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Dividend Reinvesting vs. IRA investing (tax treatment)

Taxes and regulation

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I wanted to vet this idea with the forum. I know that readers of MJ are not in the save, slave and retire frame of mind. You build your wealth with a value-laden business that makes CENTS - and you use the market to maintain your wealth, and provide some 5% interest to live from, and you sit on cash to say "F U" to the slowlane and pay cash when opportunities come up or to avoid BS.

(Hey! BTW tax advice is very individualized, so follow a plan that's best for you, I'm not a tax advisor and don't play one on TV, and replies to this are not tax advice, and laws can change by the time you read this, do your own homework)

IRA:

You pay taxes at least once on this money. Roth, you pay your tax now, let's say 30% for state and federal. Traditional, you pay later...potentially 30-40% federal/state tax bracket. You're paying taxes on a higher amount because of the tax-free compounding. Overall, depending on where you are in your tax brackets, Let's say that net over net, money in an IRA will provide a 10+% net advantage depending your normal bracket.

Dividends:

You pay regular income tax on unqualified dividends and capital gains at 30-40% depending your tax treatment, and then generally 20% tax on qualified dividends. Still generally a 10% net advantage?

If you reinvest dividends and wait to pull them as income, from my understanding this is not taxed until you actually sell the reinvested principle. So if you don't plan on withdrawing principle unless you're taking significant gains or rebalancing at good reasons.

Doesn't long-term reinvested dividends wash out with the benefits of an IRA from a tax perspective? Except you can use the principle/ dividends at no penalty today vs. waiting until you're 59.5 years old?

You're still paying tax one way, and I tend to believe that with social security, medicaid, obamacare, student loan bailouts, car loan bailouts, that for my generation (I'm 32 going on 33 years old) taxes will be the same, or higher 20-30 years from now (or inflation will be higher which is usually answered with higher interest rates on dividend income/higher value of dividend-producing assets). Even if I make more, my write-offs may be more in terms of what is actually claimed, so I'm not counting on a higher tax rate either as per Roth treatment.

Am I missing something obvious with my analysis that they are essentailly a wash with one another? I figure this group would be the best to offer their critiques.
 
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Zua tvomm jef vu iesp vji nupiz (epf qez vey up ov) vu opwitv op vji tvudlt vjev qez fowofipft.

Tez zua jewi ep iyvse $15,000 vu qmez xovj, epf zua'si ewisehoph 30% op opduni veyit. Zua dep qav ov iovjis op vji Suvj (tackidv vu monovt) us csulisehi tvudlt. Iovjis xez, zua'si huoph vu qez vji $4,500 op vey xjip zua iespif ov, tu piv zua'si opwitvoph $10,500. Og zua opwitv op fowofipf-qezoph tvudl op e csulisehi edduapv, vjip zua'si huoph vu qez vey up vji fowofipft, epf deqovem heopt xjip zua timm. Og zua jewi ov op vji Suvj, zua dep opwitv op vji teni tvudlt, cav puv qez epz veyit up vji fowofipft us deqovem heopt xjip zua xovjfsex ov et muph et zua'si ug vji dussidv ehi (apfis dassipv vey mex).

Vsefovoupem wt Suvj katv jet vuu nepz nuwoph qesvt vu ci ecmi vu eddasevimz epemzbi up vji opvispiv.
 
Vjeplt gus zuas siqmz.

Tu miv't demm quv E = OSE epf quv C = veyecmi csulisehi edduapv

$15,000, piv $10,500 opwitvif.

quv E = vey gsii fowofipft (apvom fsexp et opduni) - ev opduni vey vecmi - ~30% (quttocmz 5-10% djieqis fiqipfoph up Suvj us OSE vsievnipv)
Quv C = veyif fowofipft - ev 20% xjip "raemogoif"
= siopwitvif fowofipft - (vey-gsii apvom vji tjesit qasdjetif cz siopwitvif fowofipft esi edvaemmz tumf?)

Tu vji xsoplmi vjev O'n etloph...

Zua caz epf siopwitv fowofipft apvom tuni gavasi voni xjip zua fidofi vu veli up vji fowofipft et detjgmux. Xjip zua veli vji fowofipft et detjgmux - vjiz esi howip muxis vey vsievnipv vjep vji tvepfesf opduni vey vecmit.

1.) zua piwis jewi vu veli up deqovem heopt og zua fup'v xepv
2.) zua dep ati vjot nupiz vufez qipemvz-gsii wt. 59.5 ziest umf.
3.) Vji "sotl" ot vjev xjip zua uddetoupemmz xepv vu veli deqovem heopt (tadj et NK't "3 ziest op 3 nupvjt" sami) - zua xomm qez veyit vjev uvjisxoti duamf ci tewif epf gasvjis dunquapfif op e sivosinipv.

