Unf*ck My Startup

Adam Robinson
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May 26, 2025 • 1h 5min

Special Episode: My $70M Exit Collapsed Days Before Signing - Adam on Moneywise

🎙️ Special Episode: My $70M Exit Collapsed Days Before SigningHey everyone, Adam Robinson here.I recently joined Sam Parr and Harry Morton on the Moneywise podcast to share the unfiltered story of how a $70 million exit deal for my company fell apart just days before signing. We delved into the financial missteps I made—like prematurely spending millions on land, crypto, and a new mortgage—and the unexpected 60% tax bill that followed. More importantly, we discussed how this near-disaster became a turning point, leading to a more disciplined approach to building wealth and a company now generating $25 million ARR with $1 million in monthly profit.It's a candid conversation about the highs and lows of entrepreneurship, the dangers of counting your chickens before they hatch, and the resilience required to bounce back.🎧 Listen to the full episode here: Moneywise Podcast – My $70M Exit Collapsed Days Before SigningFind out morehttps://www.linkedin.com/in/retentionadam/https://www.youtube.com/@retentionadamhttps://www.rb2b.com/
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May 22, 2025 • 60min

The Surprising Cost of Kit.com with Nathan Barry

This week on Unf*ck My Startup: We brought in the guy everyone pretends to be—Nathan Barry. No VC fairy dust. No growth hacks. Just a dude who built a $40M+ ARR company (ConvertKit → now Kit) by actually doing the work and giving a sh*t about creators.We get into why most founders are LARPing as CEOs… and how Nathan scaled a real business without selling his soul.Here's how it goes down:00:00 – Who the fck is Nathan Barry (and why I care) 03:40 – From $0 to Kit: how ConvertKit became the creator platform 08:10 – Why he turned down VC cash (and never looked back) 14:25 – How to go from solo builder to actual CEO 21:00 – The underrated power of building with, not for, your audience 26:15 – Community vs competition: the mindset shift that matters 33:50 – Playing startup vs. building a business (you know who you are) 39:10 – Nathan’s no-bullsht advice for founders who want to scale and stay saneReal talk. Real founder. Real revenue.If you’re tired of startup fantasty—this one’s for you.Find out morehttps://www.linkedin.com/in/retentionadam/https://www.youtube.com/@retentionadamhttps://www.rb2b.com/
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May 16, 2025 • 54min

How Vaibhav Namburi Built SmartLead to $20M+ ARR with Cold Email

🎙️ The Cold Email Doctor is IN: How to Outbound Like a Pro in 2025 ❄️💉Everyone wants to know: What’s still working in cold email? And this week, we brought in the guy who’s got more data than anyone else in the game—Vaibhav Namburi, founder of Smartlead and a certified beast when it comes to cold outreach.He’s not just running a $20M+ ARR bootstrapped SaaS company—he’s rewriting the rules of outbound with actual results, not recycled LinkedIn takes.🔥 In this episode, we dig into:Why your emails are landing in spam (and how to fix it)The new rules for subject lines, links, and copy in 2025How to beat enterprise spam filters (yes, even at Nike or Apple)The real reason your deliverability sucks—and how AI can helpHow Smartlead sends thousands of emails that actually hit inboxesWe also bring audience members on live and dissect their outbound strategies—real emails, real advice, no fluff.💥 If you want your leads to actually see your emails, book more meetings, and not burn your domain to the ground… This is the episode you’ve been waiting for.🎧 Listen now and let's unf*ck your cold outreach—once and for all.🔹 Available on Spotify & Apple Podcasts 🔹Find out morehttps://www.linkedin.com/in/retentionadam/https://www.youtube.com/@retentionadamhttps://www.rb2b.com/
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May 15, 2025 • 52min

Product-Market Fit Isn’t What You Think — Adam Robinson on The PMF Podcast

🎙️ How I Bootstrapped to $14M Profit and Found Real Product Market FitMost founders are chasing Series A headlines. I’m chasing $14M a year in actual profit.I joined The Product Market Fit Podcast to talk about how I went from stuck at $3M ARR with a dying product... to launching Retention.com, hitting escape velocity, and scaling RB2B to nearly $5M ARR in under a year—all with a 5-person team.🚨 We cover everything I wish someone had told me years ago:Why “fake” product market fit is killing your startupThe brutal truth about raising at 50x revenueHow I built a profitable SaaS by solving a problem no one else was touchingWhy most cold outbound is dead—and what’s working nowThe only 2 things you should do before you get unsolicited referralsHow I’m using founder-led content (not spam) to dominate B2BThis one’s raw, real, and loaded with founder therapy. If you’re anywhere between $0 and $10M ARR—and trying to figure out what actually moves the needle—listen to this.🎧 Available now on Spotify & Apple PodcastsFind out morehttps://www.linkedin.com/in/retentionadam/https://www.youtube.com/@retentionadamhttps://www.rb2b.com/
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May 14, 2025 • 58min

