Boston Speaks Up

Zach Servideo

Leaders, entrepreneurs, creators, innovators and artists from all over the globe join Boston Speaks Up to share their stories of inspiration. Recommend a guest: team@valuecreationlabs.co. Learn more and sign up for the newsletter: www.valuecreationlabs.co.

  1. Entrepreneur or Bust: Zach Servideo Riffs on Workplace Survival

    11/14/2025

    Entrepreneur or Bust: Zach Servideo Riffs on Workplace Survival

    This is an impromptu monologue from me, Zach Servideo, creator/host of Boston Speaks Up, founder of Value Creation Labs, and managing partner at Unicorn Studios. And here's what I'm riffing about on in this emergency podcast --> “Workplace survival in the 2020s basically means becoming an entrepreneur.” -- That line has been echoing in my head for years now. Every month, every CoFlo coworking session, every client conversation, it gets louder. Here's a summary of topics I'm riffing on in this episode: 1. The Portfolio Economy, in Plain English Economists have a sterile term for what’s happening: the portfolio economy. I just call it reality. We are shifting from a world where most people had one job and one employer to a world where people build portfolios of income streams — projects, gigs, advisory roles, side businesses, creative experiments. If you run the math, independent work has grown at roughly double-digit compound annual rates over the last decade, while traditional W-2 employment has been basically flat by comparison. We are very quickly heading toward a world where well under half of the workforce is full-time W-2 — and a majority of people have at least one independent income stream. So if you’re still betting your entire life on one company, one boss, one paycheck… you’re playing last decade’s game with this decade’s stakes. 2. From “Climb the Ladder” to “Build the Web” The old script was simple: Go to school → get a job → climb the ladder at one company. The new script looks nothing like that. It’s more like: Build the web. You start stacking: client projects, short-term contracts, fractional roles, creative experiments, advisory work, side businesses…into a portfolio of income streams that makes you more resilient and more free than any single employer ever could. This isn’t just a “freelancer thing” anymore. The data shows that a third to nearly half of working adults are already operating this way — whether they use the word “entrepreneur” or not. 3. Where I’m Seeing It Up Close: CoFlo One place I see this shift most clearly is through CoFlo, the pop-up coworking community we host around New England. If you’ve never heard me talk about CoFlo before, here’s the quick version: We host monthly pop-up coworking days — in places like Beverly, Portsmouth, Weymouth. People roll in with their laptops, their coffee, their chaos. And something subtle but powerful happens. Yes, people show up to get work done. But they also show up with ideas. In one room, you’ll see: remote workers, creatives, founders, people between jobs, people with jobs they clearly don’t want forever. You can almost watch the old model and the new model collide in real time. Over time, CoFlo has organically become a kind of low-pressure incubator: a place where people can bring half-baked ideas, get honest feedback, meet collaborators, and feel that little jolt of: “Oh wait… maybe I actually can build something.” 4. UnicornOS: An Operating System for Humans in This Shift I’m not saying any of this from an academic distance. I’m in it. Together with my partners at Unicorn Studios and Value Creation Labs, I’ve been building what we’re calling UnicornOS — an operating system for humans in this new world of work. CoFlo is one of the ways we’re seeing this in the wild: real humans, real experiments, real proof that people want to build portfolio lives — even if they don’t have the vocabulary for it yet. 5. A Personal Invitation You can reach me directly at: zach at unicorn dot love

    8 min
  2. 106: Diana DiZoglio, Massachusetts State Auditor

    10/28/2024

    106: Diana DiZoglio, Massachusetts State Auditor

    Guest Diana DiZoglio has played a pivotal role in public service throughout her career, serving as an advocate, legislator, and now, Auditor of the Commonwealth of Massachusetts. In her role, DiZoglio is committed to increasing transparency and accountability in state government, ensuring that all residents receive equitable treatment, regardless of their background, financial status, or zip code. Her work as Auditor underscores her dedication to fostering a fair and inclusive government for all. Being born and raised in Methuen, MA, Auditor DiZoglio is a product of Massachusetts public schools. After graduating from Methuen High School, DiZoglio attended Middlesex Community College before earning a financial scholarship to Wellesley College. Her career in public service began as an aide in the State Legislature and as Chief of Staff for the Professional Fire Fighters of Massachusetts. After years of working with local nonprofits and community organizations, she successfully ran for public office in 2012, serving three terms as State Representative for the 14th Essex District. In 2018, she was elected State Senator for the 1st Essex District, where she served two terms. DiZoglio's decade-long service on Beacon Hill has equipped her with the fortitude to collaborate with elected officials, labor organizations, community advocates, and residents across the Commonwealth. Her humble beginnings and extensive experience in nonprofits and labor have enabled her to build strong relationships with a diverse array of people, amplifying their voices in government. Throughout her career, DiZoglio has remained driven by a profound commitment to equity and public service. In a recent CommonWealth Beacon article, DiZoglio stated, “These are gaps in the system that we can help to identify. We can raise that to legislators. We can let them know about where these challenges exist for the purposes of improving the system and helping the Legislature to work better for those it’s meant to serve.” Through her work as Auditor, she is dedicated to creating a more inclusive and accountable government for all. Prior to recording this episode, Auditor DiZoglio embarked (and completed) a 141-mile walk across Massachusetts to raise awareness for ballot Question 1, which would give the state auditor the authority to audit the Legislature. In August, DiZoglio told The Boston Globe, “Government is not supposed to operate the way the Massachusetts Legislature is operating right now.” If passed, the state auditor would be given the express authorization to audit the Massachusetts Legislature. In this episode, we’ll discuss her journey to this point, her walk across the Commonwealth, and take a deep dive into the importance of Question 1.

    1h 1m
  3. BONUS: Explain Boston To Me: Dive Bars with Zach Servideo

    08/23/2024

    BONUS: Explain Boston To Me: Dive Bars with Zach Servideo

    In this special episode of "Boston Speaks Up," host Zach Servideo, founder of Value Creation Labs and a former doorman at the iconic Pour House, teams up with Lee Stabert from "Explain Boston to Me" to explore the ever-changing landscape of Boston’s dive bar culture. This conversation takes listeners deep into the heart of the city, reflecting on how these gritty, beloved spaces have managed to survive—and even thrive—amid Boston’s ongoing transformation. The episode dives into some fascinating themes, from the history of Boston's dive bars as community hubs to their role in the face of gentrification. Servideo and Stabert discuss the unique vibe of these establishments, reminiscing about their own experiences and the colorful characters that frequent these spots. They also explore the cultural and economic pressures that threaten the existence of these cherished institutions and speculate on what the future holds for Boston’s dive bar scene. Listeners can expect a lively discussion filled with personal anecdotes, insightful commentary, and a genuine love for Boston’s hidden gems. This episode is a must-listen for anyone interested in the intersection of culture, history, and community in one of America’s most dynamic cities. And as a bonus, don’t miss out on the chance to see "Boston Speaks Up" live on stage at Startup Boston Week. Catch Zach Servideo in action on the live podcast stage on September 10th, where he’ll bring more of these engaging conversations to a live audience.

    44 min
5
out of 5
18 Ratings

About

Leaders, entrepreneurs, creators, innovators and artists from all over the globe join Boston Speaks Up to share their stories of inspiration. Recommend a guest: team@valuecreationlabs.co. Learn more and sign up for the newsletter: www.valuecreationlabs.co.