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Zelensky Face-Off: Is Putin Plotting a Trump Bypass Deal?

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In the fog-shrouded trenches of eastern Ukraine, where artillery echoes drown out diplomatic whispers, a tantalizing plot twist emerges: Could Vladimir Putin orchestrate a solo deal with Volodymyr Zelensky, bypassing his White House counterpart Donald Trump? As of August 24, 2025, with Russian forces clawing villages in Donetsk and Ukrainian drones igniting Russian refineries, the war’s brutal stalemate—now grinding into its fourth year—fuels speculation about backchannel breakthroughs. This isn’t mere Kremlin theater; it’s a high-wire act of geopolitical brinkmanship, where one misplaced step could shatter fragile alliances or forge an uneasy peace.

The War’s Grim Canvas: A Snapshot of Stalemate and Surge in Late 2025

To gauge Putin’s bypass potential, first grasp the battlefield’s brutal reality. Russian troops, leveraging superior artillery and manpower, claimed two more Donetsk villages—Sredne and Kleban-Byk—on August 24, pushing toward logistical hubs like Pokrovsk amid a broader offensive that netted 241 square miles in recent months. Yet, Ukraine’s incursion into Kursk—holding 1,000 square kilometers since early August—has forced Moscow to divert 50,000 troops, stalling eastern gains and exposing vulnerabilities. Drone swarms add chaos: Kyiv’s August 23 strikes torched the Novoshakhtinsk refinery for three days and slashed a Kursk nuclear reactor’s output by 50%, while Russia unleashed 614 missiles and UAVs overnight, per Ukrainian reports.

Diplomatically, Zelenskyy rallies the Global South for pressure on Moscow, while Trump dangles deadlines—demanding Putin-Zelensky talks within two weeks or face escalated US responses. Putin, meanwhile, hints at “light at the end of the tunnel” in US ties, but Kremlin ambiguity on summits suggests calculated gamesmanship. Amid evacuations of over 1.1 million from frontlines and famine in Gaza complicating global focus, the stage is set for Putin’s potential end-run around Trump.

Bypassing the Oval Office:

Could Putin truly cut Trump out and ink a pact with Zelensky? Possibilities abound, each laced with risks in this war of attrition.

First scenario: A bilateral summit in neutral turf like Hungary, floated as a venue amid Kremlin “vague references” to elevated delegations. Putin could exploit Zelenskyy’s domestic pressures—Ukraine’s lines hold but fatigue mounts with 20% territory lost—and dangle ceasefires. Outcome? A fragile truce freezing lines, but without US buy-in, it crumbles under Russian non-compliance, as seen in past Minsk accords. Present dynamics favor Moscow: Advances in Donetsk could force Kyiv’s hand, yet Ukraine’s Kursk gambit buys leverage, potentially yielding a short-term de-escalation but no lasting peace.

Alternative: Trilateral talks with Trump mediating, per Washington’s dual-meeting blueprint. This sidesteps full bypass but lets Putin manipulate dynamics, shifting blame to Zelensky’s “unyielding” stance on territories and reparations. Potential result: Incremental humanitarian gains, like prisoner swaps, but core issues—NATO guarantees, troop withdrawals—stall, prolonging the war as Russia grinds forward.

Dark horse: Secret backchannels, bypassing summits entirely. Leaks suggest Moscow’s “security guarantees” since 2022 repackaged as NATO-lite, but EU drafts demand permanent troops—unacceptable to Putin. Outcome in today’s theater: Ukraine’s strikes on Russian infrastructure, like the August 22 oil flow halts to Hungary/Slovakia, erode Moscow’s economy, possibly compelling concessions—but Russia’s Arctic-Alaska overtures signal resilience.

Worst-case: No deal, escalation. If Putin ghosts talks, Trump walks, unleashing sanctions that hobble Russia’s war machine, per Putin’s growing concerns. Yet, with Ukraine’s Independence Day drone blitzes and NATO’s Kyiv visits, momentum could swing, forcing a Putin retreat or deeper quagmire.

Decoding Putin’s Zelensky Obsession:

Why does Putin crave a face-to-face with Zelensky? At its core, it’s a psychological ploy—bypassing intermediaries to expose Kyiv’s “intransigence” and portray Russia as the reasonable broker. Motives run deeper: Direct talks allow Putin to leverage military upper hand, demanding recognition of territorial “realities” like annexed regions, while dodging US scrutiny. In 2025’s landscape, with Russia’s economy strained by sanctions and Ukraine’s counteroffensives, a summit keeps Trump hooked, buying time for battlefield wins.

Hidden agenda? Personal optics: Putin casts himself as peacemaker, countering domestic unrest from Kursk humiliations, while probing Zelenskyy’s weaknesses—evident in Washington’s earlier arm-twisting. Zelenskyy’s August 23 call for Global South pressure signals resistance, but Putin’s motives include fracturing Western unity, as seen in stalled EU support.

Trump’s Hidden Hand:

Is Putin’s Zelensky rendezvous truly Trump’s desire? Surface-level yes—Trump’s August 22 Oval Office quips demand it within weeks, framing himself as “peacemaker” while blaming Russia if it flops. Yet, beneath: A bilateral bypass could undercut Trump’s leverage, letting Putin dictate terms sans US guarantees. Trump’s “two to tango” rhetoric hints at openness, but his fury over Russian strikes on US firms suggests he’d veto any deal diluting American influence. In essence, Trump wants the optics of brokering, not a Putin solo win—aligning with his Arctic cooperation nods but wary of Moscow’s gains.

What Might Putin Dangle in a Zelensky Face-Off?

What could Putin offer Zelensky directly? Humanitarian olive branches first: Prisoner exchanges, safe corridors amid 64,000 recent evacuations, or grain deal revivals to ease global food strains. Territorial teases: “Security guarantees” sans NATO membership, perhaps freezing lines or demilitarizing buffers—though Ukraine rejects non-recognition of losses. Economic lures: Gas transit renewals or reparations waivers, countering Kyiv’s demands. But in 2025’s heat, offers might include troop pullbacks from Kursk in exchange for Donetsk concessions—risky, as Russia’s 75% Donetsk hold strengthens Putin’s hand. Zelenskyy’s NATO push could rebuff, leading to symbolic gestures over substance.

Endgame Uncertainties:

Outcomes hinge on war’s ebb: A bypassed deal might halt escalations short-term, but sans Trump, enforcement falters, reigniting fights as Russia advances. Trilateral success? Incremental peace, but Putin’s motives—engagement over resolution—prolong attrition. As drones blaze and villages fall, a summit serves optics more than olive branches, with Trump’s shadow looming large. In this thriller of thrones, Putin’s bypass bid could redefine the board—or shatter it anew.

Mark J Willière
Mark J Willière
Mark J Williere, is a Freelance Journalist based in Brussels, Capital of Belgium and regularly contribute the THINK TANK JOURNAL

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