PRess Play: The StreetCred Podcast

PRess Play: The StreetCred Podcast


Never Stop Asking Questions: Inside Modern Financial Journalism with Sean Allocca (Ep. 29)

December 19, 2025

In this episode of PRess Play: The StreetCred Podcast, hosts Elena Krasnow and Jimmy Moock sit down with Sean Allocca, executive editor of The Daily Upside and veteran financial journalist.

Sean reflects on his path into financial journalism, what drew him to The Daily Upside and why curiosity remains central to strong reporting. Our conversation with him explores how modern financial media balances credibility with accessibility, and how editors think about storytelling in an increasingly crowded news landscape.

We cover:

  • How a passion for writing led Sean to a career in financial journalism
  • His experience at The Daily Upside and how the publication blends serious reporting with humor and pop culture
  • Key lessons from covering markets across multiple financial publications over the years
  • The rise of “new media” and the role AI is beginning to play in shaping financial news
  • Some of Sean’s most memorable interviews, including a conversation with John Walsh of America’s Most Wanted
  • …and more!

Tune in for a candid conversation on modern financial journalism, editorial decision-making and the questions that shape the stories readers see.

Topics:
(0:37) Meet Sean Allocca

(1:44) A New Jersey local

(2:38) Don’t miss out on Prospect Tavern!

(3:08) What’s for lunch?

(4:38) Joe Duran and a rotisserie chicken

(5:23) A disdain for mushrooms and a love for ravioli

(7:03) Sean’s journey into financial journalism through his passion for writing

(7:58) His crime investigative reporting era at Forensic Magazine

(8:35) Pivoting to CFO Magazine and the world of corporate finance

(10:33) Present day: what drew Sean to The Daily Upside

(12:38) The Daily Upside’s unique approach and venture into “new media”

(13:53) How AI is reshaping the way news is delivered

(14:43) A peek behind the curtain of the newsroom: balancing comedy and complex topics

(15:48) America’s Next Top Model (Portfolio)

(16:23) Lessons from covering markets and finance across multiple financial publications

(16:42) Never stop asking questions

(17:46) PR spins (debunked in StreetCred’s most recent blog by Jill Casey Pintor)

(18:38) A special interest in investing: options, derivatives and different asset classes

(20:15) Suitability vs. fiduciary

(21:49) A shift toward being more fiduciary and a corresponding shift in the way firms market themselves

(23:28) A few stories and interviews that have stood out to Sean over the years

(23:48) Sean shares his PR horror stories

(24:05) Interview with John Walsh from America’s Most Wanted

(24:34) Sitting down with Peter Mallouk, Josh Brown, Kunal Kapoor and others

(25:16) The process of preparing for interviews

(27:02) A fun game Sean’s brother likes to play when Sean is hosting an interview

(28:07) Have you heard of Harry Mack?

(28:37) Shout out to Sean’s brother

(28:47) The revival of Jimmy the Moock!

(29:24) Time for our Play segment!

(29:46) An alternate life as a musician

(31:07) The benefits of classical music, for humans, cats and plants

(33:34) Sean’s favorite things to do for fun: museums, exploring new places

(34:07) A plug for the bounties of Philadelphia

(35:20) Moment of gratitude

(36:42) Look out for a joke on circumventing mushrooms in the next newsletter!

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About our Guest: 

Sean Allocca is Executive Editor of The Daily Upside and an award-winning journalist with more than 15 years of finance experience. He was formerly the editor-in-chief of ETF.com where he led business development and editorial strategies. He also served as managing editor of the wealth management publications InvestmentNews and Financial Planning, and as editor of the corporate finance publication CFO Magazine. 

Publishing Tags: PRess Play, StreetCred PR, Podcast, Financial Journalism, Financial Media, The Daily Upside, Sean Allocca, Elena Krasnow, Jimmy Moock, Wealth Management, Media Relations, Newsroom Insights, Behavioral Finance, New Media, AI in Journalism, Personal Stories, Editorial Strategy, Financial News, Behind the Scenes