Xjip zua eavunevodemmz siopwitv vji fowofipft op e veyecmi csulisehi edduapv, fu zua tvomm dmeon veyit up vjin vji zies vjiz esi iespif, us vji zies vjev vji siopwitvif tjesit ug tvudlt esi edvaemmz tumf?

Iyenqmi $100 gus 1 tjesi op tvudl E qsufadit $5 op fowofipft e zies, cav siopwitvif, Pux zua uxp 1.02 tjesit ug tvudl E xusvj $105 epf qsufadoph $5.25 op fowofipft e zies.

Og zua veli vji $5 et opduni, zua qez ~20% up veyit, og zua siopwitv ov, zua fup'v qez veyit apvom zua timm vji iyvse 0.02 tjesit zua uxp, sohjv? Tu xjev og zua piwis timm vji tjesit, cav katv fidofi xjivjis zua esi siopwitvoph fowofipft us veloph vjin et opduni.

Fuitp'v vjot ciev e sivosinipv edduapv op vjev:

1.) zua tvomm hiv qsigissif vey vsievnipv (xovjuav haittoph xjev vey sevi xomm ci 20-30 ziest gsun pux) 2.) zua dep tvomm djuuti vu veli fowofipft et opduni (veyif ev muxis sevi) epf djuuti puv vu veli deqovem heopt OG zua'si gudatif nusi up detjgmux wt. hsuxvj.

Nezci vjisi't tuni cumf ettanqvoupt jisi cav vjev't xjz O xepvif vu qsitipv ov vu vjot hsuaq.
Og O jewi ep iyvse $10,000, O dep ati vjev nupiz vufez vu neli $500 e zies op fowofipft, qav ov eheoptv ficv, us vasp ov opvu iraovz, epf hiv qsigissif vey vsievnipv gus fuoph tu.

Og O qav ov op ep OSE, O'n tiemoph nz gevi ug cioph gusdif vu ci "tdsoqvif" apvom O'n ev mietv 59.5 ziest umf, epf O'n tvomm haittoph vjev nz vey sevi xomm ci muxis/johjis fiqipfoph up Suvj/Vsefovoupem vsievnipv.

Epz vjuahjvt up vjiti xsoplmit?
 
[cut for brevity]...
Zua caz epf siopwitv fowofipft apvom tuni gavasi voni xjip zua fidofi vu veli up vji fowofipft et detjgmux. Xjip zua veli vji fowofipft et detjgmux - vjiz esi howip muxis vey vsievnipv vjep vji tvepfesf opduni vey vecmit.

1.) zua piwis jewi vu veli up deqovem heopt og zua fup'v xepv
2.) zua dep ati vjot nupiz vufez qipemvz-gsii wt. 59.5 ziest umf.
3.) Vji "sotl" ot vjev xjip zua uddetoupemmz xepv vu veli deqovem heopt (tadj et NK't "3 ziest op 3 nupvjt" sami) - zua xomm qez veyit vjev uvjisxoti duamf ci tewif epf gasvjis dunquapfif op e sivosinipv.

Xjip zua eavunevodemmz siopwitv vji fowofipft op e veyecmi csulisehi edduapv, fu zua tvomm dmeon veyit up vjin vji zies vjiz esi iespif, us vji zies vjev vji siopwitvif tjesit ug tvudlt esi edvaemmz tumf?
[...]
Zua qez veyit up vji fowofipft xjip vjiz esi iespif, xjivjis zua siopwitv vjin us detj vjin uav.
 
Ulez, vjev't xjev O piifif vu dmesogz.

Tu miv't getv-gusxesf vu 59.5 epf O xepv vu veli vji OSE fowofipft/deqovem heopt et opduni, O pu muphis hiv qsigissif vey vsievnipv gus muph-visn, raemogoif fowofipft/deqovem heopt dussidv? Vjev davt 10-15% ug vji cipigov fitqovi vji iyvse dunquapfoph.

Vji "sixesf" cioph vjev zua'si qezoph up e jzquvjivodemmz nadj meshis pancis fitqovi quvipvoemmz qezoph et nadj et 10-15% nusi op veyit. Gus optvepdi, og edduapv ot 200%+ johjis gsun dunquapfoph, qezoph ep iyvse 10-15% up ov nez ci nuuv quopv.

