The Marketer S Guide To Getting Hired
The Marketer S Guide To Getting Hired
to getting hired
AND PAID WHAT YOU’RE WORTH!
Job hunting can be a really exhausting experience.
You’re putting yourself out there over and over again, and if it’s not going as well
as you’d hoped, it can feel draining fast. And, while it’s easy to say, “Don’t take
rejection personally,” it’s harder to internalize that.
We hope you know that you’re a brilliant, talented, and amazing person. So, why
can’t the hiring managers see that too?
Some factors of the job search process are 100% in your control—your resume,
cover letter, and network. But.. a lot of things aren’t.
There are ways to intentionally shine across the things you can control, as well as
influence the things that aren’t.
In this Getting Hired Guide, we’ll be walking through the advice, tools, and
inspiration you need to succeed at every stage of the hiring process.
For example, if you’re someone who has a trust fund or a lot of savings, you may be
more willing to negotiate harder when the time comes because you’re used to
exercising privileged power or you don’t feel like you financially need the job, so
there's nothing to lose by negotiating.
But, if you’ve been on the job hunt for a few months and have been stressed about
your financial situation, you may approach the negotiation stage with a lower risk
tolerance.
Keep in mind that, over time, your risk levels change as you and your situation
change. There’s no one-size-fits-all answer for how much you should (or shouldn’t)
risk with each potential job. That’s all up to you.
The most important thing is that you always advocate for yourself so that you don’t
get taken advantage of.
GETTING THE INTERVIEW (PART ONE)
1. Be yourself—Personality is encouraged
You’re a marketer. You’re applying for marketing roles.
Find a way to showcase your personality while including the important information
to not only get the attention of hiring managers, but make a connection right
away.
“After many rejections, I tried a new approach: empathy. I decided to ignore the
rules and advice I’d been given and started writing to connect with the person
behind the screen.”
We’re not saying to put all of your eggs in one basket, but try and be intentional
about where you’re applying and adjust your application as necessary.
“I was recently hiring for a role, and in the job description, I specifically asked
candidates to tell me who the Growclass mascot was. It was evident that some
people didn’t take the time to read the job description.
On the bright side, it really helped the right candidates stand out. Those who
have been following our brand (or knew to do a quick Google Search). It’s those
small pieces of showcasing interest that made candidates stand out.”
Thoughtful, targeted applications are exactly what you need to land somewhere
that’s a good fit, that you want to stay and grow, and that’s actually going to feel
fulfilling.
So, what are things you can do to set yourself up to land that interview?
When Lily Ugbaja saw a role open up at Float that she was very eager for, she saw
that the hiring manager (Fio) asked for candidates to share why they felt like Float
felt like a hell-yes for them. Naturally, that’s how Lily started off her cover letter:
Stand out from the resume pile
Spend time researching the company, team, and role. Update your resume and
cover letter to accurately reflect why you’re the best person for the role. Consider
using a splash of color as well!
“While the process is different for every hiring manager or recruiter when you’re
sifting through a pile of 400+ resumes, for me, the colorful resumes really made
me pause and stop to read because they stood out. Even if it was the smallest
splash of color.
Because when you see hundreds of resumes in the same format, font, and black
and white, your brain starts to meld them all together.”
- Hiba Amin, Founder of Sandia Inc. and Co-founder of Creative Little Planet
In the next section of her LinkedIn profile, we also see that she’s taken advantage of
the different ways she can showcase her work by:
● Adding content into her featured section
● Adding in content within her experience section as well
We can also see that she’s added in her Growclass certification along with her
Bachelor of Arts degree under education. If you have other certifications, be sure to
add them under this section to show off that you’re consistently investing in your
marketing skills.
Another great way to level up your LinkedIn profile is to reach out to past managers
or peers and ask them to recommend you. That way, prospective employers can
see the wonderful things others have to say about you!
In fact, the only way to get access to the “hidden job market” is through real
humans. While the myth of 80% of jobs being on the hidden market has been
busted, the estimates still sit at around 60% of jobs not being immediately
advertised externally.
Instead, those jobs are filled through internal hires, headhunters, and networking
referrals.
"All the jobs I've got have started life out as coffee chats that I had with no
agenda about 18 months prior to the opportunity opening up. So, it's definitely
worth also reaching out to people you've networked with in the past."
