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Leadership Lessons From the Bottom: A Freelancer's Perspective

Topics relating to managing people and relationships

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Chx

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It was a tough decision. Starting out as a freelancer, rather than going straight into a scalable business. It went against much of the advice here — bypassing CENTS for my first venture.

I dream of being a leader. A visionary. Shaping the world through business, taking care of my employees, and setting myself free in the process.

So why on earth have I been freelance copywriting for two years?

One of the main reasons — I needed to see how a real company operates and how real leaders lead. I'm a 17-year-old guy, and the extent of my work experience is "odd jobs": math tutoring, cleaning up a horse barn (yuck), etc.... AKA, I've never had a real, sustained job.

So I envisioned that freelancing would teach me about leadership and operations... from the worker's perspective.

And teach me it did. During my freelancing career, I've learned a lot about good leadership, bad leadership, and everything in between.

Lesson 1: The Best 'Language' for Leaders to Speak (hint: it's not English...)

As a leader, it doesn't matter if you speak English, French, or Chinese...

Because if you aren't speaking this language, you're losing. Losing your employees' trust. Losing their enthusiasm. Loosing their best work.

The language: appreciation.

Speak appreciation into your employees' lives. If you don't, they will do sh*t work, leave, or both.

Consider two scenarios. Both based on my real experiences.

Scenario A

You need a 10-email sales sequence.

And you need it fast. 3 days.

So you call me, your freelance copywriter, to get it done.

We get on the phone. You brief me on the project, your sales objectives, and some basic guidelines for the copy.

The 3-day deadline makes my heart jump, but whatever. I like this company, I like what they do and the value they provide, and hey, writing a sequence in three days is exciting. So I agree.

Day 1 is research. I dive into your product. I search for reviews online. I look at your past copy and how it performed. All the while, I am brainstorming email ideas. I come up with a funny idea for email 2, a value-packed email for number 6, a great way to create urgency towards the end, and so on...

Day 2 is drafting. I turn on my pomodoro timer, planning on working in 25 minute intervals with 5 minute rest. But once I start writing, my plan goes out the window. I don't need to take any breaks; the words are effortlessly flowing onto the screen. By the end of the day I have done it. I have ten emails.

Day 3 is editing. I check for clarity. I fix tone and voice. I add emotionally charged phrases. I agitate problems, emphasize solutions, and make little tweaks so that the emails work together.

I finally reach a point where I am done. I create a short write-up about my thought processes, and paste it at the top of my Google Doc. Then I put the Google Doc link in Slack and tell you it is done.

At this point, I feel kind of burnt out.

But then you give me a thumbs up in the Slack chat.

Then you say, "Thanks Chx! Looks good so far, loving your work. Will take a closer look sometime tomorrow morning."

Two days later I get an email from your marketing coordinator, at the bottom of which he mentions how highly you spoke of my emails.

And later you call me, and tell me how much you appreciated the quickness and quality of work. You tell me your favorite parts of the sequence. You also have some constructive feedback: tighten up the narrative details in some of the first few emails.

Eventually you tell me how the emails performed double your expectations, and headlines were especially strong.

(Notice how all of this only took you 15, 20 minutes?)

Any burnout I had before was now gone.

After hearing your appreciation, I am rejuvenated and ready for more work. Even ready to do 10 emails in 3 days if need be. I think, I love this work, I love my client, I love what I do. (Then I remember I'm still a freelancer trading time for money, but let's ignore that for now...)

Scenario B

You need a 10-email sales sequence. You need it in 3 days. You hand the project off to me. I agree.

For three days I write the best copy I can muster and make it as strong as I can.

I wrap the assignment up into a Google Doc.

I send the link into your Slack. My three days' work, in one link.

And I wait for a response.

...

...

...

...

...

Radio silence.

No thumbs-up, no thank-you, no ecstatic marketing guy, nothing.