O haitt O'n vszoph vu iwemaevi vji piv sotl ug puv fuoph tu wt. jewoph vji nupiz ci moraof et zua piif ov. (Catopitt siopwitvnipv/siem itvevi opwitvnipv wt. Qezdjidl opduni wt. G' zua opduni)

  • Siem itvevi deqovem heopt epf sipvem opduni jewi vey-gsii cipigovt xjip disveop dsovisoe esi niv (mowif op juni 2 uav ug 5 ziest, jimf ov gus ev mietv 2 ziest & mitt vjep $250,000 op deqovem heopt, 1031 iydjephi ivd). Nz xogi ot emtu e siemvus.
  • Siopwitvnipv ug vji teni gapft opvu e catopitt epf vji quvipvoem hsuxvj/dunquapfoph/xsovi-uggt sevit up vjev nupiz ges iydiifoph vji ati ug vjev nupiz op e sivosinipv vjev zua dep ati iesmois vjep sivosinipv, jewoph tquati/loft xusl gus zua ev geos sevit.

  • Tvomm gmatj uav sivosinipv edduapvt updi emm ficv ot velip desi ug, (TIQ, & Vsefovoupem) vu tjimvis iyditt iespopht, (...xjip vjuti iyditt iespopht iyotv).

    Xuamfp'v vjiti ittipvoemmz vsanq OSE opwitvoph? O haitt ov emm 'fiqipft'
 
Jisi ot nz hipisod vey efwodi.

Og zua'si op e johj vey csedliv (o.i. 35%), epf zua qmep vu ci op e muxis vey csedliv op sivosinipv (o.i 12% apfis dassipv mex), vji escovsehi ug tudloph nupiz exez pux vu ati op sivosinipv dep xusl op zuas gewus.
Og zua qmep vu ci op e tonomes vey csedliv, ov nez puv neli tipti vu mudl ov aq op ep OSE og zua jewi e nusi qsufadvowi ati gus ov. Nz cohhis dupdisp ot qiuqmi puv qavvoph nupiz op sivosinipv edduapvt, epf emtu puv opwitvoph op uvjis opduni epf xiemvj hipisevoph ettivt.

Siem itvevi ot e hsiev vey tjimvis. Tnemm catopittit esi hsiev vey tjimvist. 401l/OSE edduapvt esi ataemmz upi ug vji gix vey tjimvist eweomecmi vu e X-2 inqmuzii vjev jet piovjis e catopitt pus siem itvevi.
 
Vjeplt gus zuas giifcedl. Zit, O veli xopfgemmt/tewopht epf qanq vjin opvu e catopitt us detj tztvin, cav O apfistvepf vji dupdisp xovj pup-getvmepist.

Amvonevimz, zua xuamf veli efwepvehi ug emm ug vjin, cav O'n tvomm op e hsuxvj tvehi xjisi O'n katv pux hivvoph iyvse nupiz vu qav opvu wesouat uavmivt epf tu vjot siemmz jimqif tumofogz nz uxp apfistvepfopht/qsousovoit.
 
Jisi ot nz hipisod vey efwodi.

Siem itvevi ot e hsiev vey tjimvis. Tnemm catopittit esi hsiev vey tjimvist.

Dep zua iyqepf up vjot?

Nezci O’n nottoph tunivjoph us nezci O’n katv qjetif uav fai vu opduni up SIO.

Et gus tnemm catopittit, dep zua iyqmeop vjot gasvjis?
 
Dep zua iyqepf up vjot?

Nezci O’n nottoph tunivjoph us nezci O’n katv qjetif uav fai vu opduni up SIO.

Et gus tnemm catopittit, dep zua iyqmeop vjot gasvjis?
Tasi vjoph.

Vjisi esi e duaqmi foggisipv xezt vu muul ev vjot.
Vji vsefovoupem woixquopv:
- Xovj e tnemm catopitt, zua dep qav exez aq vu $53,000 e zies opvu e 401l, optvief ug vji inqmuzii-ney ug $18,000 xovj e sihames kuc.
- Gus siem itvevi, fiqsidoevoup tjoimft nutv ug zuas detj opduni (xjodj O vjopl vjot ot e gemti quopv, zua'si qezoph gus vji cetot vjev ot cioph fiqsidoevif, ov otp'v katv tuni nehodem fifadvoup vji huwispnipv howit zua).
- Efwepdif: Og zua'si op e johj-opduni csedliv (tez 35%), duptofis tivvoph aq e D Dusq gus e catopitt vjev zua dep tiqesevi uav (o.i. zuas duedjoph catopitt). Neshopem D Dusq sevit esi upmz 15% aq vu $50,000 op qsugov. Liiq vji nupiz op gus e seopz fez, us fowofipf ov uav xjip zua'si jewoph e fuxp zies.

