.png)
About The Anchor Group
Venture capital and holding company built to power the future of work and wealth
The Anchor Group (TAG) is a venture capital and holding company that invests in, acquires and scales category-defining companies across fintech, regtech, proptech, AI and the evolving economy. We provide long-term capital and infrastructure support to businesses that solve complex financial and operational challenges for underserved markets.
We're not a tech company — we are a venture platform. Our companies may use technology, but our core value lies in our ability to identify real market gaps, fund bold founders and operators and integrate shared operational resources to supersize growth.
Our Mission
To build and scale companies that increase access, equity and efficiency across the business landscape. We are especially focused on small and micro businesses, gig workers and undercapitalized communities.
Our Vision
We are building a venture platform where founders and operators are supported beyond capital. Through shared systems, compliance, back office infrastructure and brand strategy, TAG creates an environment where companies grow stronger together.
Our Model
TAG is structured to do two things exceptionally well:
Invest in early-stage and growth-stage companies with strong operating leverage
Acquire and integrate businesses into our ecosystem, streamlining their financial, operational and marketing engines for long-term scale
We bring operational support and financial alignment to every portfolio company we work with, whether it’s through shared CFOs, tax credit platforms, brand systems or payment infrastructure.
Our Leadership Team
The TAG leadership team brings together decades of experience in venture capital, finance, compliance, technology and brand operations. Together, we’ve raised over $1.5B in capital, driven more than $2.3B in exits and scaled over 20 companies across fintech, regtech and workforce innovation.
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.png)
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
Shon Dellinger
Chief Operating 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...
Read More.png)
Bethany Johnson
General Counsel
Bethany Johnson is a distinguished attorney with a proven track record of guiding clients and legal teams across multiple disciplines to maximize opportunities while mitigating risks. As General Counsel for The Anchor Group, Bethany brings a wealth of experience in corporate law...
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.png)
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...
Read More.png)
Jen Groover
Advisory Board Member
Jen Groover is a renowned serial entrepreneur, international speaker, and best-selling author widely recognized as a leading authority on human potential, innovation, and entrepreneurship. She gained early acclaim with the invention of the Butler Bag, the first compartmentalized handbag, which became one of the fastest-growing handbag brands in history...
Read More.png)
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...
Read MorePress & Media
Interested in covering TAG, requesting a speaker or learning more about our brands? We’re media-friendly and story-driven.
Lorem ipsum dolor sit amet
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Sed ac vehicula lectus, in malesuada turpis. Duis sit amet justo id diam vehicula ultrices.
.png)
Lorem ipsum dolor sit amet
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Sed ac vehicula lectus, in malesuada turpis. Duis sit amet justo id diam vehicula ultrices.
.png)
Lorem ipsum dolor sit amet
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Sed ac vehicula lectus, in malesuada turpis. Duis sit amet justo id diam vehicula ultrices.
.png)
Lorem ipsum dolor sit amet
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Sed ac vehicula lectus, in malesuada turpis. Duis sit amet justo id diam vehicula ultrices.
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.
.png)
Bethany Johnson
General Counsel
Bethany Johnson is a distinguished attorney with a proven track record of guiding clients and legal teams across multiple disciplines to maximize opportunities while mitigating risks. As General Counsel for The Anchor Group, Bethany brings a wealth of experience in corporate law, litigation, and strategic risk management, ensuring the Firm operates with efficiency, compliance, and foresight.
Strategic Legal Leadership
Bethany is a trusted advisor to executives and management teams, renowned for her ability to align legal strategies with business objectives. Her approach combines preventative legal strategies with actionable solutions, ensuring the Firm capitalizes on growth opportunities while minimizing legal exposure. Her expertise spans:
1. Structuring and negotiating contracts.
2. Managing regulatory compliance and corporate governance.
3. Overseeing risk mitigation and dispute resolution strategies.
Litigation Excellence
Bethany’s extensive litigation background has established her as a formidable advocate for her clients. Notable achievements include:
1. Successfully defending against a $54.5 million lawsuit in 2023.
2. Securing a groundbreaking Virginia Supreme Court victory that set a new legal precedent in injunction proceedings.
3. Contributing to the largest jury verdict in Virginia in 2016, as reported by Virginia Lawyers Weekly.
Her ability to navigate complex disputes while achieving favorable outcomes has earned her recognition as a “Super Lawyer” by Thomson Reuters annually since 2019 and placement among Virginia Business Magazine’s Legal Elite since 2014.
Comprehensive Expertise
With a career that includes overseeing high-profile business transactions, managing investigations, and advising on a wide array of legal issues, Bethany is uniquely positioned to address the diverse needs of The Anchor Group. Her ability to lead cross-functional legal teams ensures seamless coordination across the Firm’s operations and investments.
Vision for The Anchor Group
Bethany’s leadership at The Anchor Group is defined by her commitment to driving value for shareholders while safeguarding the Firm’s interests. By integrating her expertise in litigation, corporate law, and risk management, she ensures the Firm can pursue strategic initiatives with confidence and legal clarity. Bethany Johnson’s dynamic legal acumen and leadership capabilities make her an integral part of The Anchor Group’s mission to lead industries and deliver transformative value.
Dr. Alexa D’Agostino
Chief Marketing Officer
Dr. Alexa D’Agostino is a heart-centered serial entrepreneur and digital expert. As a successful entrepreneur and skilled marketer, she has built 15 multi-million-dollar companies and achieved multiple exits totaling over nine figures by the age of 30. Over her career, Alexa has generated over $6 billion in sales. Alexa also has five degrees, including a Ph.D. and three master's degrees, in business, technology, and marketing.
Alexa's success does not just stop at her own companies. She has had incredible success as a consultant scaling her clients' businesses. Starting her career as a programmer, she has developed strong logical skills that enable her to understand how to leverage data to maximize growth. Her unique background in technology and marketing helped her create a unique Marketing by Modification™ philosophy that has successfully scaled over 400 client multi-million-dollar businesses for clients.
Her trademarked philosophy combines the power of strategy, technology, marketing, communications, sales, and media to successfully create a robust omnichannel approach that scales organizations to their goals quickly. As a master marketer and a data enthusiast, these achievements have helped Alexa and her team win 8+ Two-Comma Clickfunnel Awards ($1M in a single funnel).
Over the last 17 years, she has gained experience building marketing campaigns in various industries, from technology, fin-tech, financial services, marketing, CPG, food/restaurant, fintech, education, sports, SaaS, crypto, AI, private equity, venture capital, entertainment, ed-tech, beauty, retail, sports, health and wellness, pet, healthcare, banking, and more. During that time, she has managed budgets as large as $10+ million and led teams as large as 120. Her work has been featured in Forbes, Entrepreneur, USA Today, CBS, Fox, and The Wall Street Journal.
Christopher Stratton
Chief Information Security Officer
Jen Groover
Advisory Board Member
Ámbar Ruiz
Vice President, Product Design
