Jenn Gray

Incremental Upgrade

Incremental Upgrade is a podcast about little ways to change your life. In each episode, Jenn shares practical inspiration and clarity questions about personal and professional pivots through the lens of mindset and Human Design. To learn more, visit https://jenngray.com

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Autor

Jenn Gray

Categoria

Education

Site do podcast

redcircle.com

Último episódio

29 de out de 2026

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Episódios

The Human Side of Healthcare Finance with Amy Yates 29.10.2026

If you could see every obstacle your team trips over in a single day, how many times would they hit the floor? In this episode, nurse, healthcare finance leader, and executive coach Amy Yates unpacks why money and mission don’t have to compete, why the feedback loop between bedside and boardroom breaks down, and the simple, human questions that help leaders clear the path for their people. Connect...

From Classroom to CTO with Dan Fishman 23.10.2026

What if the biggest bottleneck in your tech stack isn’t actually the tech? In this episode, former special ed teacher turned CTO Dan Fishman shares how his years in the classroom shaped the IEP software he helped build and ultimately sell. He also explains why tech people so often underestimate the cost of their work and what organizations need to understand before they ask what AI can do for them...

Protecting Healthcare Access Through Physician Recruitment with Tammy Hager 08.10.2026

What if the hardest-to-fill physician roles aren't recruitment problems at all? In this episode, healthcare operations and physician recruitment leader Tammy Hager shares why recruitment and retention have to be thought about together and what it really costs when a specialty goes unfilled. She explains why she doesn't start with recruitment when she's recruiting and names the one metr...

Business Model Barriers to Justice with Ryan Hurley 24.09.2026

What if hiring a lawyer didn't mean handing over a blank check and hoping for the best? In this episode, Ryan Hurley, founder of Litix Legal, pulls back the curtain on how the billable hour turned inefficiency into a business model, how Arizona's new Alternative Business Structure rule made his transparent, flat-fee pricing possible, and what's still making the legal system harder than...

Perverse Incentives In Education and Healthcare with Aaron Bare 17.09.2026

If a system keeps producing outcomes nobody actually wants, is it broken, or is it working exactly as designed? In this episode, incentives strategist Aaron Bare joins Jenn to unpack the hidden and perverse incentives in the education and healthcare systems – and why chasing test scores and billing codes so often pulls us further from the outcomes we actually want. Aaron shares what two decades of...

You Can't Fix the Margin You Can't See in Cannabis with Jake "The Ginger" Anderson 10.09.2026

If you're bleeding margin every single day, what would it take to fix it before it's too late? In this episode, Jake "The Ginger" Anderson takes us inside the cannabis industry's biggest blind spot: businesses running on Excel spreadsheets and assumptions instead of real data — including the magnitude of losses operators take if they scale a broken system instead of fixing it f...

Human Capital Investments in Education with Dr. Renita Miller 03.09.2026

If you could change one thing about education tomorrow — without contending with the bureaucracy, red tape, or "how it's always been done" — what would you fix first? In this episode, Dr. Renita Miller pulls back the curtain on what's really holding good educators back, who pays the price, and why change is so much harder than it should be. Connect with Jenn Connect with Renita

Closing a Business with Clarity with D'Ana Joi 08.04.2024

#035 - If you've ever reached a breaking point in your business, how do you know when enough is enough? D'Ana Joi is the host of the recently completed Multipassionate Mastery podcast, and in this candid conversation, she shares the inspiring story of closing her business to start a newly aligned season of life. 🎧 To that end, here's what we have for you in today's episode: 🍁 Joi...

Human Design for Business with Leann Wolff 25.03.2024

#034 - How can we use Human Design to find our dream role or improve our working relationships? Leann Wolff is a Human Design Professional and a BG5 Business and Career Consultant with over a decade of experience, and in today's episode, she explains several practical career applications of the Human Design system. 🎧 To that end, here's what we have for you in today's episode: 🔌 How...

Money Mindset Shifts with Mercedes Collins 12.03.2024

#033 - If we're starting from zero financially, how can we shift our thoughts and reality from scarcity to abundance? Mercedes Collins is a financial coach who helps young women accelerate their financial goals and build healthy money habits, and in today's episode, she challenges limiting beliefs about money and shares several practical tips about investing for the future while also enjoy...

Raising Resilient Girls with Kristen Arnett 26.02.2024

#032 - We sign our girls up for sports to build teamwork or tutoring to support academics or art to enhance creativity, but what are we doing for their emotional well-being? Kristen Arnett is a former fifth grade teacher, a mom of four, and the founder of Meant to Be Me, where she teaches pre-teen girls about confidence, mindset, and self-image. How our daughters see themselves can be a major fact...

Setting Your Environment Up for Success 12.02.2024

#031 - One of the major limiting beliefs I had about returning to self employment during my teaching years was that I couldn't work remotely because I didn't want to work from home. Before COVID, my office consumed my entire living room, so I felt constantly restless and unproductive in my environment — but today's guest changed that for me by welcoming me into the beautiful coworking...