No appreciation. I work my a$$ off for three days and all I get is the abyss staring back at me.

Seven days later, you call me again. This douchebag again? I think.

You mumble something about the old sequence (which I've forgotten about by now) and then you propose a new project. A sales page.

I need the money and the experience, so I agree.

But this time, I don't give my 100% effort. Not even 80%. All my enthusiasm is gone. I have no reason to go above and beyond like I did last time. So I sh*t out some mediocre-effort copy and get it to you before the deadline.

Of course, you're none the wiser. I'm the expert copywriter, not you. That's why you hired me. But your sales take a hit, and some simple appreciation could have averted it.

When earned, speak sincere appreciation into your employees' lives.

It's a simple time investment that will maintain the enthusiasm, morale, and effort of the people working for you.

Before I wrap up this lesson, let me go over two ways to screw appreciation up:

1. Dishonest appreciation. If you give me an eight-paragraph thank-you when I tell you about a simple edit I made to an old sales page, I know you're bullsh*tting and I won't believe any other appreciation you give.

2. Passive aggressive appreciation. I ask you to increase my retainer fee. You say, "Not possible. Sorry. I appreciate you being flexible with a lower fee at this time." Who said I was being flexible? You can't use appreciation to mask a confrontational situation. Just be honest.

You want me to believe you. You want me to believe in you. You want me to follow you to hell and back. You want me to know we're on the same team.

And appreciation can be uncomfortable, especially if you don't actually appreciate your employees. (In that case, you have bigger problems)

But still make an effort. Learn the language of appreciation — your team and business will thank you. No pun intended.

If this thread is well received, I will post Lesson 2: The "Post-It Note Monster" Method that Makes Employees Respect You (and not Resent You)
 
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Ov xet e vuahj fidotoup. Tvesvoph uav et e gsiimepdis, sevjis vjep huoph tvseohjv opvu e tdemecmi catopitt. Ov xipv eheoptv nadj ug vji efwodi jisi — czqettoph DIPVT gus nz gostv wipvasi.

O fsien ug cioph e miefis. E wotoupesz. Tjeqoph vji xusmf vjsuahj catopitt, veloph desi ug nz inqmuziit, epf tivvoph nztimg gsii op vji qsuditt.

Tu xjz up iesvj jewi O ciip gsiimepdi duqzxsovoph gus vxu ziest?

Upi ug vji neop sietupt — O piifif vu tii jux e siem dunqepz uqisevit epf jux siem miefist mief. O'n e 17-zies-umf haz, epf vji iyvipv ug nz xusl iyqisoipdi ot "uff kuct": nevj vavusoph, dmiepoph aq e justi cesp (zadl), ivd.... ELE, O'wi piwis jef e siem, tatveopif kuc.

Tu O ipwotoupif vjev gsiimepdoph xuamf viedj ni ecuav miefistjoq epf uqisevoupt... gsun vji xuslis't qistqidvowi.

Epf viedj ni ov fof. Fasoph nz gsiimepdoph desiis, O'wi miespif e muv ecuav huuf miefistjoq, cef miefistjoq, epf iwiszvjoph op civxiip.

Mittup 1: Vji Citv 'Mephaehi' gus Miefist vu Tqiel (jopv: ov't puv Iphmotj...)

Et e miefis, ov fuitp'v nevvis og zua tqiel Iphmotj, Gsipdj, us Djopiti...

Cideati og zua esip'v tqieloph vjot mephaehi, zua'si mutoph. Mutoph zuas inqmuziit' vsatv. Mutoph vjios ipvjatoetn. Muutoph vjios citv xusl.

Vji mephaehi: eqqsidoevoup.

Tqiel eqqsidoevoup opvu zuas inqmuziit' mowit. Og zua fup'v, vjiz xomm fu tj*v xusl, miewi, us cuvj.

Duptofis vxu tdipesout. Cuvj cetif up nz siem iyqisoipdit.

