Jill Cress on 1099K tax law
From H&R Block’s Jill Cress on AI, Digital Tax Prep & Rebuilding Brand Relevance · · Matt Britton
“The laws on 1099K for example are going to change this year where if you're selling stuff on Facebook Marketplace or you've got a side hustle you're doing dog walking and you're getting income on Venmo the threshold is now decreased to $5,000. So all of these people are going to have 1099Ks. It brings a lot more people in. And so like what does that mean in the way of content and storytelling and so that is really exciting but it only matters if we're doing a great job for our clients giving them a great experience and driving growth.”
On , Jill Cress, Chief Marketing & Experience Officer at BLOCK H & R INC, spoke about 1099K tax law during H&R Block’s Jill Cress on AI, Digital Tax Prep & Rebuilding Brand Relevance on Matt Britton.
About Jill Cress
Jill Cress, Chief Marketing and Experience Officer at H&R Block, discussed the company's approach to the 2025 tax season in a January 2025 podcast appearance. She described the period from January 1 to April 15 as a "sprint" to reintroduce the brand and capture demand, noting that 150 million Americans are required to file taxes by a specific date. Cress stated that the company's role is to "drive growth through bringing in more new customers and retaining our clients," and that marketing activities are evaluated based on whether they deliver business results. Cress highlighted Gen Z as an important audience, citing their financial optimism and status as one of the only large groups of new entrants into the tax category each year. She mentioned that H&R Block invests in social media platforms like TikTok and uses creators and influencers to produce platform-specific content. Cress also noted that changes to 1099-K reporting thresholds, which will decrease to $5,000, will affect people with side hustles or income from platforms like Venmo and Facebook Marketplace, and that the company is considering how to address this through content and storytelling.