Sitemaps
Assume Everyone Will Leave in Year One
Stop Listening to Investors
Was Mortgaging My Life Worth it?
What's My Startup Worth in an Acquisition?
When Our Ambition is Our Enemy
Are Startups in a "Silent Recession"?
The 5 Types of Startup Funding
What Is Startup Funding?
Do Founders Deserve Their Profit?
Michelle Glauser on Diversity and Inclusion
The Utter STUPIDITY of "Risking it All"
Committees Are Where Progress Goes to Die
More Money (Really Means) More Problems
Why Most Founders Don't Get Rich
Investors will be Obsolete
Why is a Founder so Hard to Replace?
We Can't Grow by Saying "No"
Do People Really Want Me to Succeed?
Is the Problem the Player or the Coach?
Will Investors Bail Me Out?
The Value of Actually Getting Paid
Why do Founders Suck at Asking for Help?
Wait a Minute before Giving Away Equity
You Only Think You Work Hard
SMALL is the New Big — Embracing Efficiency in the Age of AI
The 9 Best Growth Agencies for Startups
This is BOOTSTRAPPED — 3 Strategies to Build Your Startup Without Funding
Never Share Your Net Worth
A Steady Hand in the Middle of the Storm
Risk it All vs Steady Paycheck
How About a Startup that Just Makes Money?
How to Recruit a Rockstar Advisor
Why Having Zero Experience is a Huge Asset
My Competitor Got Funded — Am I Screwed?
The Hidden Treasure of Failed Startups
If It Makes Money, It Makes Sense
Why do VCs Keep Giving Failed Founders Money?
$10K Per Month isn't Just Revenue — It's Life Support
The Ridiculous Spectrum of Investor Feedback
Startup CEOs Aren't Really CEOs
Series A, B, C, D, and E Funding: How It Works
Best Pitch Decks Ever: The Most Successful Fundraising Pitches You Need to Know
When to Raise Funds
Why Aren't Investors Responding to Me?
Should I Regret Not Raising Capital?
Unemployment Cases — Why I LOOOOOVE To Win Them So Much.
How Much to Pay Yourself
Heat-Seeking Missile: WePay’s Journey to Product-Market Fit — Interview with Rich Aberman, Co-Founder of Wepay
The R&D technique for startups: Rip off & Duplicate
Why Some Startups Win.
Chapter #1: First Steps To Validate Your Business Idea
Product Users, Not Ideas, Will Determine Your Startup’s Fate
Drop Your Free Tier
Your Advisors Are Probably Wrong
Growth Isn't Always Good
How to Shut Down Gracefully
How Does My Startup Get Acquired?
Can Entrepreneurship Be Taught?
How to Pick the Wrong Co-Founder
Staying Small While Going Big
Investors are NOT on Our Side of the Table
Who am I Really Competing Against?
Why Can't Founders Replace Themselves?
Actually, We Have Plenty of Time
Quitting vs Letting Go
How Startups Actually Get Bought
What if I'm Building the Wrong Product?
Are Founders Driven by Fear or Greed?
Why I'm Either Working or Feeling Guilty
Startup Financial Assumptions
Why Every Kid Should be a Startup Founder
We Only Have to be Right Once
If a Startup Sinks, Founders Go Down With it
Founder Success: We Need a Strict Definition of Personal Success
Is Quiet Quitting a Problem at Startup Companies?
Founder Exits are Hard Work and Good Fortune, Not "Good Luck"
Finalizing Startup Projections
All Founders are Beloved In Good Times
Our Startup Culture of Entitlement
The Bullshit Case for Raising Capital
How do We Manage Our Founder Flaws?
What If my plan for retirement is "never retire"?
Startup Failure is just One Chapter in Founder Life
6 Similarities between Startup Founders and Pro Athletes
All Founders Make Bad Decisions — and That's OK
Startup Board Negotiations: How do I tell the board I need a new deal?
Founder Sacrifice — At What Point Have I Gone Too Far?
Youth Entrepreneurship: Can Middle Schoolers be Founders?
Living the Founder Legend Isn't so Fun
Why Do VC Funded Startups Love "Fake Growth?"
How Should I Share My Wealth with Family?
How Many Deaths Can a Startup Survive?
This is Probably Your Last Success
Why Do We Still Have Full-Time Employees?
The Case Against Full Transparency
Should I Feel Guilty for Failing?
Always Take Money off the Table
Founder Impostor Syndrome Never Goes Away
When is Founder Ego Too Much?
The Invention of the 20-Something-Year-Old Founder