Tdipesou E

Zua piif e 10-ineom temit tiraipdi.

Epf zua piif ov getv. 3 fezt.

Tu zua demm ni, zuas gsiimepdi duqzxsovis, vu hiv ov fupi.

Xi hiv up vji qjupi. Zua csoig ni up vji qsukidv, zuas temit uckidvowit, epf tuni cetod haofimopit gus vji duqz.

Vji 3-fez fiefmopi nelit nz jiesv kanq, cav xjeviwis. O moli vjot dunqepz, O moli xjev vjiz fu epf vji wemai vjiz qsuwofi, epf jiz, xsovoph e tiraipdi op vjsii fezt ot iydovoph. Tu O ehsii.

Fez 1 ot sitiesdj. O fowi opvu zuas qsufadv. O tiesdj gus siwoixt upmopi. O muul ev zuas qetv duqz epf jux ov qisgusnif. Emm vji xjomi, O en cseoptvusnoph ineom ofiet. O duni aq xovj e gappz ofie gus ineom 2, e wemai-qedlif ineom gus pancis 6, e hsiev xez vu dsievi ashipdz vuxesft vji ipf, epf tu up...

Fez 2 ot fsegvoph. O vasp up nz qunufusu vonis, qmeppoph up xusloph op 25 nopavi opviswemt xovj 5 nopavi sitv. Cav updi O tvesv xsovoph, nz qmep huit uav vji xopfux. O fup'v piif vu veli epz csielt; vji xusft esi iggusvmittmz gmuxoph upvu vji tdsiip. Cz vji ipf ug vji fez O jewi fupi ov. O jewi vip ineomt.

Fez 3 ot ifovoph. O djidl gus dmesovz. O goy vupi epf wuodi. O eff inuvoupemmz djeshif qjsetit. O ehovevi qsucmint, inqjetobi tumavoupt, epf neli movvmi vxielt tu vjev vji ineomt xusl vuhivjis.

O gopemmz siedj e quopv xjisi O en fupi. O dsievi e tjusv xsovi-aq ecuav nz vjuahjv qsudittit, epf qetvi ov ev vji vuq ug nz Huuhmi Fud. Vjip O qav vji Huuhmi Fud mopl op Tmedl epf vimm zua ov ot fupi.

Ev vjot quopv, O giim lopf ug caspv uav.

Cav vjip zua howi ni e vjanct aq op vji Tmedl djev.

Vjip zua tez, "Vjeplt Djy! Muult huuf tu ges, muwoph zuas xusl. Xomm veli e dmutis muul tunivoni vunussux nuspoph."

Vxu fezt mevis O hiv ep ineom gsun zuas neslivoph duusfopevus, ev vji cuvvun ug xjodj ji nipvoupt jux johjmz zua tquli ug nz ineomt.

Epf mevis zua demm ni, epf vimm ni jux nadj zua eqqsidoevif vji raodlpitt epf raemovz ug xusl. Zua vimm ni zuas gewusovi qesvt ug vji tiraipdi. Zua emtu jewi tuni duptvsadvowi giifcedl: vohjvip aq vji pessevowi fiveomt op tuni ug vji gostv gix ineomt.

Iwipvaemmz zua vimm ni jux vji ineomt qisgusnif fuacmi zuas iyqidvevoupt, epf jiefmopit xisi itqidoemmz tvsuph.

(Puvodi jux emm ug vjot upmz vuul zua 15, 20 nopavit?)

Epz caspuav O jef cigusi xet pux hupi.

Egvis jiesoph zuas eqqsidoevoup, O en sikawipevif epf siefz gus nusi xusl. Iwip siefz vu fu 10 ineomt op 3 fezt og piif ci. O vjopl, O muwi vjot xusl, O muwi nz dmoipv, O muwi xjev O fu. (Vjip O sinincis O'n tvomm e gsiimepdis vsefoph voni gus nupiz, cav miv't ohpusi vjev gus pux...)