If you know the hiring manager, view their profile and see if you have any mutual
connections. If there’s someone you feel comfortable asking to make an intro, do
that!
If you don’t know who the hiring manager is, look at the company page to see if
there’s anyone you know currently at that company who could make an internal
referral.
Amanda Natividad, VP of Marketing at Spark Toro, recently shared a great piece of
advice about leveraging your network:
And here are two examples of how Hiba Amin and John Thomas Lang took that
approach in their job search:
*Note: This is only an excerpt from the original email
Another great example of doing the heavy lifting for your network is to provide
them with social media templates to help them drive job opportunities for you
from within their network. An incredible marketing leader, John Thomas Lang, did
just that:
And finally, here’s an example, submitted by Eilis McCann for reaching out to those
in your network who work at the company you’re applying to:
Invest in your network even when you’re not job-searching
It’s important to acknowledge there are also proactive things we should always be
working on that, in turn, will help with the job search. This includes:
1. COLLECT stories and data about who you are and what matters to you. You
need to be able to communicate things about yourself that make you uniquely
you, so flexing your self-reflection muscles is important.
2. CONNECT with others in your network for insights and interests. Maintain
relationships with people and stay engaged in the industries or communities
you most want to help.
3. CREATE assets that you can share with others using your unique voice and
expression. One lesson, tip, or insight is all it takes, on repeat, or talking about a
piece of work you've done recently that you're proud of."
Let’s go through some resume and cover letter-writing best practices with real-life
examples of how marketers have put that into practice in their own job search
journeys.
Cover letters
Cover letters are where you should spend the bulk of your time personalizing your
application to each and every job. And while there are well-known best practices
out there, there are also best practices that people don’t talk about often.
This is especially true in marketing because creativity is what sets us apart from
other brands in the market. Let’s walk through some examples that marketers
have shared with us!
Continuing from Hiba’s cover letter example, she looked at the important keywords
on the job description and added those words in a fun note at the end of her cover
letter to address machines:
This approach showcases to hiring managers that you have the ability to analyze
past or current success and translate that into growth opportunities.
3. Aim to sound human, not “smart”
We want our cover letters to be easy to read, accessible, and in line with how we
speak. Think about how you talk to your friends or parents, you’re likely not using
words like “faux pas”, “bonafide”, or “apropos”.
“When writing your cover letter, a good rule of thumb is that if someone has to
Google a word, scrap it.”
- Hiba Amin, Founder of Sandia Inc. and Co-founder of Creative Little Planet
Dr. Fio Dossetto, Content Lead at Flo put together an awesome and reflective
resource around how to write a great cover letter. In her article, she calls out that a
past mistake she made was trying to sound smart in her cover letter (along with
advice on what to do instead).
When looking at Hiba’s resume, you can see how she tries to apply numbers
whenever possible:
Benyamin follows the same approach of showcasing his impact through numbers:
If you’re a copywriter, be sure to tie your words to revenue, just like Arina did in her
resume right at the top:
“I’m fascinated by what makes people choose to take action. I love using data to
understand behavior and create change.”
Brendan shared, “When you’ve got some pretty awesome results to share,
sometimes it’s best to keep it simple so that those results can shine. You don’t
need to add in every last detail about that stat. Instead, leave people curious
enough to talk through it during the interview.”
Here’s a bullet point from Brendan’s resume that perfectly showcases that saying
less is okay sometimes:
“Increased MQLs for ETL Software company by +2,750% primarily through blog
content”
While there’s no right way to present your work, consider what kind of work you
have to show.
● If you have an agency background, visual presentations will do wonders.
● If you’re more of a conversion optimization copywriter, a project-based
database is great.
● If you’re pivoting from another discipline, do your dang best to highlight key
transferable skills in the projects you do choose to show.
But it’s a normal part of life to shift priorities over the course of your career: we’re
not robots. It most definitely doesn’t have to be a nail in the coffin of advancement
or better opportunities—although there are some better ways to frame them that
we’ll cover here.
“Gaps don't carry the weight they once did, thanks to Covid… If it's a short one
(less than six months), you can omit it entirely. If it's longer and you feel more
conspicuous about it, you can swap it out for personal passion projects,
freelancing and other types of work that haven't traditionally been recognized
in the workplace.”
- Elizabeth Monier-Williams, Fractional Marketing Leader
Whether you took parental leave, were subject to layoffs, switched industries or
disciplines, took some form of medical leave (stress, disability, bereavement, etc), or
had to leave the working world and become a caregiver… Don’t shy away from the
“gap” on your resume.
