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Keina Newell's Teach For America offer paid about $33,000. Her other job offer paid $50,000, so at first she thought she should decline the teaching job. Then she sat down, ran the numbers, and realized a budget could make the smaller salary work. That budget let her spend years in the classroom doing work her heart was in, and it's the same lesson she teaches today as a financial coach and the founder of Wealth Over Now.
Keina has a line she comes back to again and again: managing your money is a leadership skill. In this episode she makes the case for a budget as a tool for freedom instead of a punishment, walks through the math every teacher on a 10-month paycheck needs to hear, names the kinds of money shame she sees in her clients, and explains why you might be allowed to want a LOT more than you think you are.
This episode covers:
🍏 The takeaway: your salary schedule is fixed, but you still get to lead the money that's coming in. Know your real numbers, budget for the whole year, and let yourself dream a little bigger about what's possible.
Mentioned in this episode:
This episode is for educational and informational purposes only and is not intended as financial advice. Please consult a qualified financial professional for guidance specific to your situation.
If this one landed, follow or subscribe so you never miss an episode. And if you have a minute, a rating or a quick review helps more educators find the show. 🍏
🎧 Subscribe now for new episodes every Tuesday.
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This podcast is for educational and entertainment purposes only and does not constitute financial advice.
Jason Major has worn a LOT of name tags. Radio sales (he calls it the Monday-through-Sunday scaries), then math teacher, math coach, data analyst, assistant principal, and now principal of Denver Elementary in Chicago, in his 11th year. And somewhere in the middle of running an entire school, he wrote a book!
Subplots: Navigating Life as a School Leader opens with a line every educator will recognize: keep kids safe, help them learn, don't let the adults lose their minds. Everything else is a subplot. In this conversation Jason talks about why he built a book, paid workshops, a Substack, and a brand new podcast on top of the principal job instead of leaving to do it. He shares how he landed his first paid speaking gig (fall 2023, and he still can't quite believe it), and why the imposter feeling never fully goes away. His answer to that one is honest in the best way.
This episode covers:
🍏 The takeaway: you don't have to leave education to build something of your own. Jason stayed, and built a book, workshops, and a podcast one small experiment at a time. The imposter feeling came along for the whole ride. That's normal! Put your name in anyway.
Mentioned in this episode:
And if you buy Subplots, Jason wants to hear about it. Email him and he'll write you right back.
This episode is for educational and informational purposes only and is not intended as financial advice. Please consult a qualified financial professional for guidance specific to your situation.
If this one landed, follow or subscribe so you never miss an episode. And if you have a minute, a rating or a quick review on Apple Podcasts helps more educators find the show. 🍏
🎧 Subscribe now for new episodes every Tuesday.
Come hang:
This podcast is for educational and entertainment purposes only and does not constitute financial advice.
Jared Nicholson taught high school math and business for twelve years before becoming a financial advisor, and he will tell you the two jobs are far more alike than you would guess. Both come down to explaining something complicated without making anyone feel small, and both come down to genuinely wanting the person in front of you to succeed. He did not grow up planning either career. He took AP calculus his senior year of high school, worked harder than he ever had, and walked away with a growth mindset that shaped everything after it.
Now he is on a mission Christa is fully behind: helping teachers actually understand their money instead of crossing their fingers and hoping it works out. In this conversation Jared makes the case that a pension is a wonderful thing and usually not the end of the story, walks through what to look at first, and takes on the quiet shame a lot of teachers carry about wanting to build wealth at all. His phrase for it is building wealth respectfully, and it might be the most freeing thing in this episode.
This episode covers:
🍏 Jared's takeaway for teachers: prioritize a savings plan today rather than waiting another year to feel ready. Whatever the amount, start it now and let the drops in the bucket add up.
Connect with Jared Nicholson:
If this one hit home, follow or subscribe so you never miss an episode. And if you have a minute, leaving a rating or a quick review on Apple Podcasts genuinely helps more teachers find the show. 💜
Disclaimer: The views, thoughts, and opinions expressed in this video belong solely to that author, and not necessarily the firm where they're employed. The information presented herein is not specific to any individual's personal circumstances. These materials are provided for general information and educational purposes based upon information provided to the author and from sources believed to be reliable — we cannot assure the accuracy or completeness of these materials. The information in these materials may change at any time and without notice. Any action you take upon the information you've received is strictly at your own risk. Confluence will not be liable for any losses and/or damages in connection with the use of this data. Confluence Financial Partners and its advisors do not offer tax or legal advice. You should discuss any tax or legal matters with the appropriate professional. Confluence Wealth Services, Inc. d/b/a Confluence Financial Partners is an SEC-registered investment adviser. Registration of an investment adviser does not imply any level of skill or training. Please refer to our Form ADV Part 2A and Form CRS for further information regarding our investment services and their corresponding risks. Additional information about Confluence Wealth Services, Inc. is available on the Investment Adviser Public Disclosure (IAPD) website at: www.adviserinfo.sec.gov
🎧 Subscribe now for new episodes every Tuesday.