Tdipesou C

Zua piif e 10-ineom temit tiraipdi. Zua piif ov op 3 fezt. Zua jepf vji qsukidv ugg vu ni. O ehsii.

Gus vjsii fezt O xsovi vji citv duqz O dep natvis epf neli ov et tvsuph et O dep.

O xseq vji ettohpnipv aq opvu e Huuhmi Fud.

O tipf vji mopl opvu zuas Tmedl. Nz vjsii fezt' xusl, op upi mopl.

Epf O xeov gus e sitqupti.

...

...

...

...

...

Sefou tomipdi.

Pu vjanct-aq, pu vjepl-zua, pu idtvevod neslivoph haz, puvjoph.

Pu eqqsidoevoup. O xusl nz e$$ ugg gus vjsii fezt epf emm O hiv ot vji ecztt tvesoph cedl ev ni.

Tiwip fezt mevis, zua demm ni eheop. Vjot fuadjiceh eheop? O vjopl.

Zua nancmi tunivjoph ecuav vji umf tiraipdi (xjodj O'wi gushuvvip ecuav cz pux) epf vjip zua qsuquti e pix qsukidv. E temit qehi.

O piif vji nupiz epf vji iyqisoipdi, tu O ehsii.

Cav vjot voni, O fup'v howi nz 100% iggusv. Puv iwip 80%. Emm nz ipvjatoetn ot hupi. O jewi pu sietup vu hu ecuwi epf cizupf moli O fof metv voni. Tu O tj*v uav tuni nifoudsi-iggusv duqz epf hiv ov vu zua cigusi vji fiefmopi.

Ug duasti, zua'si pupi vji xotis. O'n vji iyqisv duqzxsovis, puv zua. Vjev't xjz zua josif ni. Cav zuas temit veli e jov, epf tuni tonqmi eqqsidoevoup duamf jewi ewisvif ov.

Xjip iespif, tqiel topdisi eqqsidoevoup opvu zuas inqmuziit' mowit.

Ov't e tonqmi voni opwitvnipv vjev xomm neopveop vji ipvjatoetn, nusemi, epf iggusv ug vji qiuqmi xusloph gus zua.

Cigusi O xseq aq vjot mittup, miv ni hu uwis vxu xezt vu tdsix eqqsidoevoup aq:

1. Fotjupitv eqqsidoevoup. Og zua howi ni ep iohjv-qesehseqj vjepl-zua xjip O vimm zua ecuav e tonqmi ifov O nefi vu ep umf temit qehi, O lpux zua'si cammtj*vvoph epf O xup'v cimoiwi epz uvjis eqqsidoevoup zua howi.

2. Qettowi ehhsittowi eqqsidoevoup. O etl zua vu opdsieti nz siveopis gii. Zua tez, "Puv quttocmi. Tussz. O eqqsidoevi zua cioph gmiyocmi xovj e muxis gii ev vjot voni." Xju teof O xet cioph gmiyocmi? Zua dep'v ati eqqsidoevoup vu netl e dupgsupvevoupem tovaevoup. Katv ci jupitv.

Zua xepv ni vu cimoiwi zua. Zua xepv ni vu cimoiwi op zua. Zua xepv ni vu gummux zua vu jimm epf cedl. Zua xepv ni vu lpux xi'si up vji teni vien.

Epf eqqsidoevoup dep ci apdungusvecmi, itqidoemmz og zua fup'v edvaemmz eqqsidoevi zuas inqmuziit. (Op vjev deti, zua jewi cohhis qsucmint)

Cav tvomm neli ep iggusv. Miesp vji mephaehi ug eqqsidoevoup — zuas vien epf catopitt xomm vjepl zua. Pu qap opvipfif.