Self Awareness and Intuition in Relationships with Diana Dorell 29.01.2024

#030 - What if the frustration we sometimes feel with others is ultimately reflecting something back for us to address in the proverbial mirror? Today's special guest, Diana Dorell, is a best-selling author of The Dating Mirror: Trust Again, Love Again , an intuitive healer, and a relationship coach who specializes in helping successful women create loving relationships with healthy boundaries...

Navigating Uncertainty and Starting at Square One with Jessica Ell 15.01.2024

#029 - Today's special guest is an expert in career transition and one of the most inspiring people I know. Jessica Ell is a life and career coach, author, business coach-in-residence, and the host of the Ill-Advised podcast, and she excels at helping people figure out what they really want out of life and then take action to achieve it.  To that end, here's what you can expect in today&#3...

When "Smart" Goals Are Dumb 01.01.2024

#028 - It's that time of the year, but goal-setting isn't just for New Years. In reflecting on which goals I achieved in 2023 -- and especially which ones I didn't -- one of my key lessons learned this year is that sometimes, "SMART" goals can be dumb. To that end, here's what I have for you in today's episode: 🤷‍♀️ A few examples of my own misguided SMART goals 📍Five...

Learning to Let Go 29.06.2023

#027 - Letting go isn’t always easy. Even roses grow way more buds than they can sustain, so if we’re not intentionally pruning the proverbial branches, we might be unintentionally blocking something even better. Whether we’re holding on out of fear or by default (or maybe even cutting something off too quickly), this episode is a gentle, practical invitation to lay down that burden and let it go....

Education Side Hustles for Teachers: Tutoring 06.06.2023

#026 - Of the several education side hustles I've tried, tutoring is by far my favorite. It's completely changed my perspective of challenging students, given me genuine compassion and connection with the kids who were hardest to reach in class — and paid three times more per hour than I made teaching. Working 1:1 was so rewarding that it even inspired me to quit my job to create more room...

Education Side Hustles for Teachers: Outschool 14.05.2023

#025 - As rewarding as teaching can be, it's not exactly the most profitable profession. Luckily, there are many side hustle opportunities for entrepreneurial educators. Outschool is one of them, and if you're willing to put in the work up front, $50+ per hour for the time you spend teaching is well within the realm of possibility — and topic-wise, the possibilities are endless. To that en...

Email as a Manifesting Hack 30.04.2023

#024 - Change doesn't happen in a vacuum, and accomplishing something meaningful doesn't always have to be a huge undertaking. Especially when we have a lot on our plates, asking quick questions can help us explore new possibilities, make easier decisions, and even increase our income. Even if we're unclear on the ideal outcome, reaching out or responding to the right people is a reall...

What's Your Decision-Making Superpower? 13.04.2023

#023 - Everyone makes decisions a little differently, but what we all have in common is that our ultimate inner knowing lives in the body, not the brain.  Noticing our own process in small decisions first is a great place to start experimenting, and as we get more familiar with whichever authority superpower we happen to have, we can lean on it more and more.   To that end, here's what I have...

Job Change Pitfalls to Avoid 26.03.2023

#022 - Changing jobs can open us to a lot of exciting opportunities and possibilities, not only to upgrade our work situation, but also to reflect on what we really want for ourselves. So before we rush to something new, let's pause to think through what we're taking with us and what we're ready to leave behind.   To that end, here's what I have for you in today's episode: 4 po...

3 Red Flags That It Might Be Time for a New Job 10.03.2023

#021 - Most of the articles we see about red flags at work revolve around a toxic boss doing this or a toxic coworker doing that -- but what feels notably lacking to me is the perspective of the person actually making the decision. If you're feeling like it might be time for a new job, this episode is designed to help you look inward so you can use that discomfort to find greater clarity for w...

Meal Prep Tips to Make Healthy Eating Easier 22.02.2023

#020 - Having a finite amount of time and willpower isn't a weakness. It's just a reality we can work with by making as many of our food decisions as possible on the front end. That way, we can have lots of delicious options on hand without constantly having to make extra decisions. This episode is the antidote to dieting, because rather than trying to follow someone else's plan perfec...

More Energy with Less Caffeine 09.02.2023

#019 - Caffeine makes an addictive energy promise, but when the scale starts tipping from feeling awake to feeling anxious, the benefit may become less than the cost. I was terrified when I cut back on caffeine that I was going to feel like a zombie staggering through my day, but I was pleasantly surprised to find that my energy levels felt a lot more stable than when I was winding way up on caffe...

Mood-Boosting Habits for Natural Anxiety Relief 02.02.2023

#018 - Disclaimer: this is not medical advice, which is exactly why I bring it up. When I was at the peak of my struggle with anxiety in my early twenties, medication was the only medical advice that was offered to me. But compared to the compound effect of the strategies in today’s episode, it was also the least effective in the long run. Luckily, we have a lot more power over our mental health t...

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