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This podcast is for educational and entertainment purposes only and does not constitute financial advice.
Last week (Part 1) was the monthly recurring bills. This week is my half, and it's the one I've been most excited about!
Part one was my husband, Grant's, territory. Insurance, escrow, internet, the subscription graveyard. One-time fixes you make once and then they just keep paying you back every month while you forget they happened. This week is completely different, because these are things I do every single week. They didn't change what I pay. They changed HOW I spend, which honestly might be the bigger deal.
And the centerpiece is a system I have genuinely never explained out loud before. Here's the conflict it solves: I'm pretty sure I was born a spender. Buying things feels good to me, it hits those little dopamine receptors, and I'm not going to sit here and pretend otherwise. But groceries are an area of my life where I've chosen to be really, really disciplined. So I turned the whole thing into two games. Game one, everything goes in the cart. Game two, how low can I get this bill. Same exact actions, completely different experience. And I swear at least half the secret to enjoying your life is just tricking your brain like that.
In this episode:
🍏 Here's what I actually want you to take from both episodes: none of this was about spending less. You cut hard in the places you genuinely don't care about so you can spend freely in the places you do. Personal finance is personal. I say it constantly and I mean it. Your list would look completely different from mine, and it should.
🎧 New here? Part one is the bills half. Insurance, escrow, internet, subscriptions, and the exact script for a retention phone call. It has the single most useful thing I learned all year in it.
Everything I mentioned:
Affiliate disclosure: that Rakuten link is a referral link. You get your $50, and I get a referral bonus too, at no extra cost to you. I say it on the mic and I'll say it here. That kind of support genuinely helps cover the cost of making this show, so thank you. 💜
This episode is for educational and informational purposes only and is not intended as financial advice. Please consult a qualified financial professional for guidance specific to your situation.
Now go figure out what your salon is. The thing you'd spend on without flinching if you decided it was allowed. Then come tell me! I'm @christajeanjones on Instagram and that is genuinely my favorite kind of DM.
If this one hit home, follow or subscribe so you never miss an episode. And if you have a minute, a rating or a quick review on Apple Podcasts helps more teachers find the show. 💜
🎧 Subscribe now for new episodes every Tuesday.
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This podcast is for educational and entertainment purposes only and does not constitute financial advice.
Last spring Christa and her husband Grant went through every single thing that automatically comes out of their account each month. Every bill, every subscription, every auto-draft they set up once and never looked at again. The question they asked about each one was simple: is this really the best we can do. Several months later the answer had knocked hundreds of dollars a month off their expenses, and not one thing they actually love got cut.
This is not a spend-less episode. Christa is openly tired of teachers being told to feel guilty about a coffee or a pack of flair pens from Target while an insurance policy set up in 2019 quietly overcharges them sixty dollars a month. One of those is worth talking about, and it is not the coffee. This is part one of two, covering the big recurring bills, the one-time fixes that keep paying you back every month afterward. Part two is the other half of their money, the day-to-day spending that is entirely Christa's territory.
*Quick correction: I flip-flopped some numbers reading them out loud in this one! Our internet bill went from $105 a month down to $35. The $70 in savings is right, my math on the mic was not. 😅
This episode covers:
🍏 The takeaway: almost everything on this list was money already going out the door. Nothing about it made their life smaller. Pick the one bill you feel the most avoidant about, because that feeling is the signal, and go look at it this week. The confidence comes after.
🎧 Part 2 drops next week: the two-game trick Christa plays with her grocery cart that she has never explained out loud, the cash back that pays for her grocery membership, and the resale hack that got her a brand new coat for half price.
Mentioned in this episode:
Christa is not an insurance expert, a financial advisor, or a personal finance coach, and says so on the mic. This episode is for educational and informational purposes only and is not intended as financial advice. Please consult a qualified financial professional for guidance specific to your situation.