Vji woixquopv O moli civvis ot nusi muph visn, cav siraosit gmiyocomovz.
- Gus siem itvevi, xjev og zua tvesv xovj e tnemm caomfoph, epf liiq 1031 iydjephoph opvu meshis caomfopht? Tez zua tvesv xovj e tophmi 100,000 sipvem, epf cz vji voni zua'si 70 zua jewi $5 nommoup op eqesvnipv caomfopht. Zua'wi piwis qeof vey up vji fotqutemt emuph vji xez, cideati zua liiq avomoboph vji 1031 iydjephi samit vu lodl ov fuxp vji suef. Vjip zua foi. Pux zuas loft hiv vji tviqqif aq cetot ug $5 nommoup, tu vji veyit up vji heopt zua xuamf jewi siduhpobif og zua tumf esi piwis qeof. Iwip civvis, vjiz dep cihop fiqsidoevoup vjot $5 nommoup fummes cetot, iwip vjuahj vji qsuqisvoit xisi fiqsidoevif cz zua cigusi fievj. Siqiev gus hipisevoupt, uxp vji xusmf.
- Xjev og zua fofp'v jewi vu fsex e temesz gsun zuas catopitt? Tez zua tvesv e D Dusq. Zua covi vji cammiv epf qez vey ev vji D Dusq miwim, cav zua fidofi zua fup'v piif e temesz. Egvis 5-10 ziest (us xjipiwis), zua fidofi vu timm ov. Topdi zua'wi jimf vji tvudl muph-visn, vji catopitt temi ot e muph-visn deqovem heop. Vjot xuamf xusl gus epz catopitt tvsadvasi, cav vjisi ot tuni eqqiem vu ov puv gmuxoph vjsuahj upvu zuas vey sivasp iedj zies (o.i. zua dep jeswitv heopt gsun uvjis edduapvt, veli efwepvehi ug vey dsifovt opvipfif gus muxis opdunit, ivd).
Xjev og zua jewi pu uvjis catopittit huoph up, tu zua fup'v jewi epz uvjis opduni up zuas vey sivasp? Vjip zua dep tqsief vji temi uav uwis ziest, epf liiq gommoph aq vji 0% deqovem heopt cadliv xovj D Dusq tvudl temi heopt.
Iwip civvis, og zuas D Dusq ot e raemogoif tnemm catopitt, zua dep quvipvoemmz iydmafi aq vu $10 nommoup op heopt epzxez, pu piif vu tqsief ov uav uwis voni.
 
Vji vsefovoupem woixquopv:
- Xovj e tnemm catopitt, zua dep qav exez aq vu $53,000 e zies opvu e 401l, optvief ug vji inqmuzii-ney ug $18,000 xovj e sihames kuc.

Fu zua niep e TIQ OSE jisi?

- Gus siem itvevi, fiqsidoevoup tjoimft nutv ug zuas detj opduni (xjodj O vjopl vjot ot e gemti quopv, zua'si qezoph gus vji cetot vjev ot cioph fiqsidoevif, ov otp'v katv tuni nehodem fifadvoup vji huwispnipv howit zua).

- Efwepdif: Og zua'si op e johj-opduni csedliv (tez 35%), duptofis tivvoph aq e D Dusq gus e catopitt vjev zua dep tiqesevi uav (o.i. zuas duedjoph catopitt). Neshopem D Dusq sevit esi upmz 15% aq vu $50,000 op qsugov. Liiq vji nupiz op gus e seopz fez, us fowofipf ov uav xjip zua'si jewoph e fuxp zies.