How Kevin Dorsey Turns Sales Calls Into Pipeline Machines

422 people showed up expecting chaos—and got a sales masterclass instead.This week on Unf*ck My Startup:Kevin Dorsey literally Ubers in from the airport and delivers goldA surprise founder gets called off the bench to pitch LIVE20+ demos booked on the spotAdam and Pete try (and fail) not to roast Rick RubinIf you sell anything, manage sellers, or are building a company in public—this is your blueprint. It’s gritty, chaotic, and weirdly inspiring.👇 Watch it. Steal from it. Share it with your team.#KevinDorsey #StartupSales #UnfuckMyStartup #LivePitch #B2BMarketing #RB2B #SaaS #Founders #SalesTipsFind out morehttps://www.linkedin.com/in/retentionadam/https://www.youtube.com/@retentionadamhttps://www.rb2b.com/
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May 2, 2025 • 53min

DON'T SEND ANOTHER EMAIL Until You Hear This Advice | Jesse Ouellette

In this episode of Unf*ck My Startup, we sit down with Jesse Ouellette, the founder of Lead Magic and the creator of the mysterious “SaaS Yacht Club,” who scaled to over $2.2M ARR with just one employee. Jesse breaks down exactly why cold email isn’t working for most startups—and what you need to do differently. From navigating spam filters and domain reputation to crafting killer subject lines and targeting downmarket founders, Jesse reveals the raw, tactical truth about modern outbound. Plus, hear how a low-key founder group became a launchpad for multiple SaaS wins. This isn’t theory—it’s playbook material for anyone growing lean. Don’t miss it.Find out morehttps://www.linkedin.com/in/retentionadam/https://www.youtube.com/@retentionadamhttps://www.rb2b.com/
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Apr 25, 2025 • 54min

The Real Reason Why Your Startup Will Fail (And How to Avoid It)

In this episode of Unf*ck My Startup, Ryan Allis — founder of iContact and SaaS Rise — reveals the real reason most startups fail (and why raising VC money too early can kill your business). He shares how focusing on customers, contracts, and revenue — not investors — took him from college dorm rooms to a $169M exit. Ryan breaks down the real math behind funding decisions, the dangers of over-raising, and why building a solid sales engine matters more than ever. Plus, we dive into bootstrapping strategies, revenue-based financing, and AI-powered outbound marketing for scaling smart in 2025 and beyond.🎯 If you're serious about scaling without selling your soul, this is the playbook you need.Find out morehttps://www.linkedin.com/in/retentionadam/https://www.youtube.com/@retentionadamhttps://www.rb2b.com/
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5 snips
Apr 18, 2025 • 53min

LinkedIn Growth Hacks You Need in 2025 | Tom Hunt

In this engaging discussion, Tom Hunt, Founder and CEO of Fame Business, shares his secrets as the selfie king of LinkedIn. He reveals a powerful 7-step formula to boost your posts, focusing on crafting eye-catching hooks and the importance of simplicity in writing. Tom explains why long paragraphs can kill engagement and how to leverage controversy to spark viral comments. He emphasizes turning LinkedIn clout into tangible business growth, making this a must-listen for anyone looking to enhance their social media strategy.
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Apr 9, 2025 • 53min

UnF*ck My Startup Ep. 39 - Why 99% of LinkedIn Posts Suck (Do This Instead) | Alec Paul

Listen up, founders: If you think posting on LinkedIn is just a chore, think again. You’re sitting on a goldmine. We’re about to hand you the playbook that top CEOs don’t want you to see. We’ve brought in the ultimate LinkedIn insider: Alec Paul, the behind-the-scenes strategist trusted by LinkedIn’s biggest names (with 300+ million views to his clients’ credit). Now he’s stepping out of the shadows to show you how to turn your LinkedIn from a dead zone into a deal-closing machine.He’s not here to sugarcoat it – Alec breaks down why 99% of LinkedIn posts suck and how you can be the 1% that actually crushes it. Get ready for no-fluff truth on building influence, crafting scroll-stopping content, cracking LinkedIn’s algorithm, and turning views into leads. Listen now or your competition will scoop up those LinkedIn leads while you stay invisible.Find out morehttps://www.linkedin.com/in/retentionadam/https://www.youtube.com/@retentionadamhttps://www.rb2b.com/
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Apr 4, 2025 • 57min

UnF*ck My Startup Ep. 38 - I Made $20 Million By 30 – Here’s What Actually Made Me Rich | Sam Parr

Sam Parr  @MyFirstMillionPod Joins Unfck My Startup* to share the unfiltered truth behind building and selling startups—including the brutal reality of chasing a big exit. From his $20M liquidity goal to lessons learned selling The Hustle and My First Million to HubSpot, Sam breaks down how bootstrapping can build more wealth than VC funding, why most founders get screwed in billion-dollar deals, and how purpose only comes after financial freedom. He also unpacks how audience building changed his life, and why clarity is the most underrated skill in business. Don’t miss this one—it’s a masterclass in real entrepreneurship.Find out morehttps://www.linkedin.com/in/retentionadam/https://www.youtube.com/@retentionadamhttps://www.rb2b.com/

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