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Billy Cassano Digital Nomad, Hooked on Living an Exciting Life

You feel stuck. Your job is less than exciting and you are not sure how to make a move. Worse yet, it seems no one understands your passion for living a more fulfilling life. Who can you talk to? I’ve been there and can give you insights into conquering and/or coping with fears. Let's create a plan of ACTION specifically for *you*. Choose a time that works best! Chat soon. “Everything you’ve ever wanted is on the other side of fear.” ― George Addair…

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Entrepreneurship

Strategy

Ideation

Cross-functional Team Leadership

Personal Development

Problem Solving

Business Analysis

Teamwork

Strategic Thinking

Personality

Member since September 2014

Areas of Expertise

Answers 9

Entrepreneurship

Strategy

Ideation

Cross-functional Team Leadership

Personal Development

Problem Solving

Business Analysis

Teamwork

Strategic Thinking

Personality

Clarity

Billy Cassano

You feel stuck. Your job is less than exciting and you are not sure how to make a move. Worse yet, it seems no one understands your passion for living a more fulfilling life. Who can you talk to? I’ve been there and can give you insights into conquering and/or coping with fears. Let's create a plan of ACTION specifically for *you*. Choose a time that works best! Chat soon.

“Everything you’ve ever wanted is on the other side of fear.”
― George Addair

http://www.picturemeronin.com/

$1.00/min

Billy donates to Kiva ($0.00)

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Entrepreneurship Strategy Ideation Cross-functional Team Leadership Personal Development Problem Solving Business Analysis Teamwork Strategic Thinking Personality

Call me to talk about

Currently in Medellín, Colombia, I have traveled through South America, Europe, Japan, and China. Headed to Indonesia in late April after I take a trip through California. (Map is of 2014 travels)

I think a big part of happiness is making sure we are taking care of ourselves. I trained in Muay Thai kickboxing for about 7 years and much of that physical drive has stayed with me. If you have any physical goals I can help you talk through them and come up with a plan that you can adopt. It's about turning these activities into a lifestyle.

Personal Philosophy

Developing the fundamentals of your character will prepare you for *and* attract opportunities. It’s about being honest with yourself, having good intentions, and facing fears.

Career Transitions

I worked in corporate for 6 years before I decided to venture off and create a new life for myself. It has been a great journey.

How I can help you:
- Decision making
- Clarity on values and priorities
- Career path brainstorming
- Networking strategies
- Finding new opportunities

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Answers

Billy Cassano answered

I have hustle and motivation to find a job, but every time I get a job I lose it due to anxiety. What is your advice?

Do you do much writing? I think it would be interesting for you to understand this anxiety. Writing can be a good outlet for self discovery.

Maybe you could shift your focus toward another career path. It's really hard to say without more information. Feel free to reach out if you'd like to go into this in depth.

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Job Coaching

Job search

Life Coaching

Billy Cassano answered

I'm a 58 year old widowed woman. I've started a travel business but have trouble being taken seriously. How can I convince people to buy my services?

I'd like to know more about your business, but off the top of my head, you could get some video testimonials up on your site. Their genuine interest and excitement in what you are doing will resonate with others. (Assuming you are promoting this online, if not, how are you doing promotion?)

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Business Strategy

Sales

Billy Cassano answered

If you are exploring what career best suits you, what is your method to find the skills that others find valuable? A job that is enjoyable most days?

Just because your vision is idealistic doesn't make it unrealistic. I would talk to friends and get some really good feedback from them on what they see as your strengths (and weaknesses if you can stomach it), also pay attention to what strangers say about your strengths. I would take a myers briggs if you haven't yet and buy strengths finder 2.0 and get ideas from those areas to see what comes up and how it resonates with you. These results aren't set in stone (they don't DEFINE you), but they can be insightful and help you to understand how to line up your strengths with a gig that you would enjoy dedicating work/ energy into.

Finding something may take some time, but remember that this is a process and so is life. I would look at this journey as a big experiment with a bunch of smaller experiments along the way. You make a hypothesis, set up a test, gather data, you then learn, rinse and repeat.

Also, check this video out:
The key to transforming yourself -- Robert Greene
https://www.youtube.com/watch?v=gLt_yDvdeLQ

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Career Development

Career Advising

Career Counseling

Billy Cassano answered

Launch first startup full-time at 20 years old? Or do an exchange in Australia? Very conflicted so any advice is greatly appreciated.

If you have to choose between one or the other I would travel now and build something later. You'll have more experience and meet new people while you are away. There's really no "right" answer here. You've stumbled upon microsm of life. If you truly value travel but this startup keeps you in one location then maybe it's a sign that it's not the best for you. As Jim Collins says "a once in a lifetime opportunity is fact, but not a reason".

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Start-ups

Travel

Billy Cassano answered

How can a failed 25 year old EdTech entrepreneur find a job?

If you are still looking to find a job and want to chat I'd be happy to offer up a "gifted" call to discuss. I have had some experience networking, moving within a company, and making an exit from the corporate world. I'm in Thailand now but I'm sure we could find a time. Just let me know.

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EdTech

Start-ups

Failure Analysis

Billy Cassano answered

I'm 50 years old and I've just lost my job. I am tired of my industry, so I want to start a business. What advice would you give me?

Why do you want to start a business? I see this as a means to the end. I read a great book written by a Navy SEAL that was adamant about first identifying the target and THEN choosing a weapon. Starting a business, in this context (and in my opinion), is the weapon. If you have 12 months of runway I would start by really taking the time to learn who you are at a level you never have before. You lost your job, but you have gained an opportunity to find out what *you* truly want out of life and THEN figuring out what tactics you develop to move forward toward a life that is congruent with your values and interests.

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Start-ups

Entrepreneurship

Billy Cassano answered

There is this billionaire that I know. I need a job but I am too afraid to ask him for one, plus he is located on a different continent.

I think you have a powerful opportunity here. Yes, he is a billionaire, but that means he is also human. Communication is a powerful tool, so this will be a great learning experience regardless of the outcome.

I would just reach out to him and let him know all of the things that you learned on your projects, what you did to try to save them, what you are interested in now, and then tie that into what he is doing (do your homework). If you tell him how you can fix HIS problem then he will be open to your work.

Worst case scenario, you are in the same situation. This is just a good way of acting in a place of diplomacy. Boldness, yet humbleness.

Also, because you are feeling the way you are about this particular individual, I would challenge you to start having conversations with "power players" on a weekly basis. This will help you to get out there, get some bumps and bruises, and play in the arena.

I can help you come up with a full "grand strategy" if you are interested.

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Job Search Strategies

Leadership

Career Counseling

Billy Cassano answered

I have a plan for a travel website, but I don't have the skills to bring it to action. What steps should I follow?

Can you get it up and running using something like Square Space? What does your plan entail? Are you going to raise money? If so, you will need to prove out demand. It would be good to set up experiments to learn more about your audience. Can you provide more info? I'm interested.

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Travel Planning

Internet Entrepreneur

Business Development

Billy Cassano answered

How can I, a 35 year old sales professional and small business owner, find a job at a startup?

It's really good that you are putting yourself out there and interviewing. I would suggest you start reaching out to different start up peeps for coffee. You can learn a lot about an industry or venture over casual coffee conversations.

I came across two sales roles in my past at startups by getting out there and meeting people.

Reach out if you want to chat more about this.

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Job Search Strategies

Screening Resumes

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Member since September 2014