Jen Dillard

Doer
DISC Type : sd

CEO at Brick by Brick Collective

Hood River, Oregon, United States

Overview

Jen Dillard is the CEO of Brick by Brick Collective and a top-producing Principal Broker with Real Broker, LLC. She specializes in helping real estate agents scale their businesses through operational systems and coaching. Jen is recognized for her strong leadership, integrity, and holds a certification as an Accredited Luxury Home Specialist.

Outside of her direct business ventures, Jen is a mother of two who speaks on stages across the country. She is passionate about helping entrepreneurs, particularly women, build sustainable businesses without sacrificing their family life. She also co-owns a portfolio of over 700 investment units with her husband.

Unique fact: Jen is a strong advocate for focusing on high-impact tasks, viewing popular concepts like "Inbox Zero" as a productivity-draining distraction.

Personality Overview

Long-term Focused

Deliberate Doer

Strategic Planner

Reading between the lines and seeing beyond your words comes naturally to them.  They might take some time to make their mind up but once they do, they don't change it easily. They are very professional in their approach and can weigh multiple perspectives together.

Topics They Care About

Agent Coaching
Her company, Brick by Brick Collective, provides coaching and operational support to help real estate agents scale their businesses and avoid burnout.
Business Systems
She frequently posts about creating efficient systems to "buy back brain space" and enable business growth that isn't dependent on the owner's constant presence.
Authentic Sales
In a Sales & Marketing Magazine article, she emphasizes that building trust through authenticity and genuine connection is more important than a polished sales pitch.

Media Appearances

Business Support for Real Estate Pros with Jen Dillard. Featured in YouTube

See Now

Outsourcing Real Estate Team Operations with Jen Dillard | Ep 066. Featured in YouTube

See Now

How this Mom Built a $85M/YR Real Estate Team From Nothing. Featured in YouTube

See Now

Work History

1-2025
CEO at Brick by Brick Collective
1-2025 - 1-2026
President at Brick by Brick Collective
8-2022
Principal Broker in Oregon, Licensed Broker in Washington at Real
6-2022 - 8-2022
Principal Broker at Cascade Hasson Sotheby's International Realty at Cascade Hasson Sotheby's International Realty
12-2018 - 8-2022
Real Estate Broker at Hasson Company at Hasson Company, Realtors®

Education

Jen has no verified education history

More Information

Social Presence :

Prographics :

Exp : 14 Location : Hood River, Oregon, United States Job Level : Leadership Designation : CEO at Brick by Brick Collective
URL has been copied!

Insights For Selling To Jen

During A Call Or A Meeting

DO's

  • Come across as a trustworthy professional and be respectful, they usually know their game
  • Let them know of potential risks but suggest mitigation methods alongside
  • Use phrases like 'your team deserves', 'best in class' etc.

DONT's

  • Don't get into pricing discussions early on, steer conversation towards proven results
  • Don't take their patience for granted, avoid long-winding sermons
  • Don't go over them unless you are left with no other option

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jen is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Jen

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Jen move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Jen take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Jen

Personality Compatibility


More Profiles

Discover additional public profiles from our index.

Search more profiles

Looking for someone else? Search here for anyone.

Or visit Humantic AI to know more.