Plan Your Year to Keep Employees Happy in Q4 Without Leaving Clients Hanging

Tony Delmercado

Plan Your Year to Keep Employees Happy in Q4 Without Leaving Clients Hanging

It’s that time of year again! Get ready for all of the year-end lists, advice, and wrap-ups. Every year, we soak that stuff up, but this year, I’m focusing on something different: my team.

Over the years, I’ve noticed a few things as the holidays roll around.

Naturally, people want to take time off with their friends and family. They should. And they should also prepare accordingly by managing client expectations so they can enjoy their time away.

This is also prime time for folks to reevaluate their lives and career goals. As a boss, that means lots of hand-holding and long conversations with employees around career trajectory and promotion possibilities.

At my company, we’re slammed in the fourth quarter. It’s a good problem to have, but because we work with a lot of clients who cash in big time in Q4, client demands are often last-minute, which can drain already strained resources.

All of these factors can seem like a perfect storm. But with a little bit of planning, everyone can have a great holiday season.

Holiday Curveballs

Depending on your business, challenges can come from a variety of directions.

We have multiple clients that want to sign on and immediately kick off work and projects, often within 48 hours. They are revving up for the holiday season, too, and it’s a big money-making time for them.

Last year, a client wanted to deploy everything within four days of signing a contract. They signed in the fourth quarter and wanted immediate results. That can be overwhelming.

We’ve had to put some rules in place around seniority and tenure to ensure we aren’t left short-staffed at peak times. Employees can still take time off around the holidays, but they might need to move days off to accommodate client needs.

With so much at play, it’s important for leaders to help clients and staff prepare for the challenges. This means communicating expectations ahead of time and setting everyone up for success.

Ending the Year Strong

Personally, I was surprised by the “reevaluation” of life around the holidays and new year. It’s healthy and good, but I couldn’t have predicted how many personal discussions I would be having with my team in Q4 and early Q1.

This seems to be especially true for younger employees. They are often less focused in their careers overall, not sure yet where their trajectory is heading. They also struggle more when coming back in January. But I never experience any dread because it’s always a fun coaching opportunity.

It’s good to have candid conversations about life, work, opportunity, and values. These are really important questions about purpose, contribution, and the meaning of work. This is true for anyone, but it’s especially true for younger people. They don’t typically have as much ownership over their career trajectory and livelihood yet, so it’s a nice change to be a manager who works with them to own that.

I like to initiate these important conversations throughout the year so they don’t all come up halfway through Q4 when we’re at our busiest. I want my employees to know that I’m here, I’m supportive, and their growth is important to me, too.

Last year, we did a good job of scheduling those conversations throughout the year. This year, we are working on end-of-the-year reviews early so we have time to touch on these things instead of scrambling mid-December.

When people feel heard year-round, they are more likely to work with the company to hustle in Q4 and around the holidays. Fewer employees feel connected to their jobs these days. But when they can clearly see how much you care about their growth, they tend to care more about the company’s growth and success as a whole.

Let people know in advance that you’re there for them and want them to take much-needed time off throughout the year but that December probably isn’t the most ideal time. Help them find a time that works best for them and you, and don’t drop that bomb on them at the last minute.

Managers should serve as positive forces in the workplace. You should cultivate enthusiasm and make the culture as exciting as it can be. Make your employees want to work hard and hang around. Your attitude has a huge impact on theirs.

Really, it all comes down to this: Be proactive about career development and mapping all year long to avoid big cultural swings. The great news around the holidays is that everyone is in pretty good spirits. The trick is matching that personal enthusiasm with enthusiasm for work, clients, and career growth.

No comments yet.

Upgrade to join the discussion.

Already a member? Login

Upgrade to Unlock