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Old-School Sales Manager Tried To Cut Out The Tech-Savvy Employee, He Played By The Rules And Chaos Ensued

by Annie Nguyen
November 9, 2025
in Social Issues

Jobs in marketing rarely follow a straight path, especially when sales muscle crowds the picture. A role blending digital strategy with support duties can feel perfect until one manager decides old tactics trump everything new.

Small shifts in budget and focus quickly reveal who values progress and who clings to control. The original poster thrived building websites and campaigns until the sales lead took over marketing entirely.

Digital funds vanished, objectives rewrote overnight, and a quiet ultimatum followed objections. What started as compliance turned into careful preparation. Keep reading to see how one unsigned contract unraveled an empire.

A marketing-tech hybrid thrilled in a recruitment firm until a sales manager gutted digital, rewrote goals, and issued a “sign or quit” ultimatum

Old-School Sales Manager Tried To Cut Out The Tech-Savvy Employee, He Played By The Rules And Chaos Ensued
Not the actual photo

Dapper Dan fails to think things through?

I graduated uni a few years back and immediately started looking for a job in my chosen field marketing.

Marketing entry level roles were thin on the ground,

so when I found a role which was hybrid of marketing with sales support, I took it.

The company was a medium sized business which specialised in recruitment, contractor hiring and head hunting. They also subcontracted

work for a recruitment technology provider, which matched up perfectly with one of my other passions - technology.

I absolutely loved the role. I got to do all parts of the marketing and sales lifecycle, I got

to work with suppliers, event organisers, clients, staff all across the company, meet new people and do really exciting things

I had two managers, the one who managed the sales team and the one who managed marketing.

The marketing manager was a kindred spirit; the sales manager was oldschool sales. An arrogant and headstrong late-forties man

who lived for making deals and boasting about them. Shiny shoed, silver-tongued.

I'll call him Dapper Dan. We were not friends.

For about 18 months, things went swimmingly. I'd do marketing half the time then divide the rest of the

time between sales support and billable work. Billable was building custom careers / job sites

to host the recruitment system front end. A steep learning curve

but with the help of some web dev friends I got pretty familiar with simple site builds.

Being tech-aligned meant I was always looking digital first, bringing the company into the age of social media,

SEO / SEM, website optimisation and multi channel marketing.

Dapper Dan sneered at such things. He saw digital as a waste of money. However, we were always able

to justify the spend on digital by offsetting the billable website work.

The marketing manager eventually moved on to bigger and better things. Rather than promote me or hire in a

replacement, the company moved the marketing responsibilities to Dapper Dan.

Dapper Dan's changes were immediate and far-reaching. He removed the digital budget. He required that 50% of my time

would be sales support, to 'better enable the sales team'. He incorporated the billable work with his own team's

revenue. He rewrote my annual objectives to align purely with sales targets, rather than marketing. When I voiced my

objections, he took me aside for a 'friendly chat' and told me if I didn't like it, I could always leave.

Naturally I went and complained extensively to the departed marketing manager over drinks. After listening sympathetically for 45 minutes,

she held up a hand, said 'Stop', and shared some life advice. 'Each job pays you twice. You get

your money now, that's your wage. You also get experience now, that's how you get paid in the future.

So. Are you still getting paid? Yes? Are you still learning? No? Figure out how to keep learning, or leave.'

Taking the advice to heart, I busted my ass for the next year. I worked on digital outside of

office hours. I made friends with the tech provider's support and dev teams. I went to developer group meetups,

attended conferences, studied for and acquired industry qualifications. I joined the national marketers and digital marketers group. I dug

through blogs, articles, emailed people, took every opportunity to cross skill, upskill, to learn.

And I sat with a smile on my face in the sales meetings as Dapper Dan delegated dumb do-work

to me so his team of sycophants could make the company's growth figures look spectacular.

Spectacular they were, to the point that the company was acquired, and Dapper Dan betrayed me.

You see, managers have the discretion to assign a pool of shares to high performing staff. The shares have

no real value and can't be traded, but in the event of a management buy out,

they would suddenly have value - and quite a lot of value.

