About Cultivate

Meet Nate Wolfson, Certified EOS® Implementer

Nate Wolfson  Founder, Cultivate

Nate Wolfson
Founder, Cultivate

What our clients say


“Our best decision in the last 7 years was starting our business. Second best was hiring Nate. “ 

-Matt Naimoli,
President & Co-Founder
G&N Insurance

A Successful Entrepreneur

A lifelong entrepreneur, Nate Wolfson started his first company at age 23, and grew it to 65 employees over seven years before selling it to Staples in 2007. He then took over a struggling web development firm, turned it around, implemented EOS, and grew it into a 3x Inc. 5000 Fast Growing Companies honoree.

 When his mother passed away in 2014, Nate had an epiphany. A long-time volunteer mentor through the Entrepreneur’s Organization (EO), he realized his true calling lay in helping other entrepreneurs, and that EOS could help other entrepreneurs just as it helped him. So he sold his business, became a full-time EOS Implementer, and has never looked back.

A Powerful Change Agent

As a Certified EOS® Implementer, Nate has helped more than 65 companies implement EOS successfully. Ask his clients, and they’ll tell you he’s highly structured and tough when he needs to be, but also engaging and fun.

A respected leader within the EOS Community, he co-leads the quarterly Denver Boot Camp for new EOS Implementers, speaks annually at the EOS Conference, and has led highly-rated EOS workshops for CEO groups across New England.

On the weekends, you’ll find him hiking, coaching his kids’ sports teams (yes, he coaches for fun), trying new restaurants with his wife, and collecting vintage posters. He loves travelling and trying new things. He recently took singing lessons for a year, although you probably still shouldn’t ask him to sing for you.

Your Trusted Confidante

As a Certified EOS Implementer, Nate has fused his passion for building great companies, his deep desire to help others grow, and his strong experience with EOS into a single, incredibly meaningful career. His intentional and lively style, his tactfully candid approach, and his reliable expertise will win your trust.

Start seeing your business in a whole new light.


2000-07:  Nate starts and grows IT services firm Thrive Networks to $10M in revenue before selling the company to Staples.

2008-15: Nate buys into the web development firm Digital Bungalow and restores stability and profitability in two years. He implements a strategic growth plan—leveraging EOS—to grow Digital Bungalow into one of Inc. Magazine’s 5000 Fastest Growing Companies in America for 2012, 2013, and 2014, before selling the company in 2015. During this time, he starts mentoring and coaching other business owners.

2015-present: Nate becomes a full-time, Certified EOS Implementer dedicated to helping entrepreneurs and their leadership teams achieve amazing results. He helps more than 60 companies achieve their potential. 

2019-: Nate begins training new EOS Implementers as co-leader of EOS Worldwide’s quarterly Denver Boot Camp.