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PROJECT MANAGEMENT
CHALLENGES
THE TOP 9 PROJECT MANAGEMENT CHALLENGES
Table of Contents
1. Managing Expectations 4
9. Missed Deadlines 20
1. Managing Expectations
Your stakeholders will typically have a vision of what Here’s what happens if you can’t manage
they expect the project to deliver. Unfortunately, this team expectations:
vision can vary greatly depending on the stakeholder
in question. For example: • Your team delivers products that customers
don’t want or need, thus losing their trust and
Technology lead: “It’s all about short, any future business.
sharp schedules.” • Your managers and peers lose confidence in
your ability to do your job effectively.
Sales: “It’s all about customer satisfaction.” • Your team grows dispirited. After working long
hours to deliver what was asked for, they have
Finance: “It’s all about maximizing the profit.” nothing more to show for than a failed or poor-
quality project.
Customer: “I want something top-end and shiny— • You lose money, people and sleep.
the moon on a stick really, and with sprinkles!”
How do you engage stakeholders and
As a project manager, your job is to get disparate
manage their expectations?
visions aligned with reality, and keep them that way
as the project progresses and variables change. While
If you engage your stakeholders early in the project—
this is one of the toughest challenges you’ll face; it’s
ideally during the planning stage—everyone gets a
also one that’s critical to the project’s success.
common understanding of the scope, the timing, the
budget and the resource demands from the get-go.
This means no major surprises later in the lifecycle,
and no ongoing divergence between stakeholder
vision and reality. That’s why we have menus in
restaurants. We don’t just expect the waiter to serve
us exactly what we want without discussing it first.
When you manage expectations with care schedules are automatically updated to reflect
great things happen: current progress at all times. The means you can
see any incoming risk as soon as it rears its head
• You build trust. so you can respond intelligently, rather than react
• You develop healthy and dramatically. Whether stakeholders are checking out
rewarding relationships. the schedule or not, you have all the data you need
• You get satisfied customers. to give a comprehensive and accurate status update
• Your value within your organization grows and on how the project is really progressing. Then you can
everyone wants to work on projects with you (or have the necessary conversations along the way. No
assign them to you). surprises, no false expectations.
• You make money.
• People want to work with and for you. 3. Stakeholders can access the data
• You sleep well at night. they need
Your stakeholders will ask for different types of data
Here’s where we can help. LiquidPlanner is a
from your projects. LiquidPlanner provides analytics
collaborative online project management tool that
and reports on a variety of project information—
lets everyone access their plans from wherever they
are. You can make updates or inquiries, and see the
schedules updated in real time, all the time.
Change is tough, and we’re creatures of habit. For When new tools are sprung on teams without their
these reasons, introducing a new process or software involvement, or without explanation of their value
into an organization can be challenging, and at and benefits, they’re not likely to get well-adopted.
times, unsuccessful. Especially if it the process goes These consequences are grim, especially when
something like this: valuable time and money has gone into considering,
trying and then purchasing a project management
Executive lead to project manager: “Find a more platform that then doesn’t get used. Failed adoption
collaborative project management tool for the can actually set the business back rather than moving
team to use.” it forward; it can also lead to loss of confidence in
those driving the implementation and, in the worst
Project manager to executive: “OK, I tried out a cases, loss of jobs. No business wants that.
few; this one should do.”
Here are the top reasons why teams don’t
Project manager to project team: “Surprise! We use their new project management tools:
have a new PM tool, have at it.”
• The tool is the wrong fit for the business, and
Project team: “Whaa—?” doesn’t deliver the anticipated benefits.
• There is no rollout plan.
• Team members are not part of the trial and
selection process, so there’s no initial buy in.
• Team members aren’t involved in planning the
tool’s rollout.
• Team members don’t receive adequate training
on the new tool.
• The vendor doesn’t provide good support and
training tools.
• Who’s got time to learn a whole new way of
doing things?
TOOLS
and business needs. You can try different products,
and assess whether the tool is the right one for
your team. We recommend getting team members
involved in the evaluation and approval process.
Make an effort to communicate the benefits of using of resources. We help our customers get their
the tool, and take the time to help people understand implementation right and get the most out of our
all the ways the planning software can make their product thereafter. Here are four ways we support
job better and can even improve their career. This customers so that everyone on the team uses the
helps make the selection process matter to them, tool.
and not just the organization. Make sure the software
company you’ve chosen provides enough support, • Demos. We offer thorough product demos that
training and learning materials and is a good partner help you determine how, and if, LiquidPlanner
in your adoption success. meets your business needs.
