Growing the Money with Rich Lennon

What if the reason your team isn’t working out is that you’re hiring the wrong way? Most entrepreneurs hire the same way everyone else does. They post a job, skim a few resumes, maybe run a quick interview, and hope they picked the right person. But hope isn’t a hiring strategy, and it’s usually why so many hires don’t work out.
In this episode, Rich Lennon shares the exact hiring funnel he built to find truly exceptional virtual assistants. Instead of trying to guess who’s a great worker from a resume, Rich designed an obstacle course that filters candidates step by step until only the most detail-oriented, persistent, and curious people remain.
The result? Hundreds of applicants go in,  and only one or two make it all the way through. And those are the people he hires.
You’ll Learn How To:
Create a hiring process that filters out weak candidates automatically
Identify detail-oriented employees before you ever interview them
Use simple challenges to reveal real skill, not just resume claims
Build a hiring funnel that finds the top 1% of applicants
Test communication, problem-solving, and effort before offering a job
Who This Episode Is For:
Entrepreneurs are struggling to find reliable team members
Real estate investors looking to hire virtual assistants
Business owners are tired of hiring people who don’t follow instructions
Anyone who wants a smarter way to build a strong remote team
Why You Should Listen:
Hiring the right people can change your business, and hiring the wrong ones can drain your time, money, and energy. In this episode, Rich shares a simple but powerful idea: don’t try to guess who the best employee is, build a process that proves it. His hiring funnel forces candidates to demonstrate effort, curiosity, and attention to detail long before they ever get an offer.
What You’ll Learn in This Episode:
[00:00] Why hiring virtual assistants can feel overwhelming
[02:00] The hidden instruction that filters out most applicants
[03:30] Using videos and quizzes to test attention to detail
[04:30] Skill tests that reveal real ability
[06:00] The final challenge that eliminates almost everyone
[07:30] Why only about 1 out of 200 applicants make it through
[08:30] The surprising reason great candidates finish the funnel
[10:00] How this process creates a stronger team culture
Follow Rich Lennon here:
Website: https://richlennon.com/
Facebook: https://www.facebook.com/rich.lennon.121
Instagram: https://www.instagram.com/richlennon92/

Are you avoiding property management because you think it’s too complicated or risky? Most investors assume things like evictions require constant involvement, but that belief is what keeps them stuck and limits true passive income.
In this episode, Rich Lennon breaks down the real process behind handling evictions and why it’s much simpler than most investors think. He explains how to systemize property management using virtual assistants, how the eviction process actually works step by step, and how to remove the mindset that keeps investors from scaling. He also shares practical ways to outsource key tasks while staying protected legally.
You’ll Learn How To:
Systemize evictions without being directly involved
Use virtual assistants to manage property processes
Remove mindset blocks around property management
Who This Episode Is For:
Investors are hesitant to self-manage properties
Those overwhelmed by legal processes like evictions
Anyone wanting more passive real estate income
Why You Should Listen:
Many investors avoid scaling because they think property management is too complex. This episode shows how simple systems and the right support can remove that barrier and create more passive income.
What You’ll Learn in This Episode:
[00:00] Why evictions are often misunderstood by investors
[01:00] Setting clear rent deadlines and starting the process
[03:00] How virtual assistants handle notices and documentation
[05:00] Using law students and attorneys to manage filings
[07:00] Final steps from court to property possession
[09:00] The mindset shift that makes property management scalable
Follow Rich Lennon Here:
Website: https://richlennon.com/
Facebook: https://www.facebook.com/rich.lennon.121
Instagram: https://www.instagram.com/richlennon92/

Are you losing deals before you even make an offer? Most investors think they’re being logical when they assume what a seller will or won’t accept. But the truth is that habit quietly kills opportunities and limits how much wealth you can actually build.
In this episode, Rich Lennon shares a mindset shift that transformed how he approaches real estate deals. He explains why thinking for the other side of the table is one of the most expensive mistakes investors make, how this belief forms, and what happens when you remove it. He also shares a personal story that changed his perspective, along with insights on seller financing, negotiation, and making better offers without fear.
You’ll Learn How To:
Stop assuming what sellers want and start making better offers
Remove self-limiting beliefs that block deal flow and growth
Approach negotiations with clarity and confidence
Who This Episode Is For:
Real estate investors are missing out on deals
Investors are struggling with confidence in negotiations
Anyone looking to improve their mindset and decision-making
Why You Should Listen:
Most investors unknowingly talk themselves out of opportunities before they even try. This episode shows how one simple mindset shift can open more deals, increase confidence, and remove the invisible barrier holding back your growth.
What You’ll Learn in This Episode:
[00:00] The mindset mistake that causes investors to miss deals
[01:00] Why surrounding yourself with the right people accelerates growth
[02:00] How assumptions about sellers block real opportunities
[03:00] The key lesson that changed Rich’s approach to investing
[04:00] Why you should stop thinking for the other side of the table
[05:00] How this mindset shift unlocks more deals and confidence
Follow Rich Lennon Here:
Website: https://richlennon.com/
Facebook: https://www.facebook.com/rich.lennon.121
Instagram: https://www.instagram.com/richlennon92/