“I’ve been in some rough environments, and as a result, my resume isn’t always
the best on paper. I know I’m privileged in my ability to say this, but if a
company just assumes red flags rather than spend time talking to a qualified
candidate, then I treat that as a great filtration system for myself. That’s not a
company I want to be a part of.”
- Hiba Amin, Founder of Sandia Inc. and Co-founder of Creative Little Planet
The key point to remember is neither companies, nor hiring managers are
automatically privy to what you’ve been doing on your time away from the
workplace. You can be as transparent as you’re comfortable being, while
navigating the conversation back to your accomplishments relevant to the role.
“I would advise them to embrace it and be honest about why they took the
break. However, in doing that, try to highlight the positives that emerged from
that break and how they can inform your potential new role. New learnings,
skills acquired, new relationships developed especially if they are related to the
direction you're moving in.”
For some, being forthcoming about their family and other responsibilities can be
freeing and a great way to find a great-fit opportunity. For others, it could further
their anxiety about being automatically disqualified from fantastic positions. While
workplaces are actively working on equity policies for hiring—these practices are
not perfect.
Find your comfort level, and give it a shot. If you need a new job urgently, perhaps
leave off the gap. If you have the freedom of time, test including your gap.
SCREENING INTERVIEW
“At the screening stage, the basic goal is to make sure the candidate is
equipped to do the job but the even-better-if is to get early signals of what
motivates them internally and how that aligns with your company culture.”
You don’t want to give a generic answer or an answer that will make it obvious that
you didn’t do your homework. So, be sure to spend some time learning about the:
● Business
● Products or services that they offer
● Market
● Competitors
● Target audience
● Key strategies
● Marketing channels they’re active on
You don’t need a full strategy at this point, just a general understanding of all of the
moving parts of the business to showcase that you did your research and that
you’re excited about the role.
“Really try to understand the moving parts of the business. Even if you’re
making assumptions, doing that mental exercise is important for you to think
about how your potential new job affects the bigger picture, and it also shows
genuine intent to the recruiter.”
So, when you’re answering, “Tell me about yourself,” you need to focus your story
on what you’re trying to accomplish and how you’re the best fit for the role.
Hiba Amin shared an example of what she would say if she were to be asked this
question when interviewing for a content leadership role at a SaaS startup:
“I’ve spent the past 10 years of my career working at PLG (product-led growth)
startups with a focus on content. I’ve done everything from leading an internal
marketing team and roster of freelancers to working as a team of one. Having
built inbound engines that have driven over 700 organic signups per week, I
know what it takes to make a measurable impact on a business through
content campaigns.”
- Hiba Amin, Founder of Sandia Inc. and Co-founder of Creative Little Planet
When crafting your career story, Elizabeth Monier-Williams advises that once you
develop your career story in a way that fits the role you're interviewing for, practice
it. Aim for a story that you can deliver in 60-seconds or 2 minutes max.
But, be sure to practice because you don’t want to babble. The recruiter is going
to ask follow-up questions about the parts of your story that are most
interesting. That’s when you’ll have the opportunity to dive deeper into talking
about your experiences.”
- Elizabeth Monier-Williams, Fractional Marketing Leader
To go one step further, connect your past achievements and future goals to your
career trajectory and the role at hand. Frame it in a way that those who are
interviewing you can see that being in this role is the next logical step in your
career journey. That way, the recruiter can see that not only is this role the right fit
for your career but that you’ll be able to deliver value during your time with them
as well.
To share or not to share: Salary expectations
One of the most common (and trickiest) questions in a screening interview is:
“What are your salary expectations?”
This might feel like a simple question, but it’s actually a moment that can impact
your entire offer. And if you share a number too early, you could anchor yourself
too low—especially if you’re missing context around their budget, compensation
structure, or benefits package.
Here’s the truth: you don’t have to answer this question directly right away. In
fact, holding your number early on can give you more leverage later in the process
when the company is more invested in you as a candidate.
Holding your number until you have more context helps you:
But wherever possible, delay that conversation until you’re further along in the
process and better equipped to negotiate.
While you don’t need to (and probably shouldn’t) ask all of these questions, we just
wanted to give you a jumping-off point:
● Can you walk me through what the entire interview process will look like
and your typical timeline?
