Rebel Intrapreneur
Rebel Intrapreneur
029 Bill Cushard Don’t call it quits just yet

029 Bill Cushard Don’t call it quits just yet

Rebel Intrapreneurs use the Strategyzer Business Model Canvas FigJam template to turn possibilities into plans. Learn about the business model canvas FigJam template here and Try FigJam for free.


Shana Lebowitz Gaynor wrote an important book, Don’t Call It Quits: Turn the Job You Have into the Job You Love, to help people make the most of their present job and to give people important ideas for how to decide whether to stay or leave a job. Guest what? The grass is not always greener on the other side of the fence. We know this, but we don’t always remember it. 

According to Gaynor, “You are more likely to achieve happiness and fulfillment at work when you identify what you like and dislike about your job.” Right. But how can we identify what we like and dislike about our jobs? With these 15 questions:

What are your favorite parts of your current workday?

When during your career have you felt most engaged?

What might that gratifying experience look like now?

What are the three most important attributes you bring to a work environment?

What's most important to you in a job right now?

Is it conceivable that you might get those things from your current role?

Do you remember what drew you to this job in the first place?

What's the gap between what you expected this job to be like when you started and what it’s like now?

What are your least favorite parts of your workday?

How do your least favorite parts of your workday make you feel?

Why do you think your managers have you perform these tasks?

If you told your manager today how you wanted to reshape your role, how do you think your manager would react?

If you're not that concerned about your manager's reaction, what else might be stopping you from making some changes at work?

If you are looking for a new job or company, what do you think the new role will give you that you're not getting from your current position?

If someone else were feeling stuck the way you are right now, what's the first piece of advice you would offer? 

A few links: 

Book: Don’t Call It Quits: Turn the Job You Have into the Job You Love: (affiliate link if you’d like to support the show)

Book: Escaping the Build Trap: How Effective Product Management Creates Real Value by Melissa Perri: (affiliate link if you want to support the show)

Today’s episode is brought to you by Figma. Two important tools of the Rebel Intrapreneur are the business model canvas and the value proposition canvas. Figma has templates for both, so you can design your innovation projects fast. I used the value proposition canvas template to design the listener profile and value map for this show. Try Figma for free.

More about Bill:



Podcast website:

Rebel Intrapreneur Bill Cushard

Bill’s book: The Art of Agile Marketing: A Practical Roadmap for Implementing Kanban and Scrum in Jira and Confluence

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Rebel Intrapreneur
Rebel Intrapreneur
Rebel Intrapreneur is a podcast about a new category of high performing employee. Rebel intrapreneurs further the mission of an organization while simultaneous challenging the system from within. Founders and entrepreneurs are thirsty to find people who believe in their mission as much as they do, and pursue that mission relentlessly. Rebel Intrapreneur is hosted by Bill Cushard, who has reported directly to founder/CEOs four times in his career, which makes him an ideal guide on your intrapreneurial journey.