Rise With Jen on YouTube

Stop second-guessing.
Start trusting yourself.

Videos about self-doubt, speaking up, and following through—from quick ideas to longer conversations.

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Preview of The Career You're Leaving Wasn't Wasted #CareerChange #SelfTrustThe Career You're Leaving Wasn't Wasted #CareerChange #SelfTrustLatest deep dive
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Short94 views

No Transferable Skills? You Just Listed Six. #CareerChange #SelfTrust

No transferable skills—until yesterday’s work starts making a list. A quick back-and-forth about the tasks you do so often that you stop counting them. What would make your list if you described yesterday instead of naming a skill? Watch the full Rise With Jen video: https://youtu.be/2wli5-fyX34 #CareerChange #TransferableSkills #SelfTrust

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Deep Dives

A closer look at self-doubt, decisions, and following through.

Video5 views

The Career You're Leaving Wasn't Wasted #CareerChange #SelfTrust

Leaving a career can make the title, the work, and everything you learned feel like one box marked wasted. Jen reflects on what she learned from attempts she left, then asks what you might carry, translate, learn, or leave…

Video4 views

Transferable Skills for a Career Change—Without Overselling Yourself #CareerChange #SelfTrust

Changing careers can make years of work feel suddenly irrelevant. Start with one task you actually did: name the skill, attach a true example, and compare it with the work a new role requires. Jen walks through Carry / Translate…

Video10 views

What to Do When Your Family Doesn’t Support Your Career Change #CareerChange #SelfTrust

When your family questions a career change, the room can feel different before the career evidence is different. This video gives you a four-part way to sort care, another person’s preference, social pressure, and checkable…

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Quick Coaching

Short videos for when you’re second-guessing yourself.

Short8 views

Starting From Zero? What’s Under That Label? #CareerChange #SelfTrust

The label says starting over. There is work underneath it. Jen pauses on the phrase “starting from zero” and looks at what sits underneath. What would a more accurate label leave room for? Watch the full Rise With Jen video:…

Short2 views

Was the Career You Left Really an Empty Box? #CareerChange #SelfTrust

Leaving an attempt did not mean Jen left without learning anything. A short personal reflection on what Jen learned from attempts she left. If you are considering a career change, which lesson would you take with you? Watch the…

Short30 views

One Task. Three Columns. Where Does Your Experience Go? #CareerChange #SelfTrust

A meeting task can contain familiar work and a real learning gap. This Carry / Translate / Learn example separates meeting notes, project follow-up, and unfamiliar software. Unclear requirements get a question mark and a question…

Short39 views

“Good Communicator.” What’s Under That Claim? #CareerChange #SelfTrust

A familiar résumé phrase needs a specific example underneath it. Jen walks through a team-meeting example, explains why she keeps a written record of wins, and checks whether the target role uses that work. Use only details you…

Short63 views

Beginner at the Software—or at Everything? #CareerChange #SelfTrust

The software is new. The workday has another side. A first tutorial and a familiar phone call tell two different stories. Which one gets to describe the whole career? Watch the full Rise With Jen video:…

Short46 views

Changed Your Job Title. Deleted Your Career? #CareerChange #SelfTrust

One new title. A résumé that keeps getting shorter. Jen acts out the edit that can erase experience before the new job requirements have even been checked. Which bullet would you take another look at? Watch the full Rise With Jen…

Short94 views

No Transferable Skills? You Just Listed Six. #CareerChange #SelfTrust

No transferable skills—until yesterday’s work starts making a list. A quick back-and-forth about the tasks you do so often that you stop counting them. What would make your list if you described yesterday instead of naming a…

Short67 views

How to clear the clutter in your career #SelfTrust #CareerGrowth

The career board is crowded with approval, objection, and remembered reactions. This brief Coaching Lab temporarily removes those speech bubbles without erasing the preference and checkable-concern spaces underneath. The…

Short2 views

Why Does “Ready” Keep Moving? #Confidence #SelfTrust

THE FINISH LINE MOVED AGAIN. What did you add this time? If readiness keeps acquiring one more condition, confidence may be doing an impossible job. This Short uses a real card-stack performance to separate information,…

Short20 views

No Relevant Experience? What Did You Just Cross Out? #CareerChange #SelfTrust

The title changed. Then the work started disappearing from the résumé. Jen catches the moment a résumé update turns into an eraser. Which task did you cross out before checking what the new role asks for? Watch the full Rise With…

Short55 views

Why you should ignore their career advice #CareerGrowth #DecisionMaking

“They disagree.” “The career decision is wrong.” For three seconds, those two statements sit on either side of one large equals sign. This Short removes only the symbol. Their concern stays on screen, and so do the facts, values,…

Short0 views

Why Does Asking for Space Feel Like a Trial? #Boundaries #SelfTrust

YOU ASKED FOR SPACE. Why does the message sound like a trial? A request for space can turn into a long attempt to earn permission. This role-play uses Jen’s approved two-week example and a defined shared-responsibility exception…

Short53 views

You don't need their approval to change careers #SelfTrust #CareerPivot

A loved one can care about you and still prefer a different career choice. Two chairs keep CARE and DISAGREE visible while the career page remains in the hands of the person living the decision. This is a source-backed coaching…

More Deep Dives

Video18 views

Why Don’t I Feel Ready After All This Preparation? #SelfTrust #Confidence

If you keep preparing but still do not feel ready, “confidence” may be carrying several different jobs: information, permission, protection from embarrassment, or a guarantee the outcome will work. This video helps you make…

Video34 views

Did I Make a Bad Decision—or Am I Judging It With Hindsight? #SelfTrust #DecisionMaking

Why do smart people make bad decisions—and why can one painful outcome make you question your judgment altogether? This video gives you a Then / Now / Next review for separating what you knew when you chose from what you learned…

Video5 views

I Changed One Question and Finally Figured Out What to Do With My Life

If your job feels wrong but a weak market and AI uncertainty make every move feel risky, this video offers a way to separate those inputs without pretending any one of them has the answer. Use a four-part reality check to define…

Video24 views

How to Know If You Should Leave Your Job in 2026

If your job feels wrong but a weak market and AI uncertainty make every move feel risky, this video offers a way to separate those inputs without pretending any one of them has the answer. Use a four-part reality check to define…

Video24 views

Why You Keep Talking Yourself Out of Leaving Your Job #SelfTrust #CareerChange

You’ve decided you’re leaving your job. Maybe more than once. Then someone asks a reasonable question. You think about the insurance, the money, what you’d do next—and suddenly you’re defending the decision to stay. You didn’t…

Video12 views

How to Stop Talking Yourself Out of What You Already Know #SelfTrust #SecondGuessing

You already know what you want—then overthinking, fear, and other people’s opinions begin talking you out of it. This video shows you how to tell whether something genuinely changed or whether self-doubt found a…

Video39 views

Why You Quit Right Before It Works—and How to Follow Through #SelfTrust #FollowThrough

Do you make progress toward a goal and then suddenly doubt the plan, lose momentum, or decide it was never right for you? This video explains why self-doubt can intensify when progress becomes real—and how to tell a wise course…

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