What if building a bigger real estate portfolio didn’t actually give you more freedom? For a lot of investors, the plan seems simple: buy more properties, grow the portfolio, and life gets easier. But somewhere along the way, many investors realize something surprising, the portfolio keeps growing, yet the freedom they expected never shows up.
In this episode, Rich Lennon joins the show to share how his investing journey evolved from chasing deals and growing a rental portfolio to realizing that more properties didn’t necessarily mean more flexibility. From wholesaling his first deal to scaling up acquisitions and managing a fast-growing business, Rich eventually discovered a missing piece most investors overlook: systems.
You’ll Learn How To:
Avoid turning your freedom business into a full-time job
Use systems and automation to stay on top of leads, deals, and tenants
Manage hundreds or thousands of leads without getting overwhelmed
Follow up consistently with sellers, buyers, and wholesalers
Build a real estate business that works for you, not because of you
Who This Episode Is For:
Investors juggling too many deals, leads, or properties
Real estate entrepreneurs are feeling stuck doing everything themselves
Landlords struggling to stay organized with tenants and follow-ups
Anyone ready to run their investing business more efficiently
Why You Should Listen:
Many investors focus only on finding the next deal. But the real growth happens when you learn how to manage the business behind those deals. In this episode, Rich breaks down how automation and systems can turn chaos into clarity, so you can scale without burning out.
What You’ll Learn in This Episode:

[00:00] How Rich went from engineer to full-time entrepreneur
[04:00] The accidental landlord story that started his investing path
[06:00] His first wholesale deal and the $12K proof that real estate works
[08:00] The painful lessons from his first flip
[12:00] When the business started growing faster than he could manage
[15:00] Discovering automation and building systems with Podio
[18:00] How automated follow-ups dramatically improve rent collection
[22:00] Managing thousands of leads without losing track
[25:00] Why systems are the key to scaling a real estate business
[30:00] The mindset that keeps investors pushing through tough moments
Follow Rich Lennon here:
Website: https://richlennon.com/
Facebook: https://www.facebook.com/rich.lennon.121
Instagram: https://www.instagram.com/richlennon92/

Can you really double a small retirement account again and again until it hits six figures? Most people assume you need a lot of money to start building wealth. But the truth is, small amounts can grow fast if you know how to structure deals, use partnerships, and think differently about risk, returns, and opportunity.
In this episode, Rich Lennon returns to break down how investors can grow small amounts of capital into real wealth using real estate and lending. He explains how to double retirement accounts, why bringing the deal matters more than having money, and how to structure partnerships that accelerate growth. The conversation also touches on private lending, risk, and building strong networks.
You’ll Learn How To:
Turn small retirement accounts into larger investments through smart deals
Structure partnerships that generate cash flow and long-term growth
Use private lending to create consistent double-digit returns
Who This Episode Is For:
Investors starting with small amounts of capital
Real estate investors interested in private lending
Anyone looking to grow their money faster through deals
Why You Should Listen:
Most people believe you need a lot of money to start investing. Rich explains why that thinking is wrong. When you understand deal structure and positioning, capital becomes easier to access and grow. This episode shows how to move from small numbers to real wealth through execution.
What You’ll Learn in This Episode:
[00:00] Why doubling small retirement accounts should be the goal early on
[01:30] How to use partnerships when you don’t have much capital
[03:00] When it makes sense to pay taxes to grow faster
[07:00] Why passing rentals to your kids can backfire
[10:00] How private lending deals are structured
[13:00] How to protect partners while increasing your returns
[25:00] Why networking is the real driver of opportunity
[33:00] Avoiding analysis paralysis and taking action
Follow Rich Lennon Here:
Website: https://richlennon.com/
Facebook: https://www.facebook.com/rich.lennon.121
Instagram: https://www.instagram.com/richlennon92/