If this one hit home, follow or subscribe so you catch part two next week. And if you have a minute, leaving a rating or a quick review on Apple Podcasts genuinely helps more teachers find the show. 💜
🎧 Subscribe now for new episodes every Tuesday.
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This podcast is for educational and entertainment purposes only and does not constitute financial advice.
Neva Bowers spent years not looking at her own money. She was twenty-two, teaching high school French, and mostly just trying to survive the school day. Retirement accounts, spending, the future, all of it felt like one more thing she could not carry. So she avoided it. And as she says in this episode, avoiding your money does not mean you stop thinking about it. The bill still shows up. The retirement presentation still happens at the staff meeting. You just feel it in your body instead of dealing with it on paper.
What finally changed things was not a budgeting app or a burst of willpower. It was a group of friends who started a money club. They read books together, worked out what a Roth IRA actually was, ran zero dollar day competitions, and slowly turned a scary topic into a manageable one. That experience eventually carried Neva from the classroom to an MBA at Berkeley to a corporate career in talent development, and then to something she never planned on: coaching other people through their money. Most of her clients are teachers, because as she puts it, teachers have enough stress in their lives and money should not be one of them.
This episode covers:
🍏 Neva's takeaway for teachers: the first small step is usually the hardest one, so make it small enough that you cannot talk yourself out of it. Be honest about the numbers, and be gentle with yourself while you look at them.
Connect with Neva Bowers:
This episode is for educational and informational purposes only and is not intended as financial advice. Please consult a qualified financial professional for guidance specific to your situation.
If this one hit home, follow or subscribe so you never miss an episode. And if you have a minute, leaving a rating or a quick review on Apple Podcasts genuinely helps more teachers find the show. 💜
🎧 Subscribe now for new episodes every Tuesday.
Come hang:
This podcast is for educational and entertainment purposes only and does not constitute financial advice.
Not every side-hustle story starts in a classroom. Nikol Toteva's starts at the front desk of a language school in the south of France. She has spent nine years as a fractional chief of staff and senior virtual assistant, the right hand who runs the life and business behind a founder, for entrepreneurs across Europe and the US. And the skills the job actually runs on (organizing chaos, managing people, keeping a hundred plates spinning) are the exact ones teachers use before 9am. You just call it a Tuesday.
This episode makes the case that being a virtual assistant might be the most natural side hustle a teacher never considered, then gets practical about it. Nikol breaks down what a VA and a fractional chief of staff actually do, which teacher skills map straight across, how to find your first clients (and where not to waste your time), what to charge, and how AI is reshaping the whole role. Christa adds a teacher-specific on-ramp along the way.
This episode covers:
• What a virtual assistant and a "fractional chief of staff" actually do all day: inbox, travel, events, lead gen, funnels, and being someone's calm in the chaos
• Why teachers are already qualified: managing 30 humans, triaging constant chaos, parent communication, and field-trip logistics is operations work
• The soft skills that matter most (emotional intelligence, reading a room, discretion), and why the tool stuff can be learned with YouTube and AI
• Where to actually find clients: the truth about Upwork now (flooded and underpriced), Fiverr versus Upwork, LinkedIn and Indeed, and referrals as the real engine
• A teacher's on-ramp: the "TPT Virtual Assistant Finder" Facebook group, and offering a few free projects to build a portfolio before you raise your rates
• What to charge: pricing your freelance rate instead of your employee rate, setting aside your own taxes, picking one rate and not negotiating, and using monthly retainers so you can plan
• How AI changed the job: Nikol uses it for 80 to 90% of her work, why "data entry" is no longer a viable side hustle, and how the role is becoming "AI manager"
• Lead magnets, translated for teachers: the "100 free art activities for indoor recess" example, and how the free thing actually works as a business
• Redefining freedom (and permission to start): why "laptop on the beach, $10k a month" is a myth, and why you don't need anyone's blessing to try
🍏 Start this week: Look up what a VA really does, and peek inside the "TPT Virtual Assistant Finder" Facebook group to see the gigs teachers are hiring for right now. You don't have to have it figured out. Just get curious.
Connect with Nikol:
Nikol Toteva (LinkedIn)
Enjoying First in Class? Two quick things help more than you'd think: subscribe or follow the show wherever you listen so you never miss an episode, and leave a rating or review on Apple Podcasts. It's the easiest way to help another teacher find us. 💜
🎧 Subscribe now for new episodes every Tuesday.
