What we could expect with Major reform in campaign finance / donation transparency

Most of this was included in the Pendulum Swing, assuming a right to left shift, but the organizations need to be brought to light and understood.

On the surface, what we might see would be more honest campaign promises as the backroom financing would become more transparent. This would be more obvious on the local level but would migrate up the National Ladder.

Major reform in campaign finance / donation transparency — if laws tighten, anonymity and dark-money flows shrink.

• • Economic collapse or disruption to corporate profits — institutional money depends on capital; if the economy sours, so does financial influence.
  • Mass public backlash / grassroots insurgency — if voters demand structural change, elite influence may become a liability rather than an asset.
  • Global shifts (trade, climate, geopolitics) that outgrow traditional domestic lobbying and require new alignments — making old networks obsolete or forced to transform drastically.

Major Networks & Institutions Likely to Persist Through a Shift

Why These Actors Are So Durable

• Legal and structural opacity: Many are nonprofits or 501(c)(4) / donor-advised funds that are not required to publicly disclose all donors or spending. That secrecy makes them hard to trace — and easy to reorient quietly.
• Networks over individuals: Their power rests in institutions, infrastructure, think tanks, PACs, and donor webs — not individuals whose fortunes rise or fall with elections.
• Financial interests over pure ideology: Many of these players (especially donors, think-tanks, financial backers) prioritize economic, regulatory, and institutional stability — interests that survive either party being in power.
• Adaptability: Super-PACs and nonprofit umbrellas can shift focus quickly: from supporting one party to supporting causes, ballot initiatives, or policy campaigns under any administration.
• Trans-partisan appeal: Particularly for business interests and big donors — maintaining influence requires access from whichever side controls power. So pivoting becomes strategy, not betrayal.

The Other Side of the Leonards Coin: Arabella Advisors and the Progressive Influence Network

Arabella Advisors dissolved in late 2025 and transferred its services to Sunflower Services. That organizational change does not alter the relevance of what follows. This discussion focuses on the methods, structures, and influence models that operated under Arabella’s umbrella—models that continue to exist across the political spectrum regardless of name or branding.

If you’ve read about Leonard Leo and wondered whether there’s an equivalent force operating on the other side of the political spectrum, the short answer is: yes — but it looks different.

If you are unfamiliar with Leonard Leo then I suggest you read our brief on him, it will make my cross references here clearer.

Rather than centering on one highly visible figure, progressive influence has tended to operate through organizational networks. One of the most significant of those is Arabella Advisors.

This is not a critique or an endorsement. It’s an attempt to understand how modern political influence actually works.

What Is Arabella Advisors?

Arabella Advisors is a for-profit consulting firm that specializes in managing and supporting nonprofit organizations and advocacy efforts. Its influence comes less from public messaging and more from infrastructure.

Arabella administers several large nonprofit funds, including:

• The Sixteen Thirty Fund

• The New Venture Fund

• The Hopewell Fund

• The Windward Fund

These funds act as fiscal sponsors, meaning they legally host and manage hundreds of projects that may not have their own independent nonprofit status.

In practical terms, this allows advocacy campaigns to:

• Launch quickly

• Share administrative resources

• Receive funding efficiently

• Operate under existing legal umbrellas

This structure is entirely legal and widely used across the nonprofit world.

How the Network Operates

Unlike traditional nonprofits with a single mission and brand, Arabella’s model supports many separate initiatives at once, often focused on:

• Voting and election policy

• Climate and environmental advocacy

• Healthcare access

• Judicial and legal reform

• Democracy and governance issues

Most people encountering these efforts don’t see “Arabella” at all. They see:

• A campaign name

• A policy group

• A ballot-issue committee

• An issue-specific advocacy organization

That’s not secrecy — it’s organizational design.

Why Some Critics Raise Concerns

Criticism of Arabella’s network usually centers on three issues:

1. Donor opacity
Some of the funds administered through the network do not publicly disclose individual donors, which raises concerns similar to those voiced about conservative dark-money groups.

2. Scale and coordination
Because many projects are housed under a small number of fiscal sponsors, critics argue this can concentrate influence in ways that are hard for the public to track.

3. Distance from local impact
National funding routed through professionalized networks can shape outcomes in local or state-level debates without local communities fully understanding where the support originated.

These concerns mirror critiques made of conservative influence networks — which is precisely why Arabella is worth understanding.