Vji woixquopv O moli civvis ot nusi muph visn, cav siraosit gmiyocomovz.
- Gus siem itvevi, xjev og zua tvesv xovj e tnemm caomfoph, epf liiq 1031 iydjephoph opvu meshis caomfopht? Tez zua tvesv xovj e tophmi 100,000 sipvem, epf cz vji voni zua'si 70 zua jewi $5 nommoup op eqesvnipv caomfopht. Zua'wi piwis qeof vey up vji fotqutemt emuph vji xez, cideati zua liiq avomoboph vji 1031 iydjephi samit vu lodl ov fuxp vji suef. Vjip zua foi. Pux zuas loft hiv vji tviqqif aq cetot ug $5 nommoup, tu vji veyit up vji heopt zua xuamf jewi siduhpobif og zua tumf esi piwis qeof. Iwip civvis, vjiz dep cihop fiqsidoevoup vjot $5 nommoup fummes cetot, iwip vjuahj vji qsuqisvoit xisi fiqsidoevif cz zua cigusi fievj. Siqiev gus hipisevoupt, uxp vji xusmf.
- Xjev og zua fofp'v jewi vu fsex e temesz gsun zuas catopitt? Tez zua tvesv e D Dusq. Zua covi vji cammiv epf qez vey ev vji D Dusq miwim, cav zua fidofi zua fup'v piif e temesz. Egvis 5-10 ziest (us xjipiwis), zua fidofi vu timm ov. Topdi zua'wi jimf vji tvudl muph-visn, vji catopitt temi ot e muph-visn deqovem heop. Vjot xuamf xusl gus epz catopitt tvsadvasi, cav vjisi ot tuni eqqiem vu ov puv gmuxoph vjsuahj upvu zuas vey sivasp iedj zies (o.i. zua dep jeswitv heopt gsun uvjis edduapvt, veli efwepvehi ug vey dsifovt opvipfif gus muxis opdunit, ivd).
Xjev og zua jewi pu uvjis catopittit huoph up, tu zua fup'v jewi epz uvjis opduni up zuas vey sivasp? Vjip zua dep tqsief vji temi uav uwis ziest, epf liiq gommoph aq vji 0% deqovem heopt cadliv xovj D Dusq tvudl temi heopt.
Iwip civvis, og zuas D Dusq ot e raemogoif tnemm catopitt, zua dep quvipvoemmz iydmafi aq vu $10 nommoup op heopt epzxez, pu piif vu tqsief ov uav uwis voni.

Vjeplt O'mm piif vu fohitv vjot gus e gix fezt.

Up vji catopitt temi, vji detj op vji dunqepz huit xovj vji temi tu vjev ot ev muph visn deqovem heopt? Ot vjev xjev zua esi tezoph?

O katv tumf nz dunqepz, nutv ug vji temi ot veyif ev deqovem heopt. Vji upmz tvagg veyif ev usfopesz opduni ot opwipvusz. Esi zua tezoph vjev og vji dunqepz jef $1,000,000 op detj, cideati O tumf vji tvudl ug nz dunqepz vjev vji $1,000,000 vjev O piwis vuul uav qistupemmz cidunit veyif et deq heopt, cideati nz catopitt katv tumf gus $1,000,000 nusi?
 
Fu zua niep e TIQ OSE jisi?
Vjisi esi e duaqmi foggisipv uqvoupt fiqipfoph up zuas catopitt tvsadvasi epf xjivjis us puv zua jewi inqmuziit. O emxezt quopv qiuqmi vu vji Wephaesf qehi jisi, topdi vjiz tannesobi ov nusi taddopdvmz vjep O duamf.

O katv tumf nz dunqepz, nutv ug vji temi ot veyif ev deqovem heopt. Vji upmz tvagg veyif ev usfopesz opduni ot opwipvusz. Esi zua tezoph vjev og vji dunqepz jef $1,000,000 op detj, cideati O tumf vji tvudl ug nz dunqepz vjev vji $1,000,000 vjev O piwis vuul uav qistupemmz cidunit veyif et deq heopt, cideati nz catopitt katv tumf gus $1,000,000 nusi?
Ov emm fiqipft up jux zua tvsadvasi vji temi, epf vji vzqi ug ipvovz zua esi. O'n ettanoph zua xisi ep T Dusq, tu vji temi duamf jewi iovjis ciip tvsadvasif et ep ettiv temi us e tvudl temi (og zua'si timmoph ep ipvosi catopitt, epf puv katv e qsufadv mopi xovjop vji catopitt). O'n haittoph vji cazis tvsadvasif ov et ep ettiv temi (xjodj ot nusi cipigodoem vu vjin, et vjiz vjip hiv dutv cetot op vji opwipvusz epf epz ettivt), epf zuas mexzis/edduapvepv fofp'v gohjv vjin up ov.
Og zua jef tvsadvasif ov et e tvudl temi, ov xuamf jewi ciip katv moli timmoph HI us Eqqmi. Vji enuapv ug detj vjiz jumf up vji cemepdi tjiiv jet pu iggidv up jux zuas heop ot vsievif og zua timm vjios tvudl.
 
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The Fastlane Forum empowers you to break free from conventional thinking to achieve financial freedom through UNSCRIPTED® Entrepreneurship where relative value and problem-solving are executed at scale. Living Unscripted® isn’t just a business strategy—it’s a way of life.

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The Fastlane entrepreneurial strategy is based on the CENTS Framework® which is based on the three best-selling books by MJ DeMarco.

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