Host Jill Schlesinger, CFP®, tackles sometimes uncomfortable and even controversial money and investing issues, without the financial jargon, to get to the heart of what’s important for anyone to know. Jill takes listener phone calls and interviews informative and entertaining guests each week to uncover surprising insights and provide actionable information so you can make the most of your money. Have a question you want us to answer on the show? Head to Jillonmoney.com and click the "Conta ...
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Follow the Nerd duo of Richard and Karl as we explore what grabs our attention each week on Deep Space and Dragons. Submit your random question of the week or dragon question to win your free E-copy of the Waltz of Blades Deluxe. Like what your ears see? Support us by clicking the little heart on the top right <3
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Bill Burr rants about relationship advice, sports and the Illuminati.
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My husband still worries and is afraid to spend money. What can I tell him to help him see that things are fine and we can afford to have a little fun? Have a money question? Email us here Subscribe to …
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I have met with a third financial advisor (a fiduciary) and I'm still not convinced I need a planner. What do you think? Have a money question? Email us here Subscribe to Jill …
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Driving An iPad, Seeing The Sights, Facial Recognition | Monday Morning Podcast 8-4-25
1:15:34
1:15:34
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1:15:34Bill rambles about 'driving an iPad', seeing the sights, and facial recognition. ZipRecruiter: Try for free at www.ZipRecruiter.com/BURR Helix: Go to www.HelixSleep.com/BURR for 20% off site wide.By All Things Comedy
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Need to Find Peace and Get Some Time Back
21:32
21:32
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21:32What I’ve earned, I’ve put towards many other expenses and am now wanting to pause and see how I am doing. Am I on track to find peace and get some time back? Have a money question? Email us here Subscribe to …
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I don't hate my job but I can see the end in sight and would like to know if I'm close to being able to retire and spend $10k per month. Have a money question? Email us here Subscribe to …
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Daddy Daughter Day, War, Sex Scenes | Thursday Afternoon Monday Morning Podcast 7-31-25
1:25:17
1:25:17
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1:25:17Bill rambles about daddy daughter day, the war grift, and saxophone sex scenes. (00:00) - Thursday Afternoon Podcast (30:48) - Thursday Afternoon Throwback - 7-31-17 - Bill rambles about heat waves, ole fatty cakes, and MLB. Thursday Afternoon Interlude: Chuck Mangione - Feels So GoodBy All Things Comedy
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When I look at the numbers with a life expectancy of 90, it seems like I can finally retire with a conservative withdrawal rate. Are the numbers right? Have a money question? Email us here Subscribe to …
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As I navigate my single life (no children) as I enter my mid-50s, should I be considering a long-term care policy? Have a money question? Email us here Subscribe to Jill on Money LIVE…
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Should we switch all of our retirement accounts to traditional from Roth to reduce income and qualify for all the tax deduction we are eligible for? Have a money question? Email us here Subscribe to …
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Spying Phones, Classic Cool Guys, California Grifters | Monday Morning Podcast 7-28-25
1:06:32
1:06:32
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1:06:32Bill rambles about spying phones, classic cool guys, and California grifters. OpenPhone: Go to www.OpenPhone.com/burr and get 20% off your first six months. OpenPhone—no missed calls, no missed customers.By All Things Comedy
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We've started working with a financial planning firm, and part of the strategy requires the use of annuities, is this the best approach? Have a money question? Email us here Subscribe to Jill on…
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I’m 60 years old and plan to work until 67, at which point I would like to call it quits. Am I on track to make this happen? Have a money question? Email us here Subscribe to Jill on Money LIVE…
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Baseball, Screens, California | Thursday Afternoon Monday Morning Podcast 7-24-25
1:41:53
1:41:53
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1:41:53Bill rambles about baseball, screens, and California. (00:00) - Thursday Afternoon Podcast (34:24) - Thursday Afternoon Throwback - 7-24-17 - Bill rambles about being an old man, microchips, and Aaron Judge. Thursday Afternoon Interlude: Ozzy Osbourne - No More Tears SimpliSafe: Go to www.SimpliSafe.com/BURR to claim 50% off a new system with a pro…
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I just changed jobs and I'm not sure what to do with my 401(k) from my previous employer as the new employer does not offer a retirement plan. Have a money question? Email us here Subscribe to Jill on…
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After 34 years of working for the government I took an early retirement offer, am I good to never work again? Have a money question? Email us here Subscribe to Jill on Money LIVE…
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With the new Trump Accounts now in the mix, is a 529 plan still the best account for college expenses? Have a money question? Email us here Subscribe to Jill on Money LIVE…
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Milan, Hotel Light Controls, Puking | Monday Morning Podcast 7-21-25
52:59
52:59
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52:59Bill rambles about scootering in Milan, hotel light controls, and puking stories. SquareSpace: Check out www.squarespace.com/BURR for a free trial, and when you’re ready to launch, use code BURR to save 10% off your first purchase of a website or domain. Policy Genius: Head to www.policygenius.com/BILLBURR to compare free life insurance quotes from…
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After having a lot of fun in my 20s and 30s, then getting serious in my 40s, how far behind am I for retirement? Have a money question? Email us here Subscribe to Jill on Money LIVE…
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From Classics to Bonanza: Exploring the Donkey Kong Legacy
1:50:56
1:50:56
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1:50:56Click Here to send in your random question to have a chance to win! We take a nostalgic deep dive into the Donkey Kong franchise, ranking games from the classic Country series to the upcoming Bonanza, while exploring what makes them stand out from other platformers. • Karl shares his experience watching the live-action How to Train Your Dragon, com…
