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Darian Shimy

Darian Shimy

Entrepreneur

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Making Money Matters, But So Does Your Mission — Here's How to Balance Both

Making Money Matters, But So Does Your Mission — Here's How to Balance Both

Balancing mission and revenue is crucial — stay focused, avoid distractions and align financial opportunities with your startup's core vision.

05.02.2025 10

Entrepreneur

Darian Shimy

I'm Extremely Competitive — Here's How I Keep It from Becoming a Problem in my Business

I'm Extremely Competitive — Here's How I Keep It from Becoming a Problem in my Business

As a coach, family man and business leader, I like to embrace competition. Here's my advice for keeping it healthy, appropriate and productive.

04.02.2025 9

Entrepreneur

Darian Shimy

What Parenthood Taught Me About Inspiring Self-Reliance in Others

Effective mentorship mirrors parenting by fostering independence through guidance, trust and thoughtful questioning.

13.01.2025 3

Entrepreneur

Darian Shimy

3 Ways Your Parenting Skills Can Improve Your Leadership Skills

Having a business isn't like having a family, but some important lessons apply to both. As a parent, you want to identify and nurture your kids'...

12.12.2024 4

Entrepreneur

Darian Shimy

Why Real Mentors Don't Just Give Answers — They Ask the Right Questions

When I coach water polo, one of the first things I tell my team is, "Success doesn't always end in a goal." Players forget their fundamentals — not...

16.11.2024 4

Entrepreneur

Darian Shimy

4 Coaching Stages Every Leader Should Master to Help Others Grow

When I coach softball for kids new to the sport, my advice to batters is simple: stand at the plate, bring the bat up to shoulder height and keep...

08.11.2024 2

Entrepreneur

Darian Shimy

8 Things I've Learned From Running a Fully Remote Company

I've held leadership roles at 2 fully remote companies: Square and FutureFund, the free fundraising platform for K-12 school groups that I founded....

25.10.2024 8

Entrepreneur

Darian Shimy

Stop Trying to Manage Employees Without Understanding Them — How to Build Relationships for Leadership Success

Here's something I've always believed: the better you know your team members, the easier it is to give them the support and freedom they need to be...

17.10.2024 4

Entrepreneur

Darian Shimy

The 3 Biggest Hiring Mistakes You Can Make

I recall interviewing someone for a position at Square years ago when I was an engineering manager there. This candidate had every soft skill...

05.09.2024 2

Entrepreneur

Darian Shimy

I've Interviewed Over 2000 Candidates — Here Are the 2 Questions I've Asked the Best Hires

I've held positions in several companies where I needed to make hiring decisions. That includes Square (Block), Weebly, and FutureFund, the free...

03.09.2024 2

Entrepreneur

Darian Shimy

5 Lessons Nonprofit Leaders Can Learn from Big Tech

FutureFund, the company I run now, is a very different organization than Square or Weebly, where I worked previously. The biggest difference?...

25.07.2024 1

Entrepreneur

Darian Shimy

Stop Chasing These Vanity Metrics if You Want to Succeed

A school using FutureFund — my fundraising platform for K-12 school groups — recently raised $9500 for their softball team during a hit-a-thon...

23.07.2024 2

Entrepreneur

Darian Shimy