Dapper Dan felt it appropriate to reward every SALESperson in his team with a generous parcel of shares. As a

SUPPORTperson, I would not be the beneficiary of such kindness. I'd had a verbal agreement with the previous marketing

manager that the pool would be shared across the entire team

so was pretty shocked to discover I'd been excluded from the pool.

I queried him on it, per the previous agreement, and he said (verbatim) 'Well, an verbal agreement is only

worth the paper it's written on. You don't make any sales, you haven't built the business, you don't get

a cut'.. 'If you didn't like it,' he reiterated, 'you're welcome to leave.'.

That is EXACTLY what I decided to do. Except I didn't tell him.

The way the contract handover works in this instance is that all staff cease employment with company X on

one day. The following day, they commence employment with company Y. Annual leave is paid out and begins to

re-accrue at the new employer. Other arrangements - salaries,

long service leave and length of service - may be transferred to the new employer.

About six weeks before the handover, Dapper Dan passed me my new contract. I waited a week, came back

with some enthusiastic queries on the new benefits, which took him two weeks to follow up. I quietly registered

a domain name and parked it, then spun up a WordPress instance and started building a personal blog.

Three weeks away from drop date, everyone's frantically running around getting all the deals as close as possible to

closing and employment contracts are the last thing on his mind. I go back to him, I tell him I

have a couple more things I need to check out and I'll email them through to him before I sign

it. I spend a few more nights throwing together a bunch of blog articles relating to Recruitment Technology. How to

articles, that kinda stuff, many of my own installation notes.

A week passes, I fire off a couple of really complex questions around the transfer of benefits. He obviously

forgets about them, then in the week of the handover, catches heat from the HR team about the outstanding

contract and pulls me into a meeting room to berate me about not having signed the new contract.

I explain I'm waiting on his feedback on those specific points before I'll commit, that I don't want to

be disadvantaged moving into the new role, call out the lack of a share option as an example. Clearly

frustrated, he drops the words I've been waiting for. 'If the signed contract is not on my desk on

Friday, don't bother coming into the office Monday.' He paused for dramatic effect, and reiterated 'I mean it. You won't

have a job.' I replied that I completely understand

and that I'll have everything he needs on his desk by close of business Friday.

On Friday afternoon, Dapper Dan leaves the office early to attend his normal 'client networking' visits

which typically involve long lunches and alcohol.

At 4.45pm I save the final set of forecasting and reporting to the share drive, send an email to the

IT team passing over access to the Marketing lastpass account which contains the global database of usernames and passwords

for all digital assets (including client sites), an Excel workbook containing my reporting macros and the location of all

my documentation. I redirect my phone to Dapper Dan's desk number,

lock my laptop and leave it on his desk along with my ID card.

Over the weekend I push my personal website live and add my contact details to my LinkedIn profile, switching it

to 'Actively Searching' mode. I figure my holiday pay will cover me

for a couple of weeks of downtime before I have to go diving back into the workforce.

On Monday, I'm enjoying a long walk in the spring sunshine with my dog, who's incredibly happy that his

human has not disappeared down the driveway at 0720 per normal. We stop for coffee at a local cafe and

my phone begins to ring. It's one of the sales drones at old company; I ignore it and thoroughly

enjoy the freedom of being able to amble through a park without anywhere to be. The phone buzzes another

eight or ten times by the time I get home. The poop has well and truly hit the windmill.

I check my voicemails, ignoring those I know from my previous employer and returning the phone calls of two ex-clients

to let them know that my contract has ended and to check in with Dapper Dan for work in

progress or contact the technology provider for support requests.

Shortly afterwards I got a call from a bemused contact who works at the technology provider who's been fielding support

calls that I'd normally handle. He listens with increasing interest

as I explained the situation, then tells me he'd call back shortly.

Ten minutes later he's back with the Head of Product on the line, asking about my lunch preferences. She arranges

to meet me at a nearby Thai place. Over a delicious red duck curry, she cheerfully describes the wonders of

a career as a contractor. She also mentions the day rates for highly qualified, industry-certified staff, mentioned that Tech

Provider were really struggling to find such staff and gives me the number of a recruiter who may or

may not have been on Tech Supplier's preferred supplier list. I call the recruiter on the way home.

