subscription Startups

Lawn Starter is a two-sided marketplace that simplifies lawn care ordering for homeowners while providing backend infrastructure for local lawn care providers. Founded by 23-24 year old Ryan Farley (who left a $100k Capital One job) and Steve (who dropped out of Virginia Tech), the company reached over 2,000 customers across DC, Austin, and Orlando within ~2 years, generating ~$500k in annual revenue with $7.25M in funding.

Heathen Shaw built three SaaS companies: self-funded Crazy Egg (heatmaps for website analytics since 2005), venture-backed KISSmetrics (customer analytics), and QuickSprout (content marketing software and services marketplace). QuickSprout generates 600-700k monthly visits through content marketing, with an email list exceeding 100,000 subscribers, and converts traffic to email at 2-8% rates before monetizing through approved marketing services partnerships and upcoming software tools.

Tai Lopez built a personal brand empire offering the 67 Steps and Knowledge Society programs to teach decision-making and lifestyle optimization. Starting with a free beta to thousands of users, he tested at $4.95, then scaled to $67/month through his PVP formula (Plan/Strategy, Virality, Paid advertising), reaching 500 million views in six months with 70% penetration among his target demographic of 14-25 year-olds.

Todd Herman, a performance coach to self-made billionaires and Fortune 50 executives, launched his 90 Day Year online course program in May/June 2014 with zero existing email list. He invested $56,000 in Facebook and YouTube advertising with aggressive retargeting to build a 20,000-person opt-in list, then converted them through a three-video content funnel and sales letter, generating $556,000 in total revenue ($200,000 from a last-minute 12-payment option launch).

Justin Mears joined Exceptional, a SaaS company, in 2012 as director of revenue when it was doing ~$700K ARR. He helped scale it to $1.9M ARR in one year before Rackspace acquired it for $12 million in 2013. Mears later co-authored the book 'Traction,' which sold 38,000 copies self-published and secured a six-figure advance from Portfolio Random House for a 2024 relaunch.

John Nastor launched Hack the Entrepreneur podcast on September 5th and grew from 2,600 downloads in month one to 56,000 in month two through aggressive content production (3 episodes/week) and strategic partnerships. He built an email list of 943 engaged subscribers and generates consistent revenue through mid-roll ad spots ($300 per episode) on Midroll.com, earning enough to support a full-time living with a team of VAs, editors, and designers. He later partnered with Copy Blogger Media to create Showrunner.fm, a podcasting course and companion podcast.

Scott Gerber founded the Young Entrepreneurial Council (YEC), an invitation-only membership organization with 1,600+ vetted entrepreneurs from companies collectively generating $13 billion in revenue with $9 billion in venture capital backing. The organization maintains exceptional 90%+ annual retention by focusing on highly personalized, human-centric member experiences including curated networking, quarterly check-ins, and proactive value delivery rather than growth-hacking metrics.

Peter Shankman built Harro, an advertising-based SaaS platform, from his couch with his two cats while working under the LLC 'Two Cats and a Cup of Coffee LLC.' The company grew to nearly $2 million in annual revenue through word-of-mouth and audience building before he sold it to Vocus. Since then, Shankman has leveraged his audience across email, social media, and his personal brand to sell high-ticket items like $600 mastermind seats and bestselling books.

Brad Martinot was laid off from Infusionsoft after six years as a product leader and launched Sixth Division in 2012 to provide Infusionsoft users with coaching, training, and implementation services. The flagship $12,000 "Makeover" two-day offering became a multimillion-dollar business, generating $1.6M in 2014 (95% from makeovers) and projected $3.1M in 2015. Brad also built complementary software offerings (Plus This at $59/month and a $97/month membership with live coaching calls) and leverages event sponsorships to acquire customers at scale, recouping service revenue to fund software growth.

Due is an online invoicing and time-tracking platform founded by Murray Newlands that helps freelancers and small businesses manage invoices and get paid. After just three months, the company had 75,000 registered users with over 500 paying customers, primarily acquired through content marketing including a 7,000-word freelancer guide and strategic media placements on Entrepreneur, TechCrunch, and Time. The team is bootstrapped, self-funded, and focused on building partnerships and differentiating features before a full market launch.

