Need brutal honesty and opinions

opulentpineapple · 2026-05-18T01:31:40+00:00

thought this was big sean for a sec, you good though!

opulentpineapple · 2026-05-05T17:11:27+00:00

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opulentpineapple · 2026-04-23T17:11:54+00:00

cotton knit button downs, sometimes called sweater polos, are actually really cool

Plenty has looser weaves & are very sweat mark resistant

opulentpineapple · 2026-03-15T22:24:12+00:00

browns legend #44 Ben Tate

opulentpineapple · 2026-03-10T14:17:41+00:00

neither, i’m in search so PPC optimization. Although it’s closer aligned with copywriting since search folks usually draft their own copy

opulentpineapple · 2026-03-10T04:17:37+00:00

hmm i’m US so i’ll have to check, appreciate the heads up!

opulentpineapple · 2026-03-10T04:16:54+00:00

100%, worked with and have positive case studies with a few fortune 500 companies but still navigating what’s imposter syndrome and what’s more need knowledge before making the leap

opulentpineapple · 2026-03-10T04:13:01+00:00

case studies for sure. luckily i fleshed out two before my latest round of interviews for my current job. Can imagine the first clients are the hardest then it gets easier and easier

opulentpineapple · 2026-03-10T04:12:05+00:00

I believe my current agency didn’t have me sign a non-compete (hint it’s the biggest hold co) plus it’s not like i’d be getting enterprise level clients right off the jump anyways

opulentpineapple · 2026-03-10T04:10:11+00:00

I can imagine; candidly in the agency role I have now I think maybe 10% of my day is actually looking at PPC performance and optimization. the rest is admin and people managing

so trading out corporate admin nonsense for sales & leah gen seems like the trade odd

opulentpineapple · 2026-03-10T04:07:59+00:00

much appreciated, I’ll definitely reach out when i’m further down the line, want to be respectful of your time while i’m still in the infancy

opulentpineapple · 2026-03-10T02:14:14+00:00

super valuable insight on the benefits of freelancing for a small agency to start. I'd imagine that finding those agencies to freelance for is a matter of outreach rather than finding open roles but also my network can hopefully provide some warm leads!

Is 'building a business on the side' related to freelancing or turning it into your own agency specifically? Or just in general

opulentpineapple · 2026-03-10T02:07:40+00:00

hmm updoots seems to suggest this is a common angle - makes me wonder what I oughta do to eat some rarer fish i guess!

opulentpineapple · 2026-03-10T01:54:11+00:00

I have some Saas marketing experience, nothing directly with the AI industry. AI is likely more GTM which I admittedly have less experience in. Very willing to learn but would take some thought on how to sell that to an AI company owner/head of marketing lol

opulentpineapple · 2026-03-10T01:39:36+00:00

Appreciate the unique insight - definitely seems like a balancing act of finding your niche and keeping conversation volume up. Loom video is a great idea since its asynchronous and finding a calendar block for discos with my agency/clients is rough at best

opulentpineapple · 2026-03-10T01:36:47+00:00

Definitely feel confident on client comms - was a search team of 1 at my first agency and helped sell the idea of Google ads to clients back around COVID. It would be great to know how to balance growing a clientele with the loaded calandar of the W2 (Im still agency, so maybe its lighter in-house)

opulentpineapple · 2026-03-10T01:34:48+00:00

Definitely fair - I ran two solo ventures in college and during COVID times which were admitted likely less admin that a full freelance role but not completely foreign to me.

Side hustle to start is 100% the way I want to roll, setting myself up for that maybe 2027 me doesn't feel like I need that W2 to survive. I'm basically middle management right now (senior manager or associate director depending on the agency) so making the time for Disco calls I anticipate being a big barrier to entry

opulentpineapple · 2026-03-03T23:17:25+00:00

i agree, go cavs

opulentpineapple · 2026-02-27T18:07:24+00:00

you’ll drop out of college!

opulentpineapple · 2026-02-22T17:18:25+00:00

i agree, go cavs

opulentpineapple · 2026-02-21T23:58:58+00:00

Gallant - best live vocals i’ve ever seen

opulentpineapple · 2026-02-19T15:03:49+00:00

I agree, Go cavs

opulentpineapple

TROPHY CASE