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Today's Checklist:

  • 5 AI prompts to supercharge your performance reviews

  • Scripts for tough-but-fair feedback

  • Care first, outcomes second


šŸ¤” Riddle me this: If two's company and three's a crowd, what are four and five? (Find the answer on the bottom).

šŸ—“️ Mark your calendar: NextArrow's Employee Development training next Thurs (12/11 @ 10AM PT) will teach you how to prep smarter, communicate clearer, and lead meetings people don't dread. RSVP free here.

QUICK LINKS

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🪐 Turn your birth chart into a daily work plan.

šŸ’ø Shift your money mindset with 99 affirmations for abundance.

šŸŒ… Ten morning habits that quietly make you unstoppable.

MANAGEMENT

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5 AI Prompts to Supercharge Your Performance Reviews

Whether you're a first-time manager or a seasoned leader, AI can help you prep clearer feedback, structure tricky conversations, and streamline the entire review process. There's plenty of great resources out there to help you conduct better reviews but here are five prompts that make performance reviews faster, fairer, and a whole lot less stressful.

1. Structure the Review Meeting

Prompt:

"You are an experienced people-manager. Create a detailed, time-boxed performance review agenda for a [job title] who is a [strong performer / mixed performer / underperformer]. Start with a positive opening, then break down strengths, development areas, and career direction. Include sample phrasing I can use, key questions to ask them, and a closing section with next steps and expectations. Keep it warm, fair, and direct."

2. Draft Written Feedback

Prompt:

"Based on these notes, draft a clear, balanced performance review for [employee name], a [job title]. Use concise, professional language and separate the review into sections: Accomplishments, Strengths, Growth Areas, Notable Projects, Soft Skills/Teamwork, and Next Steps. Ask 3 clarifying questions if needed.

Notes:– Strengths: [list]– Challenges / growth areas: [list]– Projects / metrics: [list]– Soft skills: [list]"

Optional add-on:

"Also provide a 1–2 sentence summary that can be used in our HR system."

3. Script a Tricky Conversation

Prompt:

"Help me script a clear, supportive performance review conversation with [employee name], who is struggling with [specific issue]. Provide a warm but direct 2–3 sentence opener, a structured way to deliver feedback using SBI (Situation–Behavior–Impact), and specific expectations and timelines for improvement. Include exact phrasing I can use, plus 2–3 questions to check their understanding and invite collaboration. Close with a firm but encouraging summary."

4. Role-Play if They Push Back

Prompt:

"Act as the employee receiving constructive feedback about [insert feedback]. Generate realistic reactions or pushback in different tones (confused, defensive, surprised, agreeable). Then write calm, clear, manager-ready responses I can use that validate their feelings but reinforce expectations. Keep the tone steady, confident, and empathetic."

5. Create a Development Plan

Prompt:

"Help me create a 90-day development or performance improvement plan for [employee name], who needs to improve in [areas]. Break it into: Goals, Expected Behaviors, Action Steps, Success Metrics, Support I'll Provide, and Check-In Cadence. Format as a table I can copy/paste into our HR system. Make all goals specific, measurable, and time-bound."

WORKPLACE HOW-TOS

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Upgrade your training. Save your time. Support every learner.

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P.S.
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"We're now using Guidde to build out Standard Operating Procedures for every role in our company. We were on the verge of investing in a pricey software solution, but discovering Guidde through you was a game-changer."

BIGGEST CHALLENGE

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How to Give Tough Feedback Without Tanking Morale (Scripts Included)

"My biggest hurdle with leadership is negative feedback. I tend to steer away from delivering this until things are too far gone." —Samantha Cason

Same, Sam. Tough conversations aren't fun, and most of us would rather eat a soggy salad than tell someone they're missing the mark.

But the longer you wait, the heavier everything gets for you, for them, and for your whole team.

Here's how to approach these conversations, with scripts you can actually use.

1. Start With What You've Actually Seen

Skip the "I feel like…" language. Stick to the facts so people know exactly what you're talking about.

Script: "I want to go over a few areas where I'm seeing gaps. Three deliverables were late this quarter, and last month's client report missed several agreed-on data points."

Why it helps: it focuses the conversation on reality, not interpretation.

2. Ask for Their POV Before You Problem-Solve

People shut down when they feel talked at. Ask early, and you'll get way more honesty.

Script: "I've shared what I'm seeing. How does this land for you? Anything you'd add from your side?"

Slow down, let them talk, and don't fill the silence.

