James Orsini

James's primary professional hub with over 500 connections. Lists his current roles as US Chairman of Factotum, Partner at J&J Consulting Services, and his background at VaynerX, with regular posts on leadership, operations, and the Vayner family.

A personal interview covering his childhood as the youngest of four, his early path toward accounting and finance, and how those decades of financial discipline shaped the way he leads and coaches others today.

James explains the origin of his JimmyThePencil handle, how he splits his social presence across platforms, and reflects on his early career path from KPMG to Goldman Sachs to the creative industries.

A reflective profile on James stepping back from VaynerX as the company's first ever retiree after 11 years, tracing his unlikely path from Wall Street accountant to a cornerstone of Gary Vaynerchuk's advertising empire.

James's personal and family side of social media, separate from his business presence on LinkedIn. He has described this as the place to find his family postings rather than business updates.

Posting under the handle JimmyThePencil, a nod to his accounting background and a pencil thin mustache he had in college. James uses this account for what he calls his passion postings.

Host: Brittany Hoffman (Brittany Krystle), host of Beyond Influential, https://www.brittanykrystle.com/ Brittany interviews James on launching new divisions, operating and scaling a global digital agency, and what it takes to execute Gary Vaynerchuk's vision.

Host: Jon Schumacher, host of Billion Dollar Legacy, https://billiondollarlegacy.com/ James discusses how he met Gary Vaynerchuk and became his COO, the latest trends in digital marketing, and where The Sasha Group and VaynerMedia were headed next.

Host: Rich Cardona, B2B podcast producer, https://www.richcardona.net/ Titled VaynerX's Secret Sauce, this episode digs into how James filled three separate C-level roles and what it takes to work alongside Gary Vaynerchuk day to day.

Host: Dr. Bryan Price, Program Director, Seton Hall University, https://shuundergradleaders.podbean.com/ James returns to his alma mater for this undergraduate leadership podcast, sharing practical advice for young leaders beginning their careers.

Host: Chad Sanschagrin, CEO of Cannonball Moments James opens up about working for a person rather than a company, describing his role at VaynerMedia as taking dreams and turning them into action plans.

Host: John Corcoran, former Clinton White House writer, https://smartbusinessrevolution.com/ A separate conversation on relationship building and networking, on a show whose guest list has also included Gary Vaynerchuk and Guy Kawasaki.

Explore Joann Orsini's professional profile on LinkedIn. Connect with her to expand your professional network and discover opportunities.

J&J Consulting Services is a specialized finance and operations advisory firm helping organizations scale with clarity, discipline, and confidence. Founded by James and JoAnn Orsini, the firm leverages over 50 years of combined executive experience to support complex businesses in finance, operations, marketing, and growth strategy.

James Orsini sits down with Tipalti's Next Gen Finance Leaders series to share how he became the "decoder ring" for creative giants like VaynerMedia, using finance to fuel vision rather than choke it. A must-read for anyone who wants to understand how the best operators think.