● What do you think a successful candidate looks like for this role?
● What would you say are the most important qualities you’re looking for in a
person for this role?
● Can you share some background behind why this position became
available?
● What do you enjoy most about working for [company name]?
● How would you describe the culture of [company name]?
● Do you have a salary range in mind for this role?
● How do you/your team like to give and receive feedback?
● What does the company currently do to invest in company culture and
team building?
TEAM AND HIRING MANAGER INTERVIEWS
As you enter this stage of the interview process, remember that this isn’t about
perfection, it’s about preparation, self-awareness, and showing up as your most
confident, authentic, and capable self.
But, before we dive into the how, let’s quickly address some common mistakes
marketers make at this stage of the interview process.
● Using “we” language too much: We get it, collaboration is key. But they
need to know what you did specifically. Talk about your achievements and
your impact. After all, you’re interviewing for the role, not your team.
● Getting lost in the weeds: Be concise. You’re not giving a webinar. Many
times, candidates will go on a five-minute (or more) tangent when
answering a question. Aim to give the tl;dr version and then let the
interviewer probe if they’re curious for more.
● Skipping the results: No numbers? No impact. When possible, always link
your work to business outcomes.
● Not tailoring your answers: Generic stories fall flat. Customize examples to
the company’s stage, audience, or product when possible.
“Don’t treat interviews like a performance, treat them like a conversation. Yes,
come ready to talk through your experience and the impact you’ve made—but
also be genuinely curious. Ask good questions. Listen closely to how they
describe the team, the goals, the challenges. You’re not just trying to land the
role—you’re figuring out if this is somewhere you actually want to be. Fit and
vibe matter just as much as skills.”
- Bridget Poetker, Co-Founder of Creative Little Planet
How to prepare for the interview
Now that we’ve gotten that out of the way, let’s talk about three steps to help you
prepare for your marketing interview.
Not only are they trying to accomplish their overwhelming everyday tasks to hit
goals, but now they have to allocate 10-15 precious hours towards hiring each week.
They’re stressed.
While you won’t know everything that they’re going to ask, you can definitely
assume that some classic interview questions will come up. You can be sure that
hiring managers will want to know:
● Your backstory
● Why you want the job
● Why you want to work at their company
● What you bring to the table (and how that aligns with the role)
Treat your interview bits as your best answers to classic interview questions.
Write out your stock questions and make notes on each of your answers. Include
stories and bring data to back up your wins.”
When asked this question, hiring managers are really looking for you to answer:
“Why are you the right person for this job, and how have your past experiences
shaped you into the marketer we need?”
● Who you are professionally: Start with a concise summary of your role(s) in
marketing.
● What you’ve done that matters: Highlight your proudest achievements
and core strengths.
● Why this role is the right next step: Show how your experience connects
to what they need.
When thinking back to the common mistakes to avoid at this stage, remember to
use “I” language and avoid getting lost in the weeds. Be concise and confident.
2. Bring receipts
While you’re building your bits, it’s important to bring your receipts. Any growth
or product leader worth their salt will want to know the real impact you have had
on past projects. The best way you can demonstrate your badassery is by giving
them the hard numbers.
● Did you help your team achieve 15% month over month growth?
● How did your work specifically contribute to the campaign?
● Did you grow the email list by 100% year over year?
● Did you have a positive impact on retention? Acquisition?
“I LOVE a good receipt. Both as the interviewer and interviewee. But, when it
comes to talking about percent increases, it’s also helpful to know the exact
numbers as well. After all, if you grew an email list from 10 people to 20… that’s
100% growth but it’s also disingenuous.
When interviewing for roles, I’ve been asked to share the whole numbers behind
my percentages. I’ve also unfortunately caught people trying to stretch the
truth when interviewing candidates.
So, if you’re sharing percentages, make sure the whole numbers are impressive
too.”
- Hiba Amin, Founder of Sandia Inc. and Co-founder of Creative Little Planet
3. Resolve objections
Part of your preparation for interviews is to understand: why might they say no? In
conversion copywriting language, this is what’s called objection statements.
Once you understand why they might say no, you can use that information to
anticipate their objections and resolve them.
We know this isn’t the most fun experiment and can feel pretty self-deprecating.
But here’s the thing: there are reasons someone would say no, and the earlier you
realize what they could be, the better you can make a case for why they might not
matter as much as that manager thinks.
