Good Morning. McDonald’s rolled out a ‘Grinch Meal’ this week, and the entire country lost its mind over the green salt and free socks. Stores sold out, employees posted the madness on TikTok, and McDonald’s printed cash. It’s a reminder that little novelty goes a long way, even when the actual product hasn't changed at all. Now, let’s get into today’s Follow Up. (:
Move deals forward with your champion. ➡️
When a good job actually hurts you 😬
Are sweatpants acceptable in the office❓
Sales jobs & a meme 😂
Sales Tip of The Day 💡
When a prospect says they need to “run this by finance”. Give them what they need to make the case.
❌ “Sounds good, let me know what they say.”
✅ “Finance usually cares about two things: time to impact and risk. Can I give you a 60-second version you can forward that hits both?”
This gives your champion more ammo to become a stronger internal seller and speeds up the approval loop.
You become valuable to your champion when you make their life easier.
Sales Emails That Actually Work: 75 Templates Inside
Fed up with emails that vanish into the void? Our collection of 75 field-tested templates delivers what others just promise: responses. No fluff, no jargon – just emails prospects actually read and reply to.
You'll get:
25 first-touch templates that spark real conversations
30 follow-up templates that keep deals moving
20 break-up templates that preserve future opportunities
These aren't theoretical best practices. They're battle-tested messages used by successful sales teams to land meetings and close deals. Each template is designed for quick customization – swap in your details and start seeing results.
Why a Good Sales Job Can Quietly Hold You Back
There’s a strange point in a sales career when everything looks right on paper.
Yet still… something feels off.
Your base salary is solid, the commission checks land, your schedule is light, and working from home has become so normal that your sweatpants feel like part of the uniform.
From the outside, it looks like you’ve won the sales job lottery.
But then Sunday hits, and the idea of logging in the next day feels like a heavy weight hanging over your head. You feel yourself settling into a rhythm that’s comfortable but not challenging.
These are the years when your skills and income compound the fastest.
And that quiet pull between comfort and ambition is where the silver handcuffs start to lock you up.
Today, I’m breaking down the hidden cost of staying in a job that feels safe and the steps that help you regain control of your career path. Let’s get into it.
What Silver Handcuffs Look Like
Silver handcuffs rarely start with a bad job. They usually begin with a good one that slowly limits you in ways that are easy to miss.
Maybe the base is strong, and the commission is consistent, but your income has no path to grow.
The role keeps you comfortable, and each year looks a lot like the one before it.
None of this feels dramatic on its own.
Together, they create a quiet tension.
You feel grateful for the stability and restless for something more.
That mix is the first signal that comfort could be costing you.
The Ways to Tell Your Job Is Holding You Back
Staying isn’t wrong, and leaving isn’t heroic.
The real goal is to be intentional with your path, instead of just drifting into it. Here’s 3 signs that you might just be drifting:
1. You've stopped learning, but you're comfortable:
If the last time you felt challenged was months (or years) ago, but your paycheck still clears, and your manager still likes you, you’re in the danger zone.
Comfort isn't bad, but if it's the only thing keeping you there.
You're trading growth for familiarity.
2. You're staying because of what you'd lose, not what you'd gain
Listen to how you talk about your job.
If your reasons for staying are all about avoiding loss, rather than excitement about where you're headed, it’s a red flag.
This could sound like: "the comp plan is decent," "I've built relationships here," "it's stable".
You're defending a position instead of building toward something.
3. You fantasize about other paths but never explore them
You've got the tabs open. LinkedIn searches for other roles. The "maybe I should try..." conversations with friends over drinks.
But you never take a single concrete step. No outreach, no interviews, and no real action.
If you're spending more energy imagining a different career than investing in your current one, you're probably stuck.
How to Progress Before You Transition Roles
Sales careers do not need dramatic exits to move forward. You can find growth opportunities before you make a jump:
1. Shadow the people adjacent to your role
You don’t need to treat other departments like strangers you nod at in Slack.
If you're curious about what's next, start by understanding what's around you. Ask your Sales Engineer if you can sit in on a technical deep dive or watch a Customer Success Manager navigate a renewal.
Most people are flattered when you're genuinely curious about their work.
You'll learn faster in one ride-along than in ten hours of YouTube videos.
2. Volunteer for the projects no one else wants
There's always something happening outside your core quota work.
A new product launch, a pilot program, or a customer case study board that needs organizing. These projects feel like "extra" work because they are.
But they're also how you build skills outside your job description.
3. Build one skill that scares you a little
Pick something adjacent to sales that makes you slightly uncomfortable and commit to getting decent at it in the next 90 days.
Maybe it's SQL so you can pull your own reports. Maybe it's basic financial modeling so you understand deal economics.
A sales rep who also knows SQL, or can run financial models is a skill unicorn.
And the right company will pay a lot of $ for a skill unicorn.
How would you rate your current level of career momentum?