Dory Clark is a bestselling author, keynote speaker, and business consultant who successfully diversified her revenue from consulting into a multi-stream business including book sales, speaking engagements, and coaching. Starting with her first paid speaking gig of $5,000 in 2013 for her book 'Reinventing You,' she scaled to delivering 59-61 talks annually and generating $125,000-$150,000 from speaking alone in 2015, while her books have sold over 30,000 copies (Reinventing You) and 6,000+ copies (Stand Out) within months of launch.

Talking Shrimp is a copywriting agency and online course founded by Laura Belgraine, an award-winning copywriter with over 20 years of experience working with major brands including Bravo, NBC, Disney, and HBO. The business operates on a 50-50 revenue split between copywriting services (bringing in $30,000 in August alone) and The Copy Cure, an evergreen online course created with Marie Forleo that teaches people to write persuasively and authentically to drive sales.

Justin and Tara Williams built 8 Minute Millionaire, an education platform teaching real estate investment and business building, after achieving $4.5 million in net real estate profits over four years. Their online education business, launched two years prior to this interview, rapidly accelerated in the last three months with $85,000, $125,000, and then $500,000 in revenue from newly launched high-end coaching programs ($25,000 per program with 20 slots). They leverage their podcast and existing audience to drive growth while maintaining time efficiency through delegation.

Lab Sensor Solutions, founded by Jari Bolander and four co-founders, provides a sensor-as-a-service platform to track temperature and location of clinical samples during transport to prevent spoilage and medical errors. After two years of development and graduating from 500 Startups Batch 14, they launched sales in January-February 2014, raising a $420k friends-and-family seed round and acquiring three lab customers with 125 deployed sensors generating $3,000 MRR. With 7 trials underway and 22 more in immediate pipeline representing ~1,700 additional sensors, they're disrupting a legacy healthcare industry by leveraging the Affordable Care Act's shift toward value-based care.

Slide Rule is an online educational institution founded in 2013 that teaches data science and UX design paired with one-on-one mentorship from industry experts. The company generates approximately $100,000 MRR ($1.2M ARR) through a $300/month subscription model with courses lasting 2-3 months. They've grown to nearly 1,000 total students through content marketing, particularly blog posts that rank on the front page of Google for searches like 'Learn UX Design,' with an email list of 80-90k free users converting at 2-3% monthly.

Quick Legal, founded by Derek Bluford in early 2015, is an on-demand legal advice platform connecting users with attorneys via FaceTime, voice calls, and instant messaging. The company generates $65,000 monthly revenue from 130+ attorney subscribers paying $500/month, achieving this through referral-based growth with no paid marketing. With a $12 million pre-money valuation and a pending acquisition offer in the $14 million range, Derek is holding out for greater potential as he scales toward 2,500 attorneys through strategic partnerships.

BrainChase is an online learning platform that gamifies education through a semester-long adventure treasure hunt, curating the best third-party curriculum providers. The company grew from 500 participants in summer 2014 to 2,000 in summer 2015 (generating ~$400K in revenue), and is expanding from a seasonal summer model to year-round offerings through after-school and school district partnerships.

Hampus Jacobson, the founder of TAT (acquired by BlackBerry for $150M in 2010), launched Brisk—a B2C2B sales process acceleration tool that nudges sales reps on next steps. By October, Brisk had $7,000 MRR across ~1,000 seats from 380+ companies at $39/user/year, with large enterprise pilots for 200-400 licenses driven by single power users converting their teams.

Amy Schmetawa built Savvy Sexy Social, a video content strategy platform, starting with YouTube videos in 2008 and growing a community of 2+ million views. She transitioned from hourly consulting to a membership model (Social Authority Membership, launched May 2015) at $59/month to work only with committed clients willing to execute. Within five months (October 2015), the membership was generating $5K/month with plans to phase out lower-tier offerings and focus on annual premium memberships.

Amy Porterfield launched her Profit Lab program in May 2017, a course teaching social media sales funnel creation, generating almost $1 million in revenue over a 20-day launch period. The success came from a strategic combination of 25% affiliate sales (from 8 carefully selected partners), cold traffic ads, retargeting, and email marketing to her 180,000-person list. Notably, 30% of sales came in the final two days, and one-third of customers never attended a webinar, purchasing directly from email sequences.