Progression Ebook
Progression Ebook
Overview of the
best tools on the
market to help
Introduction
Starting a company brings a long list of challenges with it. From coming up
with a great idea, to putting together a business plan, to getting funding - it’s
a lot to contend with! Once you’ve got lift off, finding the best team to make
your new venture fly is the next priority.
When you’re starting out, you gather the best people around you to help
you build the best product you can. For a while, this is likely to be the focus,
which usually means operating with a flat structure where everyone pitches
in on everything.
However, once you and the team have a great product to offer, thoughts
turn to scaling. As the company grows and processes become more
complex, some people will naturally take more senior roles. Often, the best
recruitment policy is to promote from within. This will require you to nurture
your employees and help them develop professionally, so that they can level
up their skills and take on more senior or expert roles.
Promoting from within and helping your employees grow can save you
money on recruiting expensive external candidates. It also has the potential
to keep your current team happy, which means they’ll be less likely to leave.
More recruitment savings!
There are several ways you can help your team expand their skill set and
level up their knowledge of their fields. We’ve gathered some information,
tips and examples to help you make the most of the talent you already have
in your company.
Progression How to level up your team: The Ultimate guide
Over a third of
employees will leave
their jobs if they’re
not offered upskilling.
Progression How to level up your team: The Ultimate guide
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At this stage, it’s usual for people to get involved in all sorts of projects
and elements of the business, and so job titles and seniority levels are
immaterial. The goal is to build a great product or service and, to do that,
empowering people to take ownership of the process is best.
Founders and first employees are typically really bought into the core
vision and care more about that than their salary or job title. Once you add
more people, particularly a layer of management between the founders
and people executing, or you bring on a lot of junior staff members, that’s
when you have to become clearer about where people’s careers can go.
At this stage, people may start asking questions about their future in the
organisation and how they can advance to the next stage. If you don’t
offer opportunities for growth, you risk losing your best team members to
other companies.
Progression How to level up your team: The Ultimate guide
Having the next level to aspire to will motivate people to put in their best
work so that they can prove themselves up to the challenge. This is where
recognising the top performers comes in, as well as offering development
opportunities and training to those who require it. It’s important to note
that not everyone will necessarily be after a promotion. Some people will
simply look to better their knowledge and expertise in their chosen field.
Recognising this, whether through additional training, project assignment or
recording successes, can give these employees a sense of accomplishment
at mastering their skills.
That said, the process of building a company from the ground up is in itself
a levelling up exercise. Even if you hire very knowledgeable and experienced
people, they’re still likely to learn a thing or two from helping you develop
your product or service idea. In the early stages, that is sufficient. When it’s
time to grow, you’ll hopefully have a grasp on which of your team is most
suited and ready for leadership roles, or to move up the seniority level.
Progression How to level up your team: The Ultimate guide
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For these people, developing their current skills and climbing up the career
ladder in terms of expertise as an Individual Contributor (IC) seems a much
more promising route.
This may seem obvious, but having regular chats with them can help get
them talking about their ambitions. Sometimes, just discussing things out
loud with another person can help make sense of them in our own heads.
You can set them tasks, like making presentations, helping out with
interviewing candidates for roles within the company, or working in a
team with others on certain projects. All of these things can highlight their
strengths and weaknesses, as well as help them figure out what kind of
activities they enjoy.
If the budget is available, you can send them on external training courses.
Things like developing leadership skills, and the next level of expertise in
their chosen field can help open their eyes to the possibilities available and
guide them in the right direction.
A great way to inspire people is to match them with people within the
company that have already achieved what your team members aspire to.
Whether a senior leader in the organisation, or someone who is at the
top of their game as an individual contributor, being able to see what daily
life looks like in these roles can be really valuable for more junior members
of staff, and help them decide if what they think they want is really right
for them.
Progression How to level up your team: The Ultimate guide
Company size
The obvious implication here is that, in a larger organisation, there will be
more roles available, including senior ones. This means managers will have
more options when it comes to levelling up their team members in terms of
seniority.
