The Rep Report (July 2025)

Curated by ClosedWon Talent. Straightforward, practical hiring advice from recruiters who help Sales & GTM pros land better roles and succeed.

Author

Jay Green
July 30, 2025

📢 Welcome to The Rep Report!

You’re here because you want to make smarter moves, not just jump when things go sideways. In each issue, we’ll share practical advice, featured roles, and real-world guidance from recruiters who help Sales & GTM pros get hired every day. Let’s get into it.

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🌟 ClosedWon Updates

We just dropped a referral hub. You can apply to roles directly or refer someone and earn up to $2,500 if they get hired. Check it out here.

Have any suggestions on how to make our referral hub better and more helpful to you? Reply and let us know!

💡 The “Won” Thing You Should Know

One tactical tip each month to help you stand out and get hired…straight from the front lines.

Pick a lane & say it with confidence

Telling a hiring manager you’re “open to AE or CSM” sounds flexible. In reality, it makes you look unsure. They’re not looking for someone who could do the job…they’re looking for someone who knows where they win.

If you’ve done both roles, great. Pick a lane and back it up with context. Ask yourself:

  • When was I most effective?

  • Do I thrive chasing new business or managing relationships?

  • Where have I consistently gotten results?

Then say something like:

“I’ve done both, but I thrive when I’m building pipeline and closing. I’m focused on AE roles where I can compete and drive revenue.”

or…

“I’ve supported customers post-sale and driven expansion. I’m focused on CSM roles where I can build deep relationships and deliver long-term value.”

Your clarity shows maturity. Specialists get hired, generalists get skipped.

Do you need help framing your background or experience? Feel free to ask a question here and we’ll respond with an answer.

Each month, we highlight a few roles we’re actively hiring for like AE, SDR, CSM, and more. If one looks like a fit for you (or someone you trust), let us know. We offer referral bonuses for successful placements.

Interested in one of these roles? Or have a friend to refer? Go here!

📢 Rep Shoutouts

Each month, we’re highlighting sales & GTM pros who are doing the work, paying it forward, or just supporting the mission.

  • Hayley Brodeur: Just joined the team at Alysio! They have an exciting future ahead…if you don’t know them, check ‘em out!

  • Geoffrey Genova: Promoted to manager of Business Development and Account Management. Well earned!!

  • Joshua Maass: Landed a new AE role at MaintainX. Huge congrats!

  • Brian Whooley: Also stepped into a new AE role at Vendelux. Can’t wait to see what he does next!

  • George Horn: Promoted to RVP at ZoomInfo!

  • Sean Costa: Joined Torq as Enterprise Regional Sales Manager. Congrats on the next step!

  • Jeffrey Marks: Promoted to Account Executive L4 at HubSpot. He’s been very consistent throughout his career - don’t stop now!

  • Lauren Shapiro: Just hit 3 years as a Sales Executive at AthenaHealth. 3 years of consistency and impact…congrats!

🙋Ask ClosedWon

Real questions from real reps…answered by the team at ClosedWon Talent.

Question

❝

I’ve been an SDR for about 6 months and want to move into an enablement role where I can use data and insights to improve overall sales performance. What’s your recommendation on how to accomplish that?

Answer:

Those roles definitely exist…but usually at companies that are Series B or later, where they’ve got a larger GTM team and the budget for dedicated enablement, ops, or strategy roles.

That said, wanting to move into enablement this early is jumping the gun. The best enablement pros have been in the trenches. They’ve prospected, closed, managed customers, and missed quota once or twice. They’ve seen the good and bad firsthand…and that is what gives their insights weight. It’s also what gets sales reps to actually listen.

If that’s your long game, here’s what I’d do:

1. Stick with the SDR role and build a track record. Stay long enough to see patterns and results, not just tasks.

2. Push for promotion into AE, CSM, or another quota-carrying role. You need that POV to be credible in enablement.

3. Start building your enablement chops now by helping onboard new reps, running team trainings, or digging into call data. Become the rep others go to for help…that reputation follows you.

You’re not wrong for wanting to move into enablement. Just don’t skip the part where you actually sell. It’s what will make you great at the next job.

Have a question you want answered? Ask away here.

📖Guides and Resources

Is this comp plan actually worth it?: Our Co-Founder Jake breaks down how to cut through inflated OTEs and rep averages so you can actually evaluate earning potential. Use his P.O.C.S. framework and floor/ceiling math to make a smarter career decision.

When to Leave Your Sales Job: Use this 4-part framework to cut through the noise and figure out if your current sales role still serves you, or if its time to move on. Make a strategic move instead of a panic jump.

Watch our latest Instagram videos for some tactical tips, interview prep, hiring insights, and more. 👇

🖋️ Stay in Touch

That’s it for this edition of The Rep Report. Feel free to reply with any questions or feedback. Thanks and see you next month!

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