Freelancers

topic on 9 shows · 22 statements across 17 episodes

Mixergy Startups For the Rest of Us We Live to Build BigDeal Lenny's Podcast the Official SaaStr Podcast Top Founders All-In TBPN

22 statements about Freelancers, every show

BIGDEAL Opinion
Godin: Workplace mechanization has made it harder for workers to find joy
“It has made it harder for freelancers and for people with a day job to find joy in their work, because they basically have mechanized Everything turned us into keystroke counting cogs.”
Seth Godin Aug 12, 2026 ▶ 1:02:51 How to Solve Problems Better Than 99% of People | Seth Godin
Rob Walling: Freelancers are best for temporary gaps or 'black box' roles
“For me, freelancers are to fill either a temporary gap or what I call a more of a, it's a black box role, and what I mean by that is if I could put a black box here on, on the desk, and you could feed it in some kind of input, and you know the output you want,…”
Rob Walling May 5, 2026 ▶ 32:28 Episode 831 | Written vs. Verbal Ad Copy, Selling Into a Low-Awar...
Rob Walling: SaaS founders should avoid freelancers for core product development
“If I were building a SaaS today, I would try to avoid it. I would want a full-time person dedicated to, you know, whether that's me or whether that is someone that I hire. There's a certain amount of ownership of the code base And technical debt will screw you…”
Rob Walling May 5, 2026 ▶ 34:53 Episode 831 | Written vs. Verbal Ad Copy, Selling Into a Low-Awar...
Rob Walling: Running an all-freelancer startup is a trap for founders
“The big trap I see some other people falling into is it's like, cool, I'm going to be all freelancers because I don't want any employees. Or I'm going to have like five or 10 different freelancers all doing different things. And it's like, now you're a project…”
Rob Walling May 5, 2026 ▶ 40:14 Episode 831 | Written vs. Verbal Ad Copy, Selling Into a Low-Awar...
TBPN Assertion Supported
Hays: Over half of businesses using freelancers in 2022 stopped entirely
“More than half of the businesses using freelancers in twenty-twenty-two have stopped entirely.”
Jordi Hays Feb 20, 2026 ▶ 24:56 The SaaSpocalypse is Cancelled, WB Back in Play, Zuck Grilled in LA Trial | Diet TBPN
TBPN Assertion Supported
Hays: Top freelance-hiring companies shifted to AI and saw 97% savings
“The companies that used to spend the most on freelancers shifted to AI the fastest, 97% savings for the businesses that spent the most on freelance.”
Jordi Hays Feb 20, 2026 ▶ 25:02 The SaaSpocalypse is Cancelled, WB Back in Play, Zuck Grilled in LA Trial | Diet TBPN
MIXERGY Assertion Not checkable as stated
Singla: Nearly 150,000 freelancers have applied to Pepper Content
“So we have about close to one, 50,000 freelancers who've applied to write for Pepper.”
Anirudh Singla Nov 17, 2025 ▶ 2:38 #2286 Pepper: AI + people = > $10 million
STARTUPS FOR THE REST OF US Prediction Open · timeframe Dec 2027
Coburn: 45% of US Workers Will Be Freelancers by 2027
“We're going to be up to 45% of the workers in this country are going to be freelancers by the year twenty-twenty-seven.”
Derek Coburn Jun 3, 2025 ▶ 24:04 Episode 777 | Why Retiring Might Be the Worst Goal for Entreprene...
Pitching freelance writers is often more effective than pitching staff editors
“Jen is getting a lot fewer pitches than me. The chances of her reading it are close to a hundred percent, and the chances of her taking it seriously, if it's relevant to any of the publications that she writes for, is much higher than me. So sometimes going to…”
Jason Feifer Oct 12, 2023 ▶ 48:25 How to get press for your product | Jason Feifer (editor in chief of Entrepreneur magazine)
TOP FOUNDERS Prediction Not checkable as stated
Latka: Freelance management software will spawn a $1B company within five years
“I am convinced that we are within five years of somebody taking a company public with a billion in revenue or at a billion valuation because they manage freelancers and part-time talent so well.”
Nathan Latka Aug 7, 2023 ▶ 1:36 Deal! How She Spun SaaS out of $5.5m Agency
Weisbrot: Founders taking all earnings home are just well-paid freelancers
“Sure you're making 20 grand a month. You're taking all of it home. You're a freelancer. You're not a business owner. You're just, you're a well-paid, you're a well-paid freelancer. So you know, those are some of the stumbling points for people is that they're,…”