• We have an ace team dedicated to your
Then, implementation: Get team members involved success. Our Customer Success and
in the roll out process and (this is a big one) find a Professional Services teams provide excellent
champion, someone who really loves and gets the consultations, as well as all of the support
product, you need someone who can advocate and you need before, during and after rollout. We
be a go-to person for questions and issues from also have product and project management
other team members. experts who understand your needs and the
challenges you face—not just with learning
The benefits of team adoption include: the product, but with your adoption process as
well. They can help!
• You get important data and project insight • Seasoned trainers. Educating your team in
that enhances project decision-making and the right way at the right time is essential to
business strategy. get your team not only using the product, but
• You can rely on your project’s schedule, use it in a way that maximizes the benefits and
anticipate change and deliver projects on time. improves the quality of their job.
• You prove yourself as a leader who can identify • Self-serve content. LiquidPlanner has a
the need for change and can deliver it. treasure chest of resources available 24/7: from
• Increased collaboration improves working Getting Started and onboarding materials to a
relationships across the organization. wealth of videos and help articles.
• This could be the first step in shifting your
corporate culture toward embracing change in We conducted an in-depth analysis of our current
the future. successful customers, and found that teams that
have a critical mass working in LiquidPlanner stay
It’s our opinion that your vendor should play an engaged with the product, use key features more,
active role in helping you introduce your project and generally get more value from the product.
management software to your organization. Your
success is their success after all. If they’re not Successful onboarding and adoption is all about
supporting you with training and learning materials, preparing your team before introducing a new
you’re talking to the wrong vendor. product. Then, you have to manage that introduction
in a way that grabs your team members’ interest
and holds it thereafter. And at LiquidPlanner we’re
Here’s how LiquidPlanner helps onboard
dedicated to doing all we can to help you do both
your team
successfully. We love our product, and we want your
organization to love it too.
At LiquidPlanner we partner with organizations and
teams from the second they start using our project
management tool. And, we stick around—providing
support, trainings, consultations and a whole host
“Time is money.” – Benjamin Franklin their hours, and if they do enter their hours,
“I just can’t wait to fill in my timesheet!” they do it inconsistently—at best.
– Nobody, ever. • Timesheet data isn’t integrated with the project
schedule, so work hours have to be manually
Time is one of your most precious commodities. wrangled from one system to another—a
And for projects that are driven by schedules and hassle that also increases the chance for errors.
budgets, project managers and team leaders need to • By the time schedules are updated to reflect
know how and where everyone is spending their work timesheet data it’s too late to address
hours. In order to get the right information, team any problems.
members need to log time to all of their work. Easier
said than done, right? How do you get people to track time?
It’s hard to get people to use time tracking First off, you need an efficient (non-clunky) time
tools because: tracking process that’s integrated into your project
management software. Then, you want to give your
• Timesheet systems are clunky and project team a way to quickly record work done and
not user-friendly. work remaining on a task—and to do so in context.
• Team members don’t see the value in logging For example, imagine starting a timer right from your
task item and knowing your time is being logged into
the project schedule pronto. Tracking time has to be
convenient enough to become a habit.
TRACKING
the need for more help and resources.
• It keeps people from being overbooked,
overworked and getting burnt out.
• Time tracking data can be used to
A friendly interface that’s easy to use If time is money—and your most precious resource—
For people to use a time tracking tool, it has to be you need to know where and how you’re spending it.
functional, intuitive and easy to use. And let’s face And you need your team to be part of the process.
it—a good-looking interface always helps. When
“If everyone is moving forward together, then Here are the top reasons why collaboration
success takes care of itself.” - Henry Ford efforts fail:
Effective collaboration has gone from a nice-to- • Organizations are siloed, and project teams
have to being critical to business success—even to are matrixed.
improving the world! Would we have an International • The team relies on email and spreadsheets to
Space Station if the 16 nations that built it together manage projects.
had decided to stay in their own back yards and do • Information is scattered over different data
their own thing instead? Doubtful. repositories and apps, rather than in one
unified location.