3. Figure Out What's Actually Getting in the Way

Most performance issues aren't about "effort." They're about clarity, bandwidth, skills, or personal stuff no one's named yet.

Script: "Help me understand what's getting in your way. Is it workload, unclear expectations, a skill gap, or something else?"

This is where real progress starts.

4. Define What 'Good' Looks Like Together

People can't hit a target they can't see.

Script: "Before we talk next steps, let's align on what strong performance looks like in this role. Here's the standard I'm expecting going forward."

This prevents future "I didn't know" moments for both of you.

5. Give Coaching, Not Generic Advice

"Just improve" is not a plan. Tell them how to get there.

Script:

"For the next month, use the project checklist before submitting anything. Build in a 24-hour buffer for review, and let's do weekly 15-minute check-ins so we can catch issues early."

Clarity reduces anxiety for them and you.

6. Name Their Strengths (Seriously, Don't Skip This)

Stay balanced in your positive and negative feedback. This keeps people from walking away thinking you only see the negative.

Script: "You're genuinely strong at client communication. I want to keep building on that while we tighten the execution side."

People want to feel seen, strengths included.

7. Remind Them You're in Their Corner

Hard feedback lands better when it's paired with belief.

Script: "I'm having this conversation because I know you can turn this around. You've shown the potential, now we just need consistency."

This keeps the door open instead of slamming it shut.

8. Be Clear About Stakes Without Sounding Like HR Doom

No vague warnings. No sugarcoating to "be nice." Just real talk with care.

Script: "I want to be upfront. If we don't see real progress next quarter, we may need to move into a more formal process. I want us to avoid that, which is why we're starting now."

Or: "With current performance levels, bonus eligibility will be impacted. Improvement between now and review cycles can change that."

Honesty builds trust, even when it's uncomfortable.

9. End With a Plan You'll Both Actually Follow

This is where things fall apart if you're not intentional.

Script: "Let's meet in two weeks. Come with a draft plan for how you'll tackle these areas and what support you need. After that, we'll review monthly so we both stay accountable."

Structure keeps momentum alive.

Avoiding tough feedback feels kinder in the moment, but it sets people up to fail.

It creates resentment. It stresses the team. And it often turns something fixable into something final.

Hard conversations don't make you harsh. They show you care enough to tell the truth early and clearly.

Start sooner. Be specific. Stay human.

Your team will respect you for it.

SAVE THIS FOR LATER

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Your "Why Is This So Hard?" Toolkit for Smoother Ops + Better Results

Leading a team shouldn't feel like juggling flaming bowling pins. But between the deadlines, the decisions, and the please-stop-slacking-me moments, overwhelm creeps in fast.

Here's your shortcut to running things smoother, faster, and with way fewer headaches.

Quick Leadership Boost Before We Dive In:

a. Delegate like you actually mean it

If it doesn't require your brain, it shouldn't stay on your plate. Automate the repetitive stuff and hand off the rest.

b. Communicate clearly

Confusion is expensive. The right tools keep your team aligned so you're not decoding messages like they're ancient scrolls.

c. Stay agile

Great leaders pivot quickly. Data and dashboards help you course-correct before things go sideways.

Tools That'll Save You Hours:

Run projects with clarity

monday.com: See who's doing what, what's slipping, and what needs your attention. Task assignments, timelines, and automation all in one place so you're not managing work from your inbox.

Tighten up your financial systems

Rippling: Real-time expense tracking and approvals that don't require chasing people down.

FreshBooks: Clean invoicing and automatic payment reminders so revenue doesn't fall through the cracks.

Square: Sales, inventory, and reporting synced in one dashboard—helpful if you're running a business with lots of moving pieces.

Keep communication organized

Zendesk: A structured system for support tickets and internal requests so you're not sorting through DMs, emails, and Slack threads to figure out what needs attention.

Streamline the people side of your work

HiBob: One platform for HR, payroll, and IT. Smooth onboarding, cleaner employee data, and fewer scattered systems.

Patriot: Straightforward payroll, tax filing, and benefits admin, especially useful if payday tends to hijack your week.

Which one solves the thing that's draining the most mental energy right now?

SUBSCRIBER SPOTLIGHT

Lead With What People Feel First

"Care for people, not just outcomes." This advice reframed leadership for me. It reminded me that success comes from trust, connection, and ensuring people feel they matter. Prioritizing people has helped me build stronger teams and more sustainable results.

⭐️ Share your best career advice here so we can share it in a future newsletter.

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