However, gaining more seniority is not the only way to level up. Extra
training, mentorship programmes, skills development and a move to a
different department can all be valid options too. Larger organisations still
have the advantage here, as they have bigger budgets and more people
available to share their skills with more junior members of staff. But smaller
companies can offer opportunities big corporations can’t.
Team size
Much like the size of the company, the size of the team will also determine
the opportunities available to staff members.
It’s important to mention here that not everyone responds the same way to
feedback, people learn differently and manager-employee interactions are
not a ‘one size fits all’ kind of thing.
The best thing you can do as a manager is to get to know your team
members. The better you know them, and the more you build a relationship
based on open communication and trust, the easier it will be for you to tailor
your approach to the individual.
Whatever the size of your team, scheduling regular check-ins is a great way
to keep on top of things. These are not supposed to be a ‘tell me how you’re
meeting your KPIs’ meeting. Check ins are more about seeing how the team
member is doing on a more personal level. You can ask questions like:
What have they enjoyed about the work since you last spoke?
Having these meetings regularly (at least once every quarter) will help
you recognise unease in your employees early and stop grievances from
developing into notice letters. It will also mean you can answer your
employees’ questions and grant them their wishes (within reason) to keep
them happy. Like a line manager, genie and fairy godmother all rolled into
one delightful package!
Another valuable resource for teams both large and small is collaboration.
Even boring projects can be made more fun by sharing the load and
brainstorming ideas on how to make everything work better. Ideas can come
from the most unexpected places and your team members will be levelling
up their skills by learning from their colleagues.
One thing to keep in mind is that office politics can sometimes be tricky little
beasts, so make sure your employees know to come to you with any issues,
but also that they’re able to iron out issues within themselves in a way
befitting a professional setting.
Progression How to level up your team: The Ultimate guide
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Aligning hiring and internal career growth makes sense for employers who
want to help their team members level up and stay within the company.
There are things you can do to make the load a little easier to carry. Here are
some best practice tips:
Stay engaged
Helping your team members to level up their skills and their career
progression can’t be achieved in a single meeting. You can prove to your
team members you are continually engaged in their career growth plan
by pointing out opportunities throughout the year, congratulating team
members when they accomplish a task, and correcting them if they make a
mistake. Not only will this maintain growth momentum, but it’ll contribute to
a healthy employee-management relationship.
Progression How to level up your team: The Ultimate guide
You might think that giving junior team members easy, low-pressure tasks
is the best tactic, but ultimately they’re likely to get bored and frustrated if
they have no real work to do.
Tell them that the work will likely be challenging, but that you believe they
can do it. If you don’t actually believe that, then you’re hiring the wrong
people.
Alongside that, offer them support - whether that’s extra training in areas
they are less confident in, levelling up their existing skills, or mentornships
from more experienced members of the team. With the right guidance and
support, your juniors will soon become seniors, to the benefit of everyone
involved.
Start small and slowly make changes. Once your employee has blossomed
into a successful leader, they should be capable of influencing positive
change. However, whilst you are helping them to transition into a leadership
role, it may be wise to keep prior systems in place until they become more
experienced. Regular feedback and close mentornships are great tools here.
Starting small also means that senior level employees can learn and try new
things without the risk of damaging company performance or making any
permanent changes.
Allow room for creativity and growth. You don’t want your employee to feel
boxed in too quickly, or feel as if they’re already committed to something
they haven’t decided is the right fit. When the transitioning employees have
gotten to know their new positions and have had time to get comfortable,
they should be left to exercise their own creativity within the standard
responsibilities. Seeing real changes getting made, thanks to their own
input, can be a huge boost to a transitioning employee’s confidence.
Provide guidance. Providing meaningful guidance doesn’t just mean
the occasional pat on the back or one-off email. You may want to look
into providing on-the-job training, personalised coaching sessions and
networking opportunities. This doesn’t mean solving all their challenges
for them, but nudging them in the right direction, while letting them figure
things out for themselves. Also, it’ll be useful to check in on the team
members the new leader is supervising. The employees they are responsible
for will be a great source of information on how your employee interacts with
their team.
Motivating employees
Helping your employees reach the next level in their career is great, but it
doesn’t replace looking after them in the here and now. What you don’t want
is for everyone to get so focused on future goals, that both you and your
team get overwhelmed with pressure.