Come hang:
This podcast is for educational and entertainment purposes only and does not constitute financial advice.
India Amos is a passionate teacher who turned the skills she used in the classroom every day into a freelance writing business—and grew it on nights and weekends until it matched her entire teacher salary. She started as an Appalachian healthcare reporter, moved through travel and lifestyle writing, and built a content-marketing and copywriting business on the side. Her throughline: the skills you already have are worth real money outside your classroom walls.
This one's for the teacher who's ever thought "I could never make money doing that." India makes it concrete — exactly how a teacher with zero freelance experience can send a first pitch this week, and how a single well-placed one can pay $100–$350 (sometimes more!). She also shares the hard turning point that made her build a safety net: after a season of illness and two surgeries, her side income was the ground under her feet—and it opened the door to a fully funded master's. Whether you stay in the classroom or not, her case is simple: build the net before you need it.
This episode covers:
• Why teachers are secretly excellent marketers—the lesson "hook" is a sales pitch, and you sell to the most reluctant buyers alive all day long
• India's path from Appalachian healthcare reporter → travel & lifestyle writing → content marketing and copywriting (and what copywriting actually is)
• The exact first steps with ZERO experience—pick a topic you like, prove a little expertise, find publications that take pitches ("[site] + write for us"), and send it
• How the money works — a single pitch can pay $100–$350 (she's seen $15 to $500), the publication names the price, and why "you don't propose on the first date"
• Travel writing, honestly — comped trips, writing about where you already live (local expert, low competition, zero startup cost), and why most of her stable income is nonprofit writing
• From one-off articles to a real business — pivoting into higher-paying copywriting so you're not burning out on endless pitches
• Finding clients without cold-pitching your life away — the "inbound life" on LinkedIn, DMs, and referrals (the gold standard)
• The procrastination trap — building a website and picking brand colors before you've written a word ("expensive hobby vs. business")
• Free ways to build a portfolio — Contently, Substack, or even a Google Doc
• The turning point — illness, two surgeries, and why a side income became a safety net (and a launch pad into a funded master's)
🍏 Start this week: Grab India's free ebook, From Classroom to Clients — her step-by-step guide to landing your first $500 as a freelance writer. Then send ONE pitch about a place or hobby you already know.
Connect with India:
India Amos (LinkedIn)
@beyondsummerbreak (Instagram)
beyondsummerbreak.com
From Classroom to Clients — free ebook
🎧 Subscribe now for new episodes every Tuesday.
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This podcast is for educational and entertainment purposes only and does not constitute financial advice.
A few weeks ago, Christa sent listeners on a "resource hunt"—dig through your files, find the things you've already made from scratch, and drop them in a folder called "TPT Ideas." A lot of teachers did it, stared at a folder fuller than they expected… and then froze. This episode is the sequel to Episode 3, and it's for anyone stuck in the gap between "I'm so inspired" and "I actually did it"... including total beginners who don't have a single idea yet.
No overwhelm, no fluff, just the first three concrete moves to actually get your Teachers Pay Teachers store going, the ones nobody really spells out for you. Christa walks through what to make first (and why your first product should be your worst), how to name your store without losing months to it, and how teachers actually find your work once it's listed — plain-English TPT SEO from someone who went from a list of ideas to a top 1% store in her first year on the platform.
This episode covers:
• The "resource hunt" recap — why you've almost certainly already made things worth selling, and the real gap between feeling inspired and hitting publish
• Move 1 — your first product will be your worst, and why that's the plan, not the tragedy (the "practice rep," plus the marble-statue-vs-garden reframe from Episode 3)
• How to choose what to make first — pick your easiest, most "boring," most proven resource, even if you're convinced you have nothing original (a simple worksheet, exit-ticket pack, or set of Google Slides)
• Move 2 — name your store without losing months to it: just use your name, why "still deciding" is fear in a branding costume, and the name-tag-not-a-tattoo rule
• Move 3 — how teachers actually find your work: TPT SEO in plain English, and why your title is the most important real estate in your whole listing
• The 3 ways to find the exact keywords buyers are already typing — the TPT search-bar autocomplete, studying the top sellers in your niche, and getting more specific than feels comfortable
• Why niching down beats broad terms — "spring multiplication color-by-number for 3rd grade" gets found; "reading activities" gets buried
• The honest truth about the next 27 days — branding, file security, descriptions that convert, previews, pricing, and hitting publish — and how TPT Launch Lab hands it to you in order
🍏 Podcast listener deal: TPT Launch Lab — Christa's 30-day, zero-to-open-store course — is just $20 with code PODCAST at checkout (less than your last DoorDash order). The code won't be live forever.
