Most agents are taught the exact same playbook when they start.

Get your license. Post on social. Send mailers. Door knock. Hustle your face off.

And look… it does work.

Ben talks about that right away. You hustle, you pick up deals, pipeline starts filling up. You feel like you're finally getting traction.

But then something else happens.

You get busy servicing those clients… so you stop prospecting.

A few months go by, and all of a sudden, the board is empty again. No deals coming in. Back into panic mode trying to refill it.

That feast or famine cycle is really what Ben is breaking down in this conversation.

He gets into why the traditional model is built around chasing clients… but not keeping them. No one really teaches agents how to hold relationships long-term. How to stay in touch without it feeling weird or forced.

And the crazy part is that's where most of the money actually sits.

He talks a lot about lifetime client value. Referrals. Repeat business. What one relationship is actually worth if you don't let it go cold after the transaction ends.

There's also a big section where he walks through team structure. Why having a small, tight team can be more profitable than scaling big. How part-time support roles take pressure off without creating the risk of one full-time hire disappearing and blowing up your workflow.

He even gets into the emotional side of it… like what it feels like from the client's perspective when you go from talking every day during a deal to not hearing from their agent again.

Not because you didn't care. Just because you got busy.

But perception matters.

Overall, this episode is really about shifting from hustling deal to deal… into building something that keeps working in the background.

Systems. Follow up. Nurture. Relationship equity.

Stuff that doesn't feel flashy, but compounds hard over time.

If you've ever felt like your business resets every time your pipeline clears out, you'll probably see yourself in this one.

Connect with Ben: https://benoosterveld.com

PLEASE LEAVE A REVIEW and SHARE this episode! It really helps the show. Listen to previous episodes on Apple Podcasts, Spotify, or wherever you get your podcasts.

This episode of The Richest Real Estate Agent Podcast is about what building a team actually looks like once you're in it.

Ben sits down with Carson Beier, Ty Corsie, and Ron Dickson to talk through how their teams are set up, what worked, what didn't, and what they would do differently if they had to start again. They cover buyer agents, admins, support roles, and how teams change as the market shifts.

But the conversation goes deeper than org charts.

They talk about burnout, holding on to too much control, and the mistake of stepping away from selling too early. They also get into family life, time, and how easy it is to build something that looks great on paper but ends up costing you more than you expected.

You'll hear different perspectives on leadership, hiring, and growth. Some of them even disagree, which is kind of the point. There isn't one "right" way to build a team. What works for one agent can fall apart for another if it doesn't fit who they are.

They also share the systems that helped them move forward, from referral strategies to social media to client follow-up. Nothing flashy. Just things that actually fit into a busy agent's life.

If you're building a team or thinking about it, this episode will help you see the trade-offs more clearly and make better decisions before you learn them the hard way.

Connect with Carson: https://www.instagram.com/thecarsonbeierteam/

Connect with Ty: https://tycorsie.com/

Connect with Ron: https://www.instagram.com/rondicksonyeg/?hl=en

Connect with Ben: https://benoosterveld.com

PLEASE LEAVE A REVIEW and SHARE this episode! It really helps the show. Listen to previous episodes on Apple Podcasts, Spotify, or wherever you get your podcasts.

This episode is for the agent who wants to build something big, but doesn't want to wake up one day and realize the cost was their family.

Ben and Rene talk through what happens when ambition takes over. When the business is growing, the numbers look good, and from the outside, it all makes sense. But at home, the pressure never shuts off. Work follows you through the door. You're there, but you're not really there.

They walk through Ben's path from survival mode into real estate, how that drive turned into control, and how "I'm doing this for us" slowly became the thing that pushed them apart. Rene shares what it's like being married to someone who never stops chasing the next win, and what changed when she finally stopped staying quiet.

This is not about choosing family instead of success. It's about learning how to build a real estate business that doesn't require sacrificing the people you're doing it for.

You'll hear about:

The hidden pressure ambitious agents bring home without noticing

Why more deals don't fix the feeling of never being done

How unclear expectations wreck family life in commission businesses

Why systems, hiring, and boundaries are not "nice to have"

What it actually means to build a business that serves your life

If you're driven, competitive, and used to pushing through everything, this episode might feel uncomfortably familiar. And useful.

Connect with Ben: https://benoosterveld.com

PLEASE LEAVE A REVIEW and SHARE this episode! It really helps the show. Listen to previous episodes on Apple Podcasts, Spotify, or wherever you get your podcasts.

What does it actually mean to be "rich" as a real estate agent?

In this episode, Ben sits down for an in-person interview with Matt Glen and Taylor Atkinson from the Kelowna Real Estate Podcast and goes way deeper than sales tactics or lead gen. He talks honestly about building a business that looks successful on paper, while his personal life was slowly falling apart.

Ben shares the moment his marriage almost ended, how that changed the way he views success, and why most agents are unknowingly building a job that owns them. They break down why hiring an assistant early matters, how energy affects growth, and why more money doesn't fix misalignment in your life or business.

You'll hear about:

● The difference between a busy agent and a real business owner

● Why doing everything yourself slowly burns you out

● The mindset shifts that actually lead to freedom

● How to scale without losing your marriage or family

● Simple systems that help your business run without you

If you're a real estate agent who wants growth, but not at the expense of your relationships or sanity, this episode is worth your time.