It’s not always easy to keep team members motivated and engaged. Of
course, as grown adults, it is up to your employees to make sure they turn
up to work, both physically and mentally, and do their best to succeed.
That said, there are things you can do as a manager, and that the company
can offer in general, that are likely to help keep your employees happy in
their role. Happy employees are more productive, which benefits everyone in
the workplace.
Flexibility
Offering flexibility, both in terms of working hours and location has become
increasingly important in recent years. Since the start of the Coronavirus
pandemic in 2020, this has become even more crucial if you want to attract
the most talented people to your company.
Progression How to level up your team: The Ultimate guide
Wellbeing
This is another aspect that’s been gaining more attention in recent years,
and especially since the start of Covid. Burning the midnight oil is not
something most employees are willing to do anymore, with money and big
job titles no longer providing the incentive they used to. Most people now
place their physical and mental health, as well as time with their loved ones,
at the top of their priority list. Offering flexible working is a great way to
address some of these concerns. You will also do well to remember that
your team members’ health - physical and otherwise - should also be at the
top of your priority list. Working your employees into ill health will benefit no
one in the long run.
Transparency
Honesty is an important part of any relationship, and professional
relationships are no different. Whether that’s open and honest feedback
about an employee’s work, or transparency when it comes to the type
of opportunities you can offer them. Making false promises is the worst
thing you can do in terms of building trust with your employees. Of course,
honesty goes both ways. Knowing how to accept feedback from your team
is just as important as knowing how to dish it out. If your employees know
they can come to you with issues, they are more likely to feel safe in their
working environment.
Learning
Even the most experienced and expert amongst us don’t know everything.
Offering your employees opportunities to learn and level up their skills
is crucial to keeping them feeling fulfilled in their role. This doesn’t
necessarily mean expensive external courses - offering internal skill share
and mentorship, as well as recommending useful resources, can be just as
effective.
Progression How to level up your team: The Ultimate guide
59% millennial
respondants said
opportunities to
learn and grow are
important when
applying for a job.
Progression How to level up your team: The Ultimate guide
Beyond the initial chat, where you develop and set up a plan of action, you
should be checking in often. The conversations should be used to see where
your employees are and whether where they want to go is still the same as it
was the last time you spoke.
Talking about new opportunities, whether a new role, a new training course
or a mentorship programme, should also be included in these regular catch
ups.
If you are not the main decision maker in the company, you will also need
to involve the senior leadership in conversations around hiring and growth
plans. Budgets for any training and development courses will also need to
be agreed. Make sure you are realistic when discussing opportunities for
levelling up with your team. Promising something you can’t deliver is almost
guaranteed to lose you your employees’ trust.
Are there any specific areas you would like to improve or train in?
Is this job what you expected it to be when you started? If not, how so?
Are there any different parts of the organisation you would like to know
more about?
What has been your professional and personal highlight this month?
What would you like to have learned or mastered by this time next year?
Do you have any suggestions for how I can best support your career
progression?
Look up learning opportunities for the team. You can find some tools to help
with this here.
What have they enjoyed about the work since you last spoke?
Employee survey.
If you have the capacity and want to get company-wide feedback on how
you’re currently handling employee growth, there are tools that can make
this a pain-free process. You can find a few suggestions here.
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Do a gap analysis of these two points, and tailor your hiring plans to the
findings. This will include internal mobility and the kind of up-skilling and
training you should be offering your existing employees.
Once you know the requirements of your business, you can talk to your team
members and see whether these align with their goals and ambitions.
Before you start those conversation, taking these actions can help focus the
process:
Looking at team wide success criteria and identifying skills that would help
you get there
For new roles, look at key skills needed for them to be impactful
Are there any specific areas you would like to improve or train in?
Is this job what you expected it to be when you started? If not, how so?
Are there any different parts of the organisation you would like to know
more about?
What has been your professional and personal highlight this month?
What would you like to have learned or mastered by this time next year?
Do you have any suggestions for how I can best support your career
progression?
