He Built an 8-Figure Business Sending Handwritten Notes with Rick Elmore

Lisa Ryan welcomes Rick Elmore, founder and CEO of Simply Noted, a 100% bootstrapped, handwritten mail automation company powered by patented robotics and AI-driven personalization. A former NFL athlete turned 9-patent tech founder, Rick scaled Simply Noted to $10 million-plus in revenue by combining manufacturing, automation, and disciplined sales systems, all without a single dollar of outside investment.

From the NFL to the Factory Floor

Rick's path to building a robotics company is anything but conventional. Drafted to the Green Bay Packers in 2011, he played for six teams in three years before facing what he describes as an identity crisis at 25. He took the transferable skills of an elite athlete: grit, discipline, competitiveness, and the willingness to embrace a process, and applied them first to corporate sales, where he became a consistent top 1% performer, and then to entrepreneurship.

The spark came during his MBA program when a marketing professor closed a three-hour lecture with a simple observation: handwritten notes get opened 99% of the time and the mailbox is empty. Rick tested the idea with a pen plotter, 500 targeted prospects, and sold $300,000 in six weeks on a $50,000 quota. The entrepreneurial seizure, as he calls it, had arrived.

Building What Didn't Exist

What followed was eight years of over-engineering everything. Because no off-the-shelf solution existed, Rick had to build it from scratch: robots, software, algorithms, and all. Key milestones include:

• Going through 14 engineering firms over more than a year, using each proposal to sharpen the next, before committing to a single partner
• Spending three years building the technology in chunks, funded entirely by customer revenue, with Thursday-night engineering sessions running from 2 PM to 10 PM
• Developing intelligent handwriting algorithms that understand context — an "E" at the start of a word is drawn differently than an "E" in the middle or at the end
• Building 220 custom handwriting robots in a 10,000 square foot facility, holding real pens, replaced twice a day by human attendants
• Earning 9 patents along the way — and openly sharing why he now thinks they may not have been worth it

Personalization at Scale: What Simply Noted Actually Does

Simply Noted has made handwritten mail as automatable and trackable as email. Clients can start simple: a spreadsheet with first name, last name, and address. or go deep with full CRM integration, LLM-powered personalized messaging, QR code tracking, delivery notifications, and trigger-based workflows. Examples include:

• A lead moving to "closed" in Salesforce automatically triggers a personalized handwritten thank-you note
• A complaint in a ticketing system pulls the complaint data, drafts a custom apology via an LLM, and sends a pen-written note to keep bad reviews offline
• E-commerce brands sending anniversary notes on the date of a customer's first purchase — completely automated
• QR codes on notes that, when scanned, automatically alert a sales rep via text message to follow up in real time

Why the Mailbox Is the Last Uncluttered Channel

Ads are ignored. Inboxes are buried. Social feeds are sponsored noise. But the physical mailbox is nearly empty, and something that looks genuinely handwritten stops people cold. Rick shares how a single handwritten note from a window contractor led Lisa's family to refer over $100,000 in business. That story, he says, is exactly why relationship-based businesses: real estate, home services, financial services, nonprofits, e-commerce see the strongest results.

The Athlete Mindset Applied to Entrepreneurship

Rick draws a direct line between fifteen years of athletic training and his ability to build slowly, stay disciplined, and not quit when things got hard. He pushes back against the social media myth of overnight success, pointing out that most "overnight" stories hide decades of accumulated domain expertise. Compounding success over time, he argues, is as fundamental in business as it is in sport.

Actionable Takeaways for Listeners

• Start with a crawl-walk-run approach. Request a sample kit, test a simple send, then integrate; don't try to fully automate on day one.
• Relationship building works best consistently over time. A one-time campaign won't move the needle. The businesses getting the most value from Simply Noted are using it month after month, year after year.
• The mailbox is your competitive advantage. If everyone you compete with is fighting for inbox and ad space, stepping into a nearly empty channel is an asymmetric opportunity.
• Personalization doesn't require complexity. Even a simple mail merge with first names on a templated message outperforms nearly any digital equivalent in open rates and memorability.
• Patents are lawsuit coupons. Protect your business by being so difficult to copy that competitors exhaust themselves trying — not by relying on legal protection alone.

Connect with Rick Elmore: LinkedIn: Rick Elmore simplynoted.com to request a free sample kit directly from the homepage