New here? Start with Episode 3 — How to Start a Teachers Pay Teachers Store: Breaking Through the Excuses Holding You Back — where Christa dismantles the originality, saturation, and time myths.
Start your store:
TPT Launch Lab (code PODCAST for $20) → https://christajones.samcart.com/products/tpt-launch-lab
Free TPT Store Optimization Checklist → https://docs.google.com/document/d/19jhk9-1Ac_TWziJ7i74ACI5CgZ_vjIxowPfQnr1234o/edit?usp=sharing
Find Christa:
@christajeanjones (Instagram)
A quick note: Christa's "top 1% store in year one" is her own experience, not a promise of results — every store and timeline looks different.
🎧 Subscribe now for new episodes every Tuesday.
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This podcast is for educational and entertainment purposes only and does not constitute financial advice.
Christy Nguyen is a teacher first—the kind who played “school” with her nieces and nephews as a kid and never lost the calling. She’s also a hypnotherapist who helps women clear the subconscious self-sabotage running quietly underneath their confidence, their goals, and their money. After hypnotherapy “found her” at 3am through an Instagram video, she finished a year-long program in four months, left the classroom, sold her house, and moved to Austin to build her practice. And in a full-circle twist, she’s just returned to teaching — this time for kids with dyslexia, helping them believe their brains are a superpower.
***A quick note before you listen: this conversation covers hypnotherapy, subconscious beliefs, and revisiting difficult memories. It is offered for educational and informational purposes only. It is not financial advice, and it is not a substitute for therapy, counseling, or any other mental health care. Christy and I both talk openly on this episode about the value of working with a licensed therapist, and nothing here is meant to replace that. If any of this brings something up for you, please reach out to a qualified professional who can support you properly.***
Christa worked with Christy one-on-one, and it shifted things she’d been stuck on for years — so this conversation is personal. If the word “hypnotherapy” makes you a little skeptical, good; bring the skepticism, because they look at it together. Christy demystifies what hypnotherapy actually is, why your subconscious runs about 95% of your life, where money blocks come from (usually long before you can remember), and what it really looks like to rewrite the story underneath. The throughline: you can build every budget in the world, but if the story running underneath says you’re bad with money, it fights you the whole way. That story was written for you. You get to rewrite it.
This episode covers:
• What hypnotherapy actually is — “guided meditation with a goal,” and the brainwave states (beta → alpha → theta) that make your mind open to change
• Why the subconscious runs about 95% of your life — the iceberg model, and how much of adulthood is still running on programming installed between ages 2 and 7
• Where money blocks come from — plus Christy’s own “money equals heartbreak” story, and the empty piggy bank that quietly rewrote her whole relationship with money
• The skeptic’s welcome: why your belief determines whether it works, and why bringing your doubt is completely allowed
• What a 1:1 session actually looks like — the induction, revisiting (not reliving) memories, inner-child and reparenting work, and installing new beliefs
• Why affirmations mostly fail — and the one thing (a strong emotion) that makes them actually stick
• Christa’s own experience: the “fear of being seen” that surfaced when she started creating content, and working through it with Christy
• The teacher money stories to unlearn — “I’m bad with money,” “wanting more is greedy,” “this is just a teacher’s lot in life”
• An accessible first step for the curious — start with free meditation and affirmation tracks to build the belief that your mind can drop into that state
🍏 Try the first step: Christy offers free meditation and affirmation tracks (including a “7 Days of Flourishing” set) on her Instagram — DM her and she’ll point you to them. Pick one track and listen this week.
Connect with Christy:
@christythehypnotist (Instagram)
christy-nguyen.com
A gentle note: this episode is for education and inspiration, not therapy or financial advice. Hypnotherapy can be a powerful tool, but it isn’t a substitute for mental health care — if you’re working through something heavy, please loop in a licensed professional.
🎧 Subscribe now for new episodes every Tuesday.
Come hang:
This podcast is for educational and entertainment purposes only and does not constitute financial advice.
From the publisher's feed
Teachers With Money: First in Class is the podcast for teachers who are done accepting the story that financial struggle is the price of a meaningful career. Real money strategies, real talk, no…