Progression How to level up your team: The Ultimate guide
Goal setting. Now that you know where your team member is, it’s time to
talk about where they want to go. Everyone dreads the -’where do you see
yourself in 5 years?’ question at job interviews, but this is the time to think
about it and answer it honestly. It’s important to remember that climbing
the career ladder doesn’t necessarily mean taking on a managerial position.
Growing as an expert in a certain field can be just as fulfilling. Make sure to
present all possible career paths to your team.
Strategising. When you have a start and end point, you can see what
you and your team members need to do to get from A to B. Do they need
specific training? If they want to become a manager, you could maybe send
them on a course to develop leadership skills. Remember that it’s not just
external training that can help here - networking events, mentorship from
within the organisation and time spent working with people from other
departments can all be valuable resources.
Resource list. When you’ve set out the exact steps your employee needs to
take to advance, you’ll need to have a think on your own and decide how you
can best support them. What courses do you have access to? Can you get
a discount by sending several members of your team on the same course?
What budget are you working with? You may need to seek advice from
upper management or other parts of the organisation for this. You can also
set them questions regarding supporting your team members from within
your organisation with mentorship and secondments.
Naturally, this plan needn’t be set in stone. Plans and circumstances change,
so it’s perfectly possible for your employees’ life plans to change as well. A
professional development plan is a dynamic thing that can grow with the
person it’s attributed to.
Progression How to level up your team: The Ultimate guide
Levels.fyi ↗
This focuses more on salaries by location, company and job title. You can
see what kind of remuneration you can expect in different roles and different
levels of seniority, and see which companies pay the best. There’s also
the option of applying for paid internships, but this seems to be for North
America based companies only.
Progression How to level up your team: The Ultimate guide
Princeton Review Career Quiz ↗ Very similar to the 123 test, this quiz also
requires you to choose your preferences. However, this one uses sentences
like ‘I would rather be a newspaper editor’ vs ‘I would rather be a tax lawyer’,
and later asks personality related questions, like whether you agree with
arguing a point when right and whether you like to bargain on a price. Note
you’ll have to create an account to be emailed your results.
MAPP career test ↗ The Motivational Appraisal Personal Potential helps you
to figure out your career motivations, then matches you to both industries
and specific careers from a database of over 1,000 roles. It’s been taken by
over 8 million people since 1995, is offered in six different languages, and
has undergone reliability testing by psychologists.
TLDRaw ↗ This is a very cute tool, but you’ll need actual drawing skills.
Progression How to level up your team: The Ultimate guide
PowerPoint An oldy but trusty tool from Microsoft for all your flowchart and
presentation needs.
LearnAmp ↗ New on the market, this LMS start-up lets you onboard new
employees, upskill your team members and share knowledge within the
team. They’re used by big-name companies like Metro Bank and SpecSavers
and consistently get 4+ stars (out of 5) reviews on consumer comparison
sites like GetApp and Capterra.
HR tools
Charlie HR ↗ This tool has evolved a lot since its launch, and includes
functionality for logging days off, controlling access to other apps and tools,
benefit management, performance reviews and engagement surveys.
HiBob ↗ A similar, but newer tool that lets you automate your paperwork,
track working hours, manage performance and build an inclusive and
engaging culture.
HeyTaco ↗ This takes the Hi-5 practice away from Slack and into its own
space. Employees can send recognition to their team in the form of digital
tacos, and add special gifts like sauces for people who’ve really gone the
extra mile. These don’t translate into edible regards, but team members can
trade their tacos for things like an extra day off or a team party.
Nectar ↗ This allows both managers and peers to send special mentions
to others within the company. You can send recognitions through Slack
and Teams, as well as internally in the app. Recognised employees can
choose rewards from companies like Amazon and gift cards, and you
can also highlight special milestones, like employees’ birthdays and work
anniversaries.
Managing a team brings with it a lot of pressure - there are people who
are literally relying on you to help them better themselves and their life.
However, if you take on the advice you’ve read in this guide, and adapt it
to suit your own personal style and your team’s individual needs, there is
nothing stopping you or your team from achieving all your goals.
Here are a few more guides to help you be the best manager you can be:
progressionapp.com ↗