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Need a Better Plan to Retire in Three Years
19:33
19:33
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19:33I’ve interviewed CFP providers but have chickened out when it came time to sign the documents and pay a fee, but retirement is closer than ever, and I need a better plan to retire in three years. Have a money question? Email us here Subscribe to …
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Stories From The Pool, Yachts, Cupcakes | Thursday Afternoon Monday Morning Podcast 7-17-25
1:30:01
1:30:01
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1:30:01Bill rambles about stories from the pool, yacht people, and cupcakes. (00:00) - Thursday Afternoon Podcast (29:27) - Thursday Afternoon Throwback 7-17-17 Bill rambles about snake charmers, Bank of America, and the Red Sox. Thursday Afternoon Interlude: Carrtoons - Thursday Disco (feat. Haile Supreme) CashApp: Use our exclusive referral code BURR10 …
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Given that my cost of living is very low, can I retire in a few years at 59? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to …
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I have a one time opportunity to use my 457 pre-tax deferred compensation funds to purchase an annuity offered by Washington State to former employees. Is there any downside? Have a money question? Email us here Subscribe to …
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I could really use your help, as we've been worrying ourselves sick thinking about what our options are and where we sit financially. Have a money question? Email us here Subscribe to Jill on Money LIVE…
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Hotel Waffles, London, Kryptonite | Monday Morning Podcast 7-14-25
1:01:49
1:01:49
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1:01:49Bill rambles about hotel waffles, London, and Kryptonite. MeUndies: Score sizzling summer deals like up to 50% off at https://www.MeUndies.com/burr Open Phone: Go to https://www.OpenPhone.com/burr and get 20% off your first six months.By All Things Comedy
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After being retired for a few years, I am terrified thinking about the future and can't help but worry that we'll lose everything we own. Have a money question? Email us here Subscribe to Jill on Money LIVE…
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Jet Lag, The Pretenders, Wimbelton | Thursday Afternoon Monday Morning Podcast 7-11-25
2:05:30
2:05:30
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2:05:30Bill rambles about jet lag, playing with The Pretenders, and Wimbelton. (00:00) - Thursday Afternoon Podcast (47:20) - Thursday Afternoon Throwback 7-11-17 - Bill rambles about Dr Phil, Hitler's House, and his new drum kit. Thursday Afternoon Interlude: Night Moves - Ring My Bell SimpliSafe: Go to www.SimpliSafe.com/BURR to claim 50% off a new syst…
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I recently retired after working in tech for 27 years but now I'm struggling with the transition and how to think about this new phase for the next 30-40 years. Have a money question? Email us here Subscribe to Jill on Money LI…
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My daughter is very upset with an early inheritance she received. How should I proceed? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to …
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I am retiring in June of 2026 after 30 years in the Navy. There will be some kind of reset, but before I embark, are we on track for the next phase? Have a money question? Email us here Subscribe to Jill on Money LIVE…
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Can I retire at age 59, which is the very last day of this year, or should I keep going for another year or so? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to …
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Banana Ball, Sabbath, Corporate World | Monday Morning Podcast 7-7-25
1:01:09
1:01:09
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1:01:09Bill rambles about banana ball, Sabbath's last show, and the corporate world. Zip Recruiter: Let ZipRecruiter find what you’re looking for free at this exclusive web address www.ZipRecruiter.com/BURR Lucyd: If you’re ready to upgrade your eyewear, head to Lucyd.coand use code BURR for 20% off.By All Things Comedy
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We're in our 30s, have about $300k saved with a nice pension on the horizon, but we don't own any real estate. Is that holding us back? Have a money question? Email us here Subscribe to Jill on Money LIVE…
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Since it's the 4th of July, we're re-airing an interview we did with Ken Langone, the legendary financier, who helped take a bunch of companies public before co-founding Home Depot. He joined us seven years ago to talk about his book, I Love Capitalism!: An American Story, but really it was just a fascinating conversation with a guy who grew up in …
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Styles, Car Shopping, Checking Out | Thursday Afternoon Monday Morning Podcast 7-3-25
1:38:07
1:38:07
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1:38:07Bill rambles about terrible styles, car shopping, and checking out. (00:00) - Thursday Afternoon Podcast (29:47) - Thursday Afternoon Throwback 7-3-25 - Bill rambles about patience, helicopters, and being a booze bag. Thursday Afternoon Interlude - Elvis Presley - Change of Habit Squarespace: Check out squarespace.com/burr for a free trial, and whe…
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I'll be turning 65 in two years and would like to retire at that time, if it's financially feasible. Is it? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to …
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My financial advisor is recommending a company to manage my 401(k). He says this company will be managing it constantly and said studies show they increase returns by 2-4%. Should I jump for joy or run for the hills? Have a money question? Email us here Subscribe to …
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When helping someone becomes your entire relationship, is it still friendship? Also prequels.
1:23:13
1:23:13
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1:23:13Click Here to send in your random question to have a chance to win! Richard and Karl explore the philosophical question of analyzing relationships objectively, debating whether approaching friendships with analytical detachment is valuable or potentially harmful. • Karl describes a relationship where he's helped someone significantly but feels mini…
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Women, Instagram Head Nodding, Chat GPT Therapy | Monday Morning Podcast 7-1-25
46:44
46:44
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46:44Bill rambles about women who don't need men, instagram head nodding, and Chat GPT therapy. CashApp: New Cash App users can use our exclusive code to earn some additional cash with our exclusive referral code [BURR10] in your profile, send $5 to a friend within 14 days, and you’ll get $10 dropped right into your account. Terms apply.…
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