Meanwhile, my collection of voicemails from Dapper Dan was growing by the hour as he came to grips with the

breadth of the problem that he'd generated. At some point in the late afternoon, HR must've clicked to what

had happened and I received a polite SMS from the personal number

of the regional HR Directory asking if I was available for a quick chat.

I call through and discussed the options presented to me by Dapper Dan on Friday, and that I felt I

had no option but to follow his instructions. They probed for more information and it became apparent they were

unaware that Dapper Dan had pulled an ultimatum without first engaging HR. They then informed me that to benefit from

the sale of my shares, I would need to transfer to the new company and remain in their employment for a full year.

When I explained that I had no such share options, there was a full four second silence. It transpires that

this, too, was not adequately communicated to HR. I mentioned that I'd appreciate it if Dapper Dan could discontinue his

voicemails to me as I found them unprofessional and had no intent of recommencing employment under his management. We

ended the call politely, I wished them all the best

and regretted the conversation had to happen under such circumstances.

My contract for Tech Provider came through via the PSL agency at 11pm that evening and was signed and returned

the following day.. I was deployed to client site that Wednesday.. Post Departure

I met up with one of the old IT team at a conference three months after it all went

down. He was ecstatic to fill me in on what had happened.

The first notice anyone got of it was the service desk asking who they should route my LastPass account to

and why I'd be passing it around. One of the techs came up to my floor to find me, then

found an empty desk. Asked around for where I'd moved to and noone knew.

That was the first call, from one of the Sales drones trying to locate me.

The tech went to Dapper Dan's desk and found my laptop with my ID and post-it note taped to it.

He put two and two together, went back downstairs and checked the access logs and realised the last time I'd

logged in was Friday. He then locked my account for security purposes and went to HR to check if there was a leaver form.

HR checks, no leaver form AND a great big red cross next to 'employment contract received'. HR calls Dapper Dan,

who's not in the office. Dapper Dan says 'No, contract should be on my desk, it was on there on

Friday, I'm out on the road at the moment, give me till lunch time and I'll sort it out'. Obviously

thinking that I'm grandstanding. Starts to call me

and leave messages then gets progressively agitated as he realises I'm not coming back.

When he gets into the office, he can't find the contract either so he goes to HR and 'explains' what has

happened, says I have been stonewalling them and it's cool, he'll get it sorted, it's between me and him. HR

says erm, no, this is our thing now, and the HRD sends me the SMS.

Shortly after my phone conversation the HRD walks into a sales meeting and very abruptly pulls Dapper Dan out. They

disappear into a meeting room where it may only be assumed that Dapper Dan was required to spell out exactly

what had occurred and address the comments that I had made. I suspect he came completely clean at that stage.

Dapper Dan was subsequently reamed as only HR and senior management can ream a manager who's fcked up. He was

demoted, decoupled from Marketing, his budget reduced by half and a new, separate Marketing function created.

His team were collectively put under review and forced to carry out their own reporting, tracking and metrics, which lacked

the coherence and consistency that I'd been able to deliver.

This reduced the capacity of the team. A couple of them left and they missed out on some key deals.

In the fallout they completely dropped the ball on the client website builds. They went to market to try and

find a resource who could fulfil these builds, and Dapper Dan was reportedly astounded to discover that experienced technical marketing

staff are both hard to find and expensive to recruit.

They were unable to fill the role and the builds were taken back inhouse by the tech provider, who now

had an experienced resource to deploy (me). I ended up working on three of these at full utilisation rate, which

was paid by the new company. I'm pretty sure Dapper Dan would've seen the funding arrangements for these and would

know my day rate, which is substantially higher than his.. Much later

As the sales lead, Dapper Dan had to bear the displeasure of his superiors for the full twelve months before

he could claim his share payout. It would've been a really, really s__tty twelve months for him. He resigned within

two weeks of the anniversary of the purchase, and the company enforced a six month notice period and another 12

month no-compete clause. Any benefit he would have received from the share payout would have been consumed over that 12

months unless he switched industries or moved cities. Last time I saw he was on the job market.

As for me? Happily living the life of the contractor. I get paid for the hours I work and I work the hours I want.