Even when we recognize the value of people working • Teams and customers depend on the
together effectively, and even when we set up project project manager to access schedule status and
teams and partners that are motivated to do deliver project data.
great projects together, collaboration efforts often • Organizations don’t use collaborative project
misfire. Sometimes, they don’t happen at all. management platforms.
COLLABORATION
email will never go away, these tools enable you to
use it as a communication accessory, not as a project
management methodology.
Here’s how project management software beautiful truism, LiquidPlanner has a contextual
platforms benefit your business: commenting feature that puts conversations in line
with the task or project folder they apply to. This
• Avoids communication breakdowns way, teams and individuals can track conversations
• Builds trust with your streams, reduce meetings and avoid email silos.
clients and peers
• Speeds up completion,
and improve quality
• Makes it easier
to work remotely
with colleagues
• Improves
brainstorming and
problem solving
• Unites people around
a common goal and
bigger purpose
• Improves team morale,
spirit and enthusiasm
• Your boss, stakeholders and teams trust and Baseline views and various reports.
respect your project leadership.
• You can use your time and project insight Automatically updated schedule
to craft strategy and make meaningful
Whenever there’s a change to a project item, the
business decisions.
schedule automatically updates itself, in real time.
• You can manage and forecast resources
And since everyone is responsible for keeping
accurately, and make sure your team is
their project activities updated, you can rely on the
assigned to the right work.
fact that the project view and all its details give an
• You can be a step ahead of incoming risks and
accurate picture of where the project stands.
plan accordingly.
• You have a better chance of delivering the
project on time!
Resource insight
We’re one of the only resource-driven scheduling
engines in the business. In the words of
Here’s how LiquidPlanner gives you the
LiquidPlanner customer Jason Grovert, CTO at
project visibility you need
Ryland Homes, “LiquidPlanner provides visibility
at all levels… helping us estimate schedules with
LiquidPlanner is transparent project management confidence and manage and forecast
software that provides a central space for resource availability.”
comprehensive project insight. Here are some of the
ways we provide visibility into project work: You don’t want to be caught off guard, or blindsided
by unexpected surprises when you’re leading a
Visibility across portfolios of work project. With the right kind of visibility into all details
The LiquidPlanner workspace gives you access to of your project, you not only build trust with your
hundreds of projects and tasks in a single view. You stakeholders and team members, but you help forge
can choose to see everything from a high-level, a successful path by delivering excellent projects, and
long-range planning view to focusing in on current on time. Why not use the PM solution of
task activity. You can also customize how you see your dreams?
various project data using Dashboards, Card View,
“Men have become the tools of their tools.” - Henry Common problems of having too many
David Thoreau project software platforms include:
There’s an endless array of software systems and • It’s time consuming switching between
tools available today to address business needs: task systems.
management tools, scheduling tools, communication • You have too many tools to maintain, and pay
apps, time tracking software, calendars, Agile for.
systems—the list goes on. Irrespective of your • Teams working in different project
company or team focus, there’s a product that will management tools can’t collaborate effectively.
help you optimize and better organize your work. • It’s hard to access project data across an
organization when information is spread over
Having such a broad range of tools to track various platforms.
projects and provide essential data offers up rich • Organizations with a mishmash of integrations
opportunities for organizations. But when is there can’t wrangle a consistent flow of information.
too much to choose from? Many companies have to • Companies pay for software that nobody’s
work with such a bewildering array of systems that using.
productivity is often paralyzed (or severely slowed • There are too many software products to
down) rather than maximized. learn (or choose from) so people pull out their
spreadsheets and go rogue.
SYSTEMS
your project management software:
METHODOLOGY
• Managers get more exact and comprehensive
project insight.
• You can run reports that show the entire
project, rather than a report per team. Your schedules are always reliable and
• You can manage and allocate resources more updated, no matter how you plan
accurately.
• The process of managing a portfolio of LiquidPlanner takes the priorities you set then applies
projects—and anticipating risks—gets much, automatic resource leveling to generate realistic
much easier.
• The process makes project work
so much better, that software
adoption goes through the
roof.
Project structures match the way you work schedules—no matter what methodology you use.