You’ve applied for a Growth Manager role at a great company. It says you need
SEO experience on the job application, and your experience is SEO is, uh, nil.
This is an objection that could come up when reviewing your candidacy. Instead
of sweating and hoping they don’t ask about it, let’s prepare to resolve that
objection.
Objection statement: You don’t have enough SEO experience for this role.
Resolve the objection: I’m newer to SEO, but I’ve been attending [insert
workshop or course] and I’ve built a strong network of experts in the search
community. I’d like to bring in [inexpensive tool] to do research on competitor
backlinks so we can uncover some low hanging fruit. I see opportunity [what you
learned in your research] to improve [company’s] search engine rank position
from [research current rank].
Below are some questions to help spark ideas, but be sure to think of a few that are
relevant to the specific role or company you’re applying to as well.
It gives you a clear chance to knock down any objections they might have with
hiring you.”
This one opens the door to real talk. It helps me understand the pressure
points—and gives me a chance to show how I’d help solve them.
- Bridget Poetker, Co-Founder of Creative Little Planet
“‘I'd love to know about [insert marketing initiative that you know will be
within the scope of your role] that felt rewarding and successful for you
and your team. What does that look like?’
This not only gives you a glimpse into where the company sees success, but also
how they celebrate it. Understanding why something is deemed a “win” will give
you a bigger picture into the types of goal-setting and tracking that the
company has implemented.”
- Quinn Palmer, Senior Manager, Growth Marketer at Growclass
A question I love to ask is ’How will success in this role be judged? How does
that analysis tie into future compensation?’
I can't take credit for this one. I saw it somewhere once, but it's become
standard in every interview I've had. It's a way to gauge how they prioritize their
marketing efforts and understand whether they value longer-term initiatives.”
- Maylee Jacob, Owner, Maylee Jacob Marketing
MARKETING ASSIGNMENTS
While assignments are a great way to showcase your expertise and set you apart
from other candidates, they can also be time-consuming or even exploitative if not
approached carefully.
In this section, we’ll focus on best practices and considerations when approaching
your marketing assignment. We’ll also touch on strategies to push back on
potential employers if they’re asking too much.
You can also lean on the Growclass network to get a better understanding of how
other marketers have approached their assignments too (and the feedback they
received). Access all of that in our Marketing Assignment Database:
How to push back if an assignment asks too
much of you
While it’s normal for companies to request a short assignment to evaluate your
abilities, some hiring teams may ask for an extensive project that feels more like
free labor than an interview step.
It’s important to note that some companies acknowledge that they’re asking for a
lot and will offer fair compensation for your time and knowledge. That way, they
get everything they need to feel comfortable handing out an offer, and you don’t
feel like you’re being taken advantage of.
But, if that’s not the case, here are some steps to set boundaries in a constructive
way:
● Assess and adjust the scope: If the assignment would take more than 3–5
hours of work, it’s reasonable to ask for adjustments.
● Clarify expectations: Ask the hiring manager what they’re specifically
looking for and if there are key areas they want you to focus on.
● Ask about compensation: If the assignment involves creating work that
could be directly used by the company, ask whether they offer
compensation for project-based assessments.
So, they had a lot of rapport built going into this interview process.
Hey [name],
How’s it going?
I just went through the assignment and I feel like it’s a lot to get through in one
weekend, especially if I want to make a good impression with you and the
extended team.
I’m wondering how long you anticipate this assignment will take to complete?
From my point of view, I believe that this will take at least 20 hours to complete.
One of the requests is to create a 6-month plan for [company]’s lifecycle strategy.
Having done something similar recently, it took me 16 hours to complete (and it
was a paid assignment that was treated as a consulting contract).
That being said, I'm wondering what your expectation is here on quality, detail,
and time to complete?
I understand that your team has a process internally that you need to follow and
shouldn't make any exemptions given the expedited timeline, however, my
guess is that this would likely take me a week to complete.
I appreciate you taking the time to clarify and possibly adjust the assignment
scope. I’d really love to put my best foot forward here and impress you and the
time. But, I also want to be reasonable with expectations.
Thanks so much :)
Hiba
The resolution?
The hiring manager reduced the scope of the original assignment significantly.
They were also incredibly appreciative of the feedback provided.
I really appreciate your feedback – I was definitely worried the assignment was
getting lengthy... looks like it may indeed have ended up being so, ugh.