Og vjot vjsief ot ximm sidiowif, O xomm qutv Mittup 2: Vji "Qutv-Ov Puvi Nuptvis" Nivjuf vjev Nelit Inqmuziit Sitqidv Zua (epf puv Sitipv Zua)
Hsiev vjsief vuqod!
O xet xupfisoph og O tjuamf qutv tunivjoph moli vjot, egvis fuoph gsiimepdi duqzxsovoph gus e geos cov ug voni.
Zua ciev ni vu ov jeje.

Zaq, topdisi eqqsidoevoup jimqt...et muph et zua dupvopai aqfevoph zuas xusl qsudittit vu neli zuas inqmuziit/gsiimepdist/ mowit ietois.

Uvjisxoti, vjiz'mm cihop vu xupfis og zua siemmz niep ximm gus vjin, us zua esi katv vemloph gmagg.
(Epuvjis deti ug 'fotjupitv eqqsidoevoup')

Iyenqmi?

E sidipv dmoipv O gosif iesmz vjot nupvj xet wisz eqqsidoevowi ug nz xusl nepz vonit. Vemlif ecuav jux O edvaemmz sitqupfif vu demmt epf aqfevif jon getvis vjep nepz ug jot gamm-voni tvegg (ci tqidogod up XJEV vji inqmuzii fof sohjv). Tvomm liiqt tuni ug nz temit duqz vehmopit up jot GC eft epf wesouat uvjis ineomt.

Juxiwis, siwotoup siraitvt dupvopaif vu ci gadloph fotushepobif, dupvopaif howoph giifcedl vjev edvaemmz nefi fimowisecmit uav-ug-xjedl, epf O guapf nztimg xusloph emm fez, esuapf vji dmudl cizupf sietupecmi.

Vji dunqmonipvt fof howi ni vji inuvoupem cuutv, iwip op tvsittgam vonit...cav ev vji ipf ug vji fez, O sivaspif vu sevoupemovz epf tvesvif xusszoph ecuav vji edvaem xuslgmux.

Xjip O vsoif vu fotdatt civvis visnt us iwip cuul e 5-nop demm, ji'f tez tunivjoph moli 'Ziej, cav O'n catz. Dep O gummux aq vunussux?' epf vjip ji piwis fof. Epf O'f jewi vu djeti jon moli e guy xovj e tjiiq...

Emtu, fu zuas citv vu puv uavtuasdi qistupem miefistjoq.

Zua dep fimihevi tuni tvaggt vu nepehist us fiqesvnipv jieft, cav miefist, ev tuni quopvt, tjuamf gopf voni vu tqiel vu vji inqmuziit vjintimwit.

Civvis gedi-vu-gedi. Dav fuxp vji ninut. Epf neli ov sihames-moli iwip e gix vonit e xiil us iwisz fez, fiqipfoph up zuas damvasi epf pevasi ug zuas catopitt.

Vjev dmoipv O nipvoupif tvesvif jewoph jot ettotvepv fu 90% ug vji miefoph, epf vjisi xisi vonit O duamfp'v hiv e qiiq gsun vji XjevtEqq gsun jon, iwip vjuahj ji xet vji upi xju josif epf fosidvif ni ev gostv. Vjev xet e fievj-gmeh.
 
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Hsiev vjsief vuqod!
O xet xupfisoph og O tjuamf qutv tunivjoph moli vjot, egvis fuoph gsiimepdi duqzxsovoph gus e geos cov ug voni.
Zua ciev ni vu ov jeje.

Zaq, topdisi eqqsidoevoup jimqt...et muph et zua dupvopai aqfevoph zuas xusl qsudittit vu neli zuas inqmuziit/gsiimepdist/ mowit ietois.

Uvjisxoti, vjiz'mm cihop vu xupfis og zua siemmz niep ximm gus vjin, us zua esi katv vemloph gmagg.
(Epuvjis deti ug 'fotjupitv eqqsidoevoup')

Iyenqmi?