Sean Weisbrot May 9, 2023 ▶ 32:09 He Called It a Work Husband. Then Came the Surprise Money.
Latour: Most business roles do not require full-time employees
“For most roles, you don't need a full-time employee.”
Renee Latour Dec 17, 2022 ▶ 34:45 Why Done Is Better Than Perfect Has Nothing to Do With Productivity
SAASTR Assertion Not yet assessed · timeframe Feb 2022
Upwork CEO: 75% of Upwork's 2,000 team members are freelancers
“And today, fast forward, we're a public company. We have about 2000 team members. 75% of those team members are freelancers. They are distributed around the world. Our team is in 86 countries globally.”
Hayden Brown Feb 24, 2022 ▶ 6:30 The Secrets to Scaling a Public Company with a 75% Freelancer Workforce with Upwork CEO Hayden Brown
SAASTR Disclosure
Brown: Upwork pays freelancers to take company-wide days off
“We've been doing charge up days, which is a day off for the company, or two days off for the whole company, we pay the freelancers to also take that time off.”
Hayden Brown Feb 24, 2022 ▶ 21:33 The Secrets to Scaling a Public Company with a 75% Freelancer Workforce with Upwork CEO Hayden Brown
SAASTR Insight
Brown: Hiring Freelancers Forces Companies to Clarify Goals Before Deploying Headcount
“Bringing freelancers in forces that clarity and has forced us to really get good at understanding for every effort, like, what are we trying to achieve? If we can articulate that first, then we need to pause and not just start putting bodies against the effort…”
Hayden Brown Feb 24, 2022 ▶ 23:09 The Secrets to Scaling a Public Company with a 75% Freelancer Workforce with Upwork CEO Hayden Brown
Freelancers Make Tough Software Customers Due to High Churn and Price Sensitivity
“Marketing and Having freelancers as your main customer base is tough because they're price sensitive and they churn and they go out of business because then they get a job.”
Rob Walling Feb 16, 2021 ▶ 13:58 Episode 536 | A Few Things I Learned in 2020 (A Rob Solo Adventure)
Geary: Hiring Freelancers Instead of Agencies for Websites Is a Big Mistake
“A big mistake that a lot of people make, which is hiring freelancers. Freelancers are okay at some points, but for the management, the, like, especially if you're creating a website and you're doing it right for the first time ever, you want to put that in the…”
Kevin Geary Feb 7, 2021 ▶ 48:09 Why a Gorgeous Website Can't Convert a Soul
TOP FOUNDERS Assertion Supported
WriterAccess pays 70 percent of every transaction directly to freelance creators
“We pay 70% of every dollar transactional dollar that comes in is paid to our freelancers.”
Byron White Dec 17, 2020 ▶ 11:15 WriterAccess Makes $9m This Year, Pays Freelancers $6.4m Helping 5,000 Brands With Content
ALL-IN Assertion Supported
Calacanis: 70% of gig drivers want to be freelancers
“70% of drivers for these services want to be freelancers, and the services themselves said they will put into a fund for healthcare.”
Jason Calacanis Sep 9, 2020 ▶ 21:18 E7: California's collapse, how SPACs are opening the markets for growth stocks & more
Facebook ads are highly ineffective for acquiring freelance users
“When you try to like when you try to acquire freelancers, right. You kind of really want to bulk acquire as much as possible. You want to go into places where you can basically just like, you know, grab multiple people at once and don't try to pick people up o…”
Leif Abraham Apr 29, 2020 ▶ 16:22 1740 $5m Raised and $600k ARR When Fiverr Acquired, Did Common Holders See Any Cash?
Magdalin: Freelancers seed adoption by taking tools into agencies and enterprises
“We still focus primarily on freelancers because they're the ones Who end up at agencies. They're the ones who end up at product teams. They're the ones who end up on enterprise and ends up being quite infectious to where they take their tool of choice to their…”
Vlad Magdalin Mar 6, 2019 ▶ 13:24 1320 $14m in ARR on $2.9m Raised Inventing New Visual Way to Code Service 3000 Freelancers
TOP FOUNDERS Assertion Partly supported
Tartt: Upwork, Elance, and Freelancer Take 10% to 40% Cut
“So the other sites, Upwork, Elance, Freelancer, they all charge a percentage of a project. So if you're going to be spending, you know, five to 10 grand on a project, that's, they're going to take, you know, anywhere from 10 to 40% of that.”
Nick Tartt Mar 9, 2016 ▶ 3:33 Freelance Marketplace AwesomeWeb Hits 1100 Active Freelancers With Nick Tart Episode 198

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