational and mission-driven content for conservation and academic initiatives. Her interdisciplinary background gives her a unique ability to bridge product, brand, and user needs with precision and creativity.

At MyGig and across Anchor Impact Group, Ámbar is playing a pivotal role in designing breakthrough financial and compliance platforms that drive value across the gig economy, financial services, government programs, and partner ecosystems. She is not only elevating the design standards across our portfolio companies, but also enabling scalable, user-centered solutions that support millions of users. Her vision, experience, and design ethos make her a critical force in shaping products that scale impact — with elegance, precision, and purpose.