Let me know if the below clarifies the assignment and our expectations.
I truly value your feedback and candour, and if you feel this is still too much,
please let me know and I can drop a section. I’m very aware that you’re
cramming this in a weekend and I’d rather you felt you really had the time to
flesh out your thoughts vs. presenting something quick just to cover all the
sections. I want you to be happy with your assignment!
[Hiring manager]
Low-risk template:
While Hiba’s story is a great example of how to push back on an assignment that
asks too much, not every job seeker is in the same position. If you’re at a low-risk
point in your job search—meaning you really need the job, don’t have a safety net,
or can’t risk losing the opportunity—it can feel scary (or even impossible) to speak
up.
But setting small boundaries is still possible, and you deserve to protect your time
and energy—even in a low-risk situation.
Thanks so much for sending over the assignment details—I’m excited to dig in!
Before I get started, I wanted to ask a couple of quick clarifying questions so I can
be sure I’m aligning with your expectations:
Appreciate any guidance you can share! I want to make sure I’m delivering
something that’s both useful for your team and a strong reflection of my skills.
[Your name]
NEGOTIATIONS PART ONE
Negotiating a job offer can feel like a high-stakes battle. Many job seekers
approach it with an "us vs. them" mentality, picturing a tough back-and-forth
where you need to fight for every dollar.
Instead of sitting across from your potential employer, imagine sitting on the
same side of the table, solving a problem together. This mindset shift can
transform the negotiation process, making it less stressful and more productive.
Let’s walk through some important perspectives and tools to consider so that
you’re able to sit on the same side of the table during the negotiation stage.
But here’s the secret to a great negotiation: the more you understand their
constraints, goals, and timeline, the more effectively you can tailor your asks.
Right now, you're making educated guesses. But with a little digging, you can go
into the conversation with data and context—and that’s where real negotiating
power lies.
“As you go through the negotiation process, it’s important to remind yourself
about your potential employer’s perspective. In reality, negotiations can feel
really emotionally draining (at least they are for me!).
Why?
Because it feels weird for someone to put a dollar value on your worth. And, if
the number isn’t what you were expecting, well, it doesn’t feel good. That’s why
it’s so important to continue to remind yourself where the employer is coming
from rather than take it as a personal insult.
Instead of getting angry or upset—pause. Take a breath. Once you’ve had a
moment to reflect, go back to the table with an option you’re happy with, and
move through the negotiation process together.”
Understanding the employer’s side helps you negotiate smarter, not harder. Here
are a few ways to learn what might be going on behind the scenes:
Platforms like LinkedIn, Reddit, Fishbowl, Blind, and even alumni Slack groups are
great for finding insights. You can look up past salary disclosures, learn how quickly
the company is hiring, or hear how other candidates have been treated in similar
roles.
● “Can you share the salary band for this level, and where I currently fall within
it?”
● “What factors (like location or experience) influenced where I’ve been
placed?”
This makes the conversation less personal and more structured. If you’re low in the
band, it opens up room to advocate for a bump.
Do they need someone to start next week? Is the team burning out without this
role? Are they up against a funding deadline or a big launch? These factors matter.
Try asking:
This can help you negotiate for more PTO before the start date—or, alternatively,
better compensation if they’re asking you to jump in immediately during crunch
time.
You can ask, “Is this a new role or a backfill? What are the most immediate
priorities for this position?”
If the company recently closed a funding round, they may be in a growth phase
with more flexibility in headcount and compensation. You can research this on
Crunchbase or ask directly, “I saw that you recently raised funding—congrats! How
is the team thinking about headcount and growth moving forward?”
● How can we structure a compensation package that works for both of us?
● What does the company value, and how can I align my asks with that?
● Where is there flexibility beyond salary (equity, bonuses, PTO, career growth,
etc.)?
This approach removes tension and turns the conversation into a collaborative
problem-solving session.
Negotiation isn’t about winning or losing—it’s about setting yourself up for success
in a role where you’ll be valued and fairly compensated.
When you shift your mindset from adversarial to collaborative, you not only
increase your chances of getting what you want, but you also start the job on a
positive note, knowing you and your employer are aligned.
You can use the BATNA approach to evaluate your risk level when approaching the
negotiation. You’re trying to answer the question: What happens if you can’t
come to an agreement?