Why Others Defend the Model

Supporters argue that Arabella’s structure:

• Improves efficiency

• Reduces administrative duplication

• Allows rapid response to emerging issues

• Helps smaller or newer causes compete in an expensive political environment

They also point out that conservative networks have used similar structures for decades — often more visibly and more successfully — and that progressive donors were slow to build comparable infrastructure.

Why This Matters

Arabella Advisors isn’t the progressive version of a political party, a campaign, or a single leader.

It’s something subtler:

An influence platform — not for persuasion, but for coordination.

That makes it powerful, and it also makes it easy to misunderstand.

Just as Leonard Leo represents how conservative legal influence became institutionalized, Arabella represents how progressive advocacy adapted to a landscape where money, law, and organization matter as much as ideas.

The Larger Point

Seeing Arabella Advisors clearly helps avoid two common mistakes:

• Believing influence only flows from one side

• Confusing infrastructure with ideology

Modern politics is less about speeches and more about systems — systems that decide which ideas get sustained, funded, and repeated over time.

Understanding those systems doesn’t require agreement.
It requires attention.

Most Americans can name Donald Trump. Many can name Joe Biden.

Fewer can name Brett Kavanaugh or Amy Coney Barrett.

But almost no one knows the name Leonard Leo, and that’s exactly how he prefers it. While the country fights over policies, Leo quietly builds the structures that decide them. He’s not an elected official. He doesn’t run for office. But over the past two decades, Leonard Leo has done more to reshape the American legal landscape than many senators, presidents, or judges. And he’s done it behind the curtain. As co-chairman and former executive vice president of the Federalist Society, Leo advised on the selection of Supreme Court justices who overturned Roe v. Wade, narrowed voting rights, and limited environmental protections.

But he didn’t stop at the high court, he built a pipeline. From district courts to appeals courts, Leo’s influence extends like a legal shadow network, placing originalist judges where precedent used to live.

And now he has the money to go even further. In 2021, Leo’s Marble Freedom Trust received a staggering $1.6 billion donation from Chicago businessman Barre Seid, the largest known political gift in American history.

Not to fund a campaign, but to advance conservative activism in his vision. That means supporting legal challenges against government regulation, climate policy, abortion access, and even election processes. The playbook? It aligns with efforts like Project 2025, a Heritage Foundation-led initiative to overhaul the federal government, and Leo’s networks have funded groups preparing for similar conservative policy shifts.

He’s also facilitated lavish, undisclosed trips for Supreme Court justices like Samuel Alito and Clarence Thomas, the kind of perks organized through his donor networks that would get a public servant fired, but which have evaded strict ethics enforcement in a judiciary with limited oversight.

And yet, the headlines rarely mention his name. That’s the danger. While we’re busy arguing on social media about candidates and slogans, Leonard Leo is writing the footnotes of history, in fine print most of us never see. This isn’t conspiracy. It’s coordination. And it’s working. So the next time you wonder how a fringe legal theory became binding law, or why public trust in the courts has cratered, remember this name. Not because he shouts it, but because he doesn’t have to. Leonard Leo. The most powerful unelected man in America. And we’re letting him do it in silence.

1.He’s almost completely invisible to the public

Most Americans couldn’t pick him out of a lineup, and yet he has arguably reshaped more of the American political landscape than any living figure, without ever running for office.

2.He operates through permanence, not popularity

While presidents come and go, Leo’s real power comes from engineering a judicial supermajority and embedding his ideology into the law for decades, particularly through lifetime federal judges.

3. He has billion-dollar influence with zero accountability

Through his networks (like the Marble Freedom Trust), he’s moved $1.6 billion from donors into judicial activism, legal campaigns, and media shaping, with almost no oversight or press scrutiny.

4. His agenda is deeply ideological, and strategic

This isn’t just about being “conservative.” It’s about remaking the constitutional framework:

• Weakening federal oversight

• Empowering state-level authority

• Rolling back decades of precedent on voting rights, reproductive rights, regulatory power, and civil protections

He’s the force behind decisions like Dobbs, Shelby County, and the Chevron deference rollback, each systematically shifting power away from elected government and toward courts, corporations, and conservative legal theory.

