On issues ranging from health care, taxes and the budget to China, Nato and foreign interventions, in five weeks he has created more confusion than clarity. Whether that reflects a lack of knowledge or lack of interest, Wednesday NZT offers an opportunity for a reset.
In broad strokes - he's not presenting a budget, so it's reasonable to leave out the fine detail - he can spell out priorities and preferences. Is he willing to delay his announcement of a huge infrastructure project until next year, as many Republican congressional leaders wish? How will he slash spending without touching big entitlements like Social Security and Medicare, as he promised voters in the fall?
Republicans are tied in knots over how to fulfill their pledge to repeal and replace Obamacare. Trump has vowed to enact universal coverage that's better and cheaper. He should explain how to perform that impossible balancing act.
On taxes, it would be useful to hear what Trump thinks of the big new "border-adjusted" sales tax favoured by House Ways and Means Committee Chairman Kevin Brady and Speaker Paul Ryan. A variation of a European-style, value-added levy that favours exporters over importers, it's on political life support. Trump could either help revive it, or kill it by not mentioning it. At a minimum, he could echo George W. Bush in 2001 by declaring how low he wants tax rates to go.
It's probably asking too much to call on this President to quit pretending that he can fulfill his campaign promises cost-free, and to start explaining how he wants to pay for them. That includes the big increase in military spending he's sure to embrace; will he lay out a strategy to justify his Pentagon wish list?
Republicans used to criticise Obama for what they called a global "apology tour," wrongly claiming that his speeches in historical hot spots like the Middle East and Vietnam amounted to blaming the US for the world's contemporary problems.
Over the last several weeks, however, Trump Cabinet members really have been on a "he-didn't-mean-it" tour, insisting that allies can safely ignore Trump's anti-Muslim narrative or stated disdain for the North American Treaty Organisation and the US-provided security umbrella in Asia.
Another sign of confusion that Trump could address came when the President denied Secretary of State Rex Tillerson his choice of veteran diplomat Elliott Abrams as deputy secretary of state - the appointment was nixed just before it was to be announced when Trump was told about derogatory statements Abrams made about him during the campaign.
Beyond the management issues raised by undercutting a secretary of state, the incident raised policy questions. Abrams is a prominent neoconservative, a supporter of the Iraq war and robust American interventionism.
This was exactly what Trump campaigned against, even lying about his early support for the Iraq War. Now there's chatter about creating security "safe zones" in war-torn Syria backed by an infusion of US forces.
Trump, not a big reader, would do well to glance at the initial congressional speeches of his two immediate predecessors. Both laid out clear policy priorities: Obama for investments in clean energy and education and universal healthcare coverage, Bush for tax cuts and selective education initiatives. Both addresses indicated that national security would be secondary.
Bush got most of his tax cuts and kept his policy commitment. However, his vow to eliminate the US$2 trillion national debt over a decade failed; it actually increased seven fold to US$14 trillion. Of course there was no way to anticipate in February, 2011 that the attack on the World Trade Centre and Pentagon seven months later would turn him into a war president.
The specifics Obama laid out foreshadowed his presidential actions on healthcare and other domestic ambitions. He did, as he promised, cut the spiraling deficit in half by the end of his first term and by 60 per cent by the end of his second.
His US$800 billion stimulus package helped the economy recover from the shock of the 2008 financial crisis and was largely corruption-free, saving or creating three million jobs.
Some of his pledges that night did not materialise. He never closed the military prison for terrorist suspects at Guantanamo Bay, Cuba, for example, or disengage from Afghanistan.
The White House has put out the word that Wednesday's speech will be more upbeat in tone than Trump's darkly hued inaugural address. That would be welcome. Maybe he'll even stop fudging the truth.
Contrary to his claims, he has not accomplished more than any president at a comparable stage; Obama had real legislative achievements a month into his presidency and the Reagan and Bush agendas were further along.
Here's another forlorn hope: Might this self-absorbed, humourless man show a flash or two of a lighter side?