Understanding what’s at stake will give you the ability to navigate the negotiation
stage and determine whether or not it’s worth it to push, accept, or walk away from
the offer.
At a startup, you may be able to leverage negotiables like extra PTO, keeping
your laptop after two years of company use, cell phone coverage, working
abroad for a certain number of days, etc. Get creative with what fits your
lifestyle.”
Understanding equity
If you’re considering a job offer from a Canadian startup that includes stock
options, you might be wondering:
Equity compensation is often presented as a huge perk, but it’s not always as
valuable as it seems. Before you accept, it’s important to understand what you’re
getting into.
Not sure what certain terms mean? Reference the equity glossary at the end of
this section.
“Hello! I’m considering a job offer and trying to get more clarification on my
compensation structure. It’s a mix of salary, equity (options), and benefits.
As of right now, I’ve only received summary documents instead of official and/or
legal docs. Given these would be a part of my total compensation, I assume it’s
a reasonable ask.
I’m looking for a quick sanity check before I press harder for these documents.
Appreciate your help!”
1. The company offers you the ability to purchase shares at a fixed price, called
the strike price.
2. If the company’s value increases, those shares could become more valuable,
allowing you to buy low and sell high.
3. If the company fails or never takes off, your stock options could be worthless.
4. Stock options are a bet on the future success of the company—which
means you need to be clear about what you’re signing up for.
It’s common for companies to provide summary documents at first because they
want to focus on the high-level details before pulling in legal paperwork. However,
you're absolutely right to ask for more clarity. Stock options are part of your
compensation, and you deserve to understand what you’re being offered.
Most startup stock options follow a four-year vesting schedule with a one-year
cliff.
● The cliff means you must stay at the company for at least a year before you
receive any stock options. If you leave before that, you walk away with
nothing.
● After the one-year cliff, the rest of your options vest gradually (either
monthly or quarterly) over the next three years.
This is important because if you leave before your four-year mark, you may only
own a fraction of what you were originally granted.
A better deal is a company that offers an extended exercise window, such as three
to five years. This gives you time to see if the company succeeds before making a
financial commitment.
If your strike price is $2 per share and the company grows, making shares worth
$50 each, that’s a great deal. If the company struggles and shares are only worth
$0.50, your options are effectively worthless.
This is why stock options are risky—their value depends entirely on the company’s
success.
1. How many stock options am I being granted, and what percentage of the
company does this represent?
Getting 10,000 options sounds great—until you learn the company has issued 100
million shares, making your ownership tiny. Asking for your percentage helps you
understand your actual stake in the company.
2. What is the vesting schedule? Is there a cliff, and how frequently do shares
vest after that?
A four-year vesting schedule with a one-year cliff is standard. This means you get
nothing for the first year, then start vesting gradually (monthly or quarterly) after
that. Ask to confirm these details.
4. What is my strike price, and when was the company’s valuation last
updated?
Your strike price is the fixed price you’ll pay for each share when you buy your
options. If the strike price is higher than the company’s current valuation, your
options could be worthless from the start.
5. How will future funding rounds impact my shares? Will employees receive
refresh grants?
Every time a company raises money, they issue new shares, reducing the
percentage you own (this is called dilution). Some companies give employees
additional stock (refresh grants) over time—ask if that’s the case here.
● Base salary: Ensure your salary is competitive. Startups may position equity
as a major perk, but it won’t pay your rent.
● Benefits: Get clear details on health insurance, retirement contributions,
and any other perks.
● Bonus structure: If available, negotiate performance-based bonuses that
can supplement your salary.
● Severance and equity protections: If possible, negotiate for longer
severance periods or an extended equity exercise window.
A good rule of thumb: Never accept a low salary on the promise that equity will
make up for it.
Before accepting, focus on maximizing the parts of your compensation that are
guaranteed—salary, benefits, and bonuses. Stock options can be a great upside,
but only if the company succeeds.
Key takeaways:
● It’s normal to receive summary documents first, but you should ask for
more details.
● Stock options are risky. Treat them as a potential bonus, not a guaranteed
payout.
● Prioritize base salary and benefits—these are the parts of your
compensation you can count on. This will ultimately depend on your risk
level as well.
● Push for a longer exercise window to give yourself flexibility in the future.
● If you believe in the company’s leadership and long-term success, equity
could be a bet worth taking.
A great company wants you to feel confident in your compensation. If they avoid
answering your questions, that is a red flag.