My old marketing manager is now VP of something at a large multinational. I've used her speech several times when

giving young, frustrated staff career advice.. TL;DR. Old school sales manager attempts to call my bluff. Hilarity ensues.

Sometimes we meet people who see the world through completely different lenses, one side driven by curiosity, growth, and collaboration, and the other by hierarchy, ego, and control.

And when those two mindsets collide in the workplace, the fallout can feel deeply personal, because it isn’t just about tasks or titles. It’s about dignity, self-worth, and the right to be seen.

In this story, the OP’s motivation seems rooted in learning, pride in craftsmanship, and a sense of loyalty to their evolving skills. They took an early-career job, poured themselves into it, and tried to make meaning in a space where their contributions weren’t fully valued.

Meanwhile, the manager appears to operate from a place of status and territorial power, viewing work not as collaboration but as a hierarchy where recognition and rewards are tightly guarded. For him, control and optics mattered more than development or fairness. And when ego is involved, decisions often become short-sighted.

Leadership experts often highlight this dynamic. According to Harvard Business Review, insecure leaders tend to hoard power and undermine capable employees because they perceive talent as a threat rather than an asset.

Similarly, Verywell Mind notes that workplace narcissistic tendencies often lead to punishment rather than encouragement when an employee outshines or pushes boundaries.

In contrast, psychologically safe workplaces, a concept discussed extensively by organizational psychologist Amy Edmondson, nurture growth and autonomy, resulting in innovation and loyalty.

Here, we see what happens when those elements are absent: resentment builds, potential gets stifled, and ultimately, both sides lose, though one side learns to thrive elsewhere.

In hindsight, the OP didn’t seek revenge; they simply honored the promise they made to themselves: keep learning or move on. The manager, however, clung to control and paid the price when the system he built collapsed without the talent he dismissed.

There’s a quiet strength in knowing when to walk away, and doing so with preparation and grace instead of anger. For anyone who’s ever felt undervalued at work, this raises an inviting question: when you face a leader who blocks your growth, do you fight to be seen, or do you take your skills somewhere they’ll be celebrated?

Check out how the community responded:

Redditors hailed the “paid twice” wisdom as career gold

yzpaul − ‘Each job pays you twice. You get your money now, that’s your wage.

You also get experience now, that’s how you get paid in the future. ' Utterly brilliant

mefuzzy − ‘Each job pays you twice. You get your money now, that’s your wage.

You also get experience now, that’s how you get paid in the future. '

I'm not sure how my sorry ass have cruised through a decent career

without ever considered this. Thanks for this brilliant words.

User1239876 − Your former marketing manager sounds like someone i want to work for.

Users crowned it pro-level revenge and compliance perfection

ryanlc − This isn't petty revenge. I'd say this is r/prorevenge. 😁

jha5djw − OP delivers! When I saw 'Post Departure' I knew you wouldn't let us down. Great work and a finished story!

victato − Wow. I'd consider this pro malicious compliance. Absolutely delicious

Commenters urged everyone to read the epic payoff

Srelathon − Anyone who is looking at this and is deciding not to read it because of how long it is, don't do that.

Just read it. It is an amazing story that is definitely worth the read.

EsotericTriangle − Well played and well written, my favorite. Also includes good advice; a 3x winner! Thank you.

velvet42 − By the time I realized how long this was, I was completely sucked in and no longer cared,

I just had to find out how it ended. Congratulations, that was spectacular.

Folks savored the poetic justice with movie quotes and tears

awoloozlefinch − I don’t want Fop pomade. I am a Dapper Dan man!!

roenthomas − This was just beautiful. Wipes a tear

One unsigned page later, Dapper Dan served a year of his own medicine while the escapee billed triple. Was the silent exit a genius strategy or risky burn? Ever left a boss scrambling with your special sauce? Spill your corporate coup below!

Annie Nguyen

Annie Nguyen

Hi, I'm Annie Nguyen. I'm a freelance writer and editor for Daily Highlight with experience across lifestyle, wellness, and personal growth publications. Living in San Francisco gives me endless inspiration, from cozy coffee shop corners to weekend hikes along the coast. Thanks for reading!

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