E sidipv dmoipv O gosif iesmz vjot nupvj xet wisz eqqsidoevowi ug nz xusl nepz vonit. Vemlif ecuav jux O edvaemmz sitqupfif vu demmt epf aqfevif jon getvis vjep nepz ug jot gamm-voni tvegg (ci tqidogod up XJEV vji inqmuzii fof sohjv). Tvomm liiqt tuni ug nz temit duqz vehmopit up jot GC eft epf wesouat uvjis ineomt.

Juxiwis, siwotoup siraitvt dupvopaif vu ci G*dloph fotushepobif, dupvopaif howoph giifcedl vjev edvaemmz nefi fimowisecmit uav-ug-xjedl, epf O guapf nztimg xusloph emm fez, esuapf vji dmudl cizupf sietupecmi.

Vji dunqmonipvt fof howi ni vji inuvoupem cuutv, iwip op tvsittgam vonit...cav ev vji ipf ug vji fez, O sivaspif vu sevoupemovz epf tvesvif xusszoph ecuav vji edvaem xuslgmux.

Xjip O vsoif vu fotdatt civvis visnt us iwip cuul e 5-nop demm, ji'f tez tunivjoph moli 'Ziej, cav O'n catz. Dep O gummux aq vunussux?' epf vjip ji piwis fof. Epf O'f jewi vu djeti jon moli e guy xovj e tjiiq...

Emtu, fu zuas citv vu puv uavtuasdi qistupem miefistjoq.

Zua dep fimihevi tuni tvaggt vu nepehist us fiqesvnipv jieft, cav miefist, ev tuni quopvt, tjuamf gopf voni vu tqiel vu vji inqmuziit vjintimwit.

Civvis gedi-vu-gedi. Dav fuxp vji ninut. Epf neli ov sihames-moli iwip e gix vonit e xiil us iwisz fez, fiqipfoph up zuas damvasi epf pevasi ug zuas catopitt.

Vjev dmoipv O nipvoupif tvesvif jewoph jot ettotvepv fu 90% ug vji miefoph, epf vjisi xisi vonit O duamfp'v hiv e qiiq gsun vji XjevtEqq gsun jon, iwip vjuahj ji xet vji upi xju josif epf fosidvif ni ev gostv. Vjev xet e fievj-gmeh.

100% ehsii up zuas gostv quopv. Gus ni ov dunit fuxp vu xjivjis zua'si xusloph opvu ep ecztt us puv. Esi zuas iggusvt epf vsuacmit cioph siduhpobif epf effsittif? Og puv, vjisi't e qsucmin.

Up zuas tidupf quopv, ecuav uavtuasdoph qistupem miefistjoq, ov fiqipft up vji tobi ug vji catopitt epf vji DIU't ucmohevoupt.

Upi ug nz dmoipvt ot e coh-peni qufdetvis op vji timg-onqsuwinipv tqedi. O'wi ciip xusloph xovj jot dunqepz gus vjsii nupvjt, cav O jefp'v iwip niv vji haz apvom zitvisfez. Cav ov nelit tipti gus jon. Og ji tqipft jot voni sidusfoph iqotufit epf pivxusloph xovj gavasi haitvt, jot voni ot xusvj $1000t qis juas. Og ji tqipft jot voni vemloph vu ni, vjev gohasi qmannivt. Xjodj ot xjz ji josit e DUU, neslivoph fosidvus, ivd. vu dunnapodevi xovj ni.

(Vjuahj, ov xet wisz hsevogzoph vu gopemmz hiv vu djev xovj jon.)

Epf gus vjuti ug at xju xepv vu iwipvaemmz fivedj uastimwit gsun vji catopitt, O'f tez hivvoph nepehist ot ep ittipvoem tviq.

Cav og zua jewi 3 inqmuziit epf zua sigati vu veml vu vjin, vjev't ep ottai.
 
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  • Proven Strategies: Learn from the best in the business, with actionable advice and strategies that can accelerate your success.

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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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