There are no pre-defined project structures in a And it does this for all projects and tasks in your
LiquidPlanner workspace. We don’t differentiate workspace. So if you’re sharing resources between
between methodologies; projects are just work items, Agile and non-Agile projects, you get a unified view
and you can structure your project the way you want of what work is being done when and by whom—with
to. For example, teams can arrange project work in no need to burn hours sweating dependencies.
a number of ways. If one team is Waterfall they can
build out a work breakdown structure in a traditional You can select different project views
project, sub-project/phase and task format. If LiquidPlanner provides a host of views and reports
another team, or project, is Agile, you can use our which you can apply to any project. This way you can
Packages to take backlog work and group it into provide and access project information in various
sprints instead. You can also organize work by time formats from Gantt charts, PDFs and burndown
(weeks and months); set up packages to organize charts to baseline views and Card View (our version
projects by Active and Pending, and a lot more. of Kanban).
Priorities are always clear Your team’s method matters. But there’s no reason
Whether team members have two projects or 20, for methodologies to keep teams from collaborating
priorities are always reflected in how high up in the seamlessly on project work, and to keep managers
project plan structure they’re placed. So no matter from being able to access a unified view into a
what processes your various teams are following— portfolio of projects. Just pick a platform that works
priorities will always be crystal clear, and easy for everyone!
to update.
INTEGRATION
• Help your organization embrace change.
9. Missed Deadlines
Top 9 Project Management Challenges.”
This is Part Four of the eBook, “How to Solve the
“Expect the best, plan for the worst, and prepare to a good way! You pay a price when you can’t keep your
be surprised.” ~ Denis Waitley end of the bargain with customers and stakeholders.
Missed deadlines cost money and break trust—an The high cost of missing deadlines
obvious statement that belies the fact that projects includes:
run late seemingly all the time.
• Losing the confidence of your team, boss
What drives missed deadlines? Sometimes an and stakeholders
executive or a customer mandates an aggressive • Losing existing clients and customers
finish date leaving your project team no choice but • Losing opportunities for business growth
to comply. Other times an end date is set with some • Incurring overtime, especially toward the end
rough calculations, but there’s no accurate way to of the project.
track and manage resources and task completion • Overworking employees—who might choose
along the way. Or, people are over-assigned. to leave your organization
• High stress, low morale and poor engagement
The bottom line? If you want to build a reputation from burnt out workers
for getting projects done when you say you will, then
finding a way to meet deadlines is imperative to your Projects meet their deadlines because they’re not
success. Even if going a smidge past deadline is a only well-planned down to every detail and resource,
normal way of doing business in your organization, but they’re realistic. This means the schedule makes
delivering projects late over time adds up, and not in room for uncertainty and unexpected surprises.
Team members are assigned to work based on their
availability; the right software is used to provide
accurate and updated insight into the plan, and it’s
easy to identify which tasks are on schedule and
which ones are running late.
BEST WORST
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• You build customers and grow the business. project managers and team leaders can speak with
• People want to work for and with you. confidence about project status and delivery dates
• Work quality increases because people aren’t because they’re rooted in reality.
working fast and furiously.
• You create a work environment that everyone Predictive finish dates
wants to be part of.
LiquidPlanner’s scheduling engine calculates all
plan details—estimates, assigned resources—and
Here’s how LiquidPlanner helps your team delivers an expected delivery date all the way up to
meet project completion dates the project level. And every time a change is made,
the scheduler automatically recalculates the plan and
We created LiquidPlanner as an antidote to unreliable gives you the latest statistical likelihood of achieving
scheduling tools and missed deadlines. Our software your given finish dates.
was created around the belief that teams work best
when they can make best/worst case estimates that Resource-driven scheduling engine
account for the uncertainty inherent in all projects,
Our scheduling engine reflects how resources are
and when they can rely on a scheduling engine that
allocated—from project costing to capacity planning
automatically updates whenever plan items change.
that incorporates everyone’s availability. This type of
Here are some of our unique features that help
real picture helps you distribute resources effectively,
teams make their deadlines:
see where you might be falling short (or going over)
and keep the project on budget and on time.
Ranged estimates
Meeting your deadlines is not an impossible task.
LiquidPlanner manages uncertainty by using With the right scheduling software and a realistic
ranged estimations based on best case/worst case approach that accounts for uncertainty and all of
scenarios. Building schedules around two-point your available resources, you’ll master the art of
estimates based on effort gives teams realistic delivering projects on time. Your customers, team
dates because the risk is built in. This means that and organization will love you for it.
LiquidPlanner.com