So, a quick recap:

• Co-chairman and former executive vice president of the Federalist Society

• Longtime judicial kingmaker on the American right

• Key advisor in the conservative legal revolution, including stacking the Supreme Court

• Aligned with networks supporting Project 2025, the policy playbook for a conservative overhaul of government

Why He’s Dangerous

He doesn’t run for office. He runs people who do.

He’s behind the curtain shaping judicial, legal, and policy infrastructure that outlasts any election.

His fingerprints are on decisions gutting voting rights, abortion access, campaign finance law, and federal agency power.

He builds systems, not headlines.

While Trump tweets and shouts, Leo advises on the manual, places the judges, and engineers the undoing of the administrative state.

Bureaucratic reprogramming disguised as “liberty.”

He understands how to leverage chaos.

The louder the MAGA noise, the more quietly Leo’s network rewires the levers of power: Supreme Court, state AGs, education boards, religious coalitions, media outlets.

He has billions at his disposal now.

In 2021, he received $1.6 billion from Barre Seid, the largest known political donation in U.S. history, and he’s using it not to run ads, but to reshape the legal battlefield.

Why People Overlook Him

No bombastic rallies, no orange spray tan, no obvious cult of personality.

The media mostly sees him as “that judicial guy from the Federalist Society.”

But under the radar, he’s weaponizing legal legitimacy, which is far more enduring than any single politician’s charisma.

If Trump is the actor, Leonard Leo is the playwright, and the stage manager, and the guy who installed the trapdoor under the audience.

What It Is (and What It Isn’t)

“Dark money” sounds dramatic, like something illegal or conspiratorial.
Most of the time, it’s neither.

At its simplest, dark money is political spending where the true source of the money is hidden from the public. The spending itself is usually legal. What’s obscured is who is really behind it.

That distinction matters.

What dark money is

Dark money typically flows through organizations that are allowed to spend money on political causes without publicly disclosing their donors. These are often nonprofits or issue-advocacy groups rather than campaigns themselves.

The money can be used for:

• Ads supporting or opposing candidates

• Messaging around ballot initiatives

• “Issue advocacy” that clearly benefits one side without explicitly saying “vote for” or “vote against”

By the time a voter sees the message, they often have no practical way of knowing:

• Who paid for it

• What larger interests might be involved

• Whether the message is local, national, or purely financial in motivation

The money is “dark” not because it’s criminal, but because the light stops short of the original source.

What dark money is not

Dark money is not:

• A suitcase of cash changing hands in a back room

• A single billionaire pulling puppet strings in secret

• Always tied to one political party or ideology

It’s also not limited to federal elections. In fact, it often shows up more clearly in state and local politics, where disclosure rules are looser and attention is lower.

Importantly, dark money does not usually persuade people by lying outright. It persuades by selecting which truths get amplified and which questions never get asked.

Why the term exists at all

Political campaigns have long been required to disclose donors. The idea is simple: if voters know who is funding a campaign, they can better judge motives and credibility.

Dark money exists because not all political spending is classified as campaign spending.

If an organization says it is:

• Educating the public

• Advocating on issues

• Promoting values rather than candidates

…it may not be required to disclose its donors, even if the practical effect is the same as campaigning.

That gap — between influence and disclosure — is where dark money lives.

A simple example

Imagine seeing an ad that says:

“Protect local jobs. Support responsible energy development.”

The ad doesn’t tell you:

• Who funded it

• Whether the group is local or national

• Whether the real goal is jobs, regulatory relief, tax advantages, or something else

The message might be true in part. It might even be well intentioned. But without knowing who paid for it, you can’t fully evaluate why you’re seeing it, or why now.

That’s the core issue.

Why this matters (without getting dramatic)

Dark money doesn’t usually change minds overnight. Its real power is quieter.

It can:

• Shape which issues feel “normal” to discuss

• Make certain outcomes feel inevitable

• Discourage opposition by signaling overwhelming backing

Most importantly, it allows people who won’t live with the consequences of a decision to influence that decision anyway.

This isn’t about corruption in the movie sense. It’s about detachment — influence without accountability.

One thing to keep in mind going forward

If this already feels a little murky, that’s not because you’re missing something. Complexity is not an accident here; it’s part of the design.

In the next part, we’ll look at why dark money exists at all, why it’s legal, and why simply “disclosing more” hasn’t solved the problem.

For now, the takeaway is just this:

Dark money isn’t hidden because it’s illegal.
It’s hidden because hiding works.