Connect with Ben: https://benoosterveld.com

Connect with Matt and Taylor

Matt Glen's Website: https://www.mattglen.ca

Taylor Atkinson's Website: https://www.venturemortgages.com

Kelowna Real Estate Podcast: https://wavve.link/kelownarealestate

PLEASE LEAVE A REVIEW and SHARE this episode! It really helps the show. Listen to previous episodes on Apple Podcasts, Spotify, or wherever you get your podcasts.

On this episode of the Richest Real Estate Agent Podcast with Ben Oosterveld, Ben was live in The Richest Real Estate Agent Facebook Group to share about how to increase your chances of success to 95%.

Have you ever set a goal and fallen short?

Setting a goal only gets you 10% of the way there. Studies have shown that if you set a goal, create an action plan, and have accountability you will more than likely be successful. Use the goal insulator worksheet to build every level of accountability into your goals so you can increase your chances from 10% to 95%.

Connect with Ben: https://benoosterveld.com

PLEASE LEAVE A REVIEW and SHARE this episode! It really helps the show. Listen to previous episodes on Apple Podcasts, Spotify, or wherever you get your podcasts.

On this episode of the Richest Real Estate Agent Podcast with Ben Oosterveld, Loretta Breuning gives deep insight into the chemistry behind our minds, how our brain affects our behavior, what isdopamine and oxytocin, and why disappointment is designed to feel bad.

Connect with Loretta at https://innermammalinstitute.org

Connect with Ben at https://benoosterveld.com

Instagram: https://www.instagram.com/benoosterveld

PLEASE LEAVE A REVIEW and SHARE this episode! It really helps the show. Listen to previous episodes onApple Podcasts, Spotify, or where ever you get your podcasts.

Is building a team the right choice for you? In this episode of the Richest Real Estate Podcast with Ben Oosterveld, Gavin Malm shares his experience on when is it ok to not build a team, what are the costs of lacking an emotional connection with yourself, and how to keep clients forever by having an honest conversation with them.

To connect with Ben visit https://benoosterveld.com

LEAVE a REVIEW and SHARE this episode! It really helps the show. Listen to previous episodes onApple Podcasts, Spotify, or where ever you get your podcasts.

On this episode of the Richest Real Estate Agent Podcast with Ben Oosterveld, Philip McKernan returns to share his insights on the relationship with yourself and how a deep connection with your clients is the key to succeeding in real estate.

Philip works with entrepreneurs and business leaders all over the world. When people are seeking clarity about their future or want to move through roadblocks, seen and unseen, they call Philip. As a speaker, he has inspired and challenged the Canadian Olympic Team and The Pentagon to name a few. He is also the founder and is spearheading the One Last Talk™ movement.

He helps people get clear on who they are and where they need to go. He helps them transition in their personal and professional lives so people feel aligned in all areas of life. Philip believes who and what we do 'off the ice' has a huge impact on our results 'on the ice'. His groundbreaking Team Deepening™ work with organizations gives teams a refreshing way to connect and build real and collective resilience.

Connect with Philip here:

Website: https://philipmckernan.com

Connect with Ben on LinkedIn and visit https://benoosterveld.com

LEAVE a REVIEW and SHARE this episode! It really helps the show. Listen to previous episodes onApple Podcasts, Spotify, or where ever you get your podcasts.

Is your business profitable and set up to succeed long-term? Or are you dreading the day that taxes are due? In this episode of the Richest Real Estate Agent Podcast, Cherry Chan shares her expertise on the industry as a former agent and now real estate tax expert. She shares insights on how to set up your business to be profitable and how to take care of your taxes on auto-pilot.

Cherry is an entrepreneur, an author, a blogger, a mom of two young kids. Her accounting practice specializes in helping Real Estate Investors reach their investment goals.

Cherry started her real estate investment journey over 10 years ago. She started by buying one student rental in her own name then became two more in the same year. Now she co-owns multiple properties with her husband.

Cherry graduated with the Honour Roll on the Chartered Accountant Uniform Final Exam, top 10 in Ontario and top 50 in all of Canada. She was named "Top 50 Women in Accounting" globally in 2018.

She has worked with hundreds of Real Estate Investors and has met over a thousand of them.

Cherry is in high demand as a public speaker for her tax knowledge. Through her blog, she has been inspiring others to take charge of their lives, make changes and take action.

Cherry is also a Best-Selling Author on Amazon for her book called "Complete Taxation Guide to Canadian Real Estate Investing". She can be reached via her website at RealEstateTaxTips.ca

Connect with Carson here:

Website: www.realestatetaxtips.ca

Instagram: www.instagram.com/realestatetaxtips/

Facebook:

https://www.facebook.com/RealEstateTaxTips

Youtube:

https://www.youtube.com/channel/UCeF071nDgWkbpm4J65uLbmA

Are you ready to scale your real estate business so you can finally have the freedom you want? Learn how to make your real estate business work for you: https://realestaterebootcamp.com

Connect with Ben

Instagram: https://www.instagram.com/benoosterveld

Facebook Group: https://www.facebook.com/groups/agentfromwithin

Website: https://www.benoosterveld.com

If you enjoyed this episode please share and review! It really helps us out. You can listen to more episodes at https://www.benoosterveld.com/podcast or wherever you find your podcasts.

This is a blast from the past. A snippet from 2018 where Ben explores the path to success.

Cheerleaders are there to support your wins. Do they stay through the struggles and over the long game?

Check out more here:

www.benoosterveld.com

www.instagram.com/benoosterveld

www.reboot.benoosterveld.com

Please leave a review for the podcast and share (if you feel like it)!