South Carolina ocean backdrop
Crow's Nest Podcast — Built in the trenches, from the front lines

Why It Matters

Most podcasts give you noise. We give you signal.

The MSP and tech sales space is full of recycled advice, vendor-flavored interviews, and surface-level takes. Crow's Nest Podcast is built for operators who'd rather hear the truth than the talking points.

See it early

MSP and tech sales is moving fast. We surface the patterns, plays, and shifts before they hit your inbox as 'best practices'.

Operators only

No motivational speakers. No theory peddlers. Every guest is actively building, selling, or leading right now.

Real conversations

We dig into the deals that closed, the hires that didn't work, the pivots nobody talks about publicly. Honesty over polish.

Built for the doer

Every episode leaves you with something you can apply on Monday — a question, a framework, a different way to read the room.

Episodes Coming Soon

The first signal drops soon.

We're locking in our first round of guests right now — operators, founders, and sales leaders building real revenue in MSP and tech. Want a seat at the table before episode one?

Apply to Be a Guest

Guests

Who belongs in the nest.

We're picky on purpose. Every guest gets the mic for a reason — and our listeners can tell when someone's there to teach versus there to perform.

Who we want

  • MSP owners and operators (any size, any stage)
  • Sales leaders and CROs in MSP, cybersecurity, or B2B tech
  • Founders building in the channel or selling into it
  • Top individual contributors with a perspective worth hearing
  • People with strong opinions backed by recent receipts

Who we'll politely pass on

  • Pure thought leaders without recent operator experience
  • Vendor pitches dressed up as 'industry insights'
  • 'Personal branding' coaches with nothing to actually teach operators

The Final Slice

Every great conversation ends with dessert.

We close every episode with The Final Slice — Brad and Kylan rate a dessert from the road, the studio, or a guest's home turf. The best ones earn a permanent spot on the leaderboard.

The reigning champion: Grandma's peanut butter pie

Leaderboard

  • 1

    Black Bottom Peanut Butter Pie

    7.9

    Sullivan's Metropolitan Grille, Anderson, SC

  • 2

    Peanut Butter Pie — Chocolate, PB & Vanilla Mousse Layers

    6.9

    Coffee Underground, Greenville, SC

  • 3

    Sticky Toffee Pudding

    TBD

    Coral, Greenville, SC

  • 4

    Chocolate Chip Cheesecake

    TBD

    Sullivan's Metropolitan Grille, Anderson, SC

Got a contender? Bring it on the show.

Guest Application

Want to be a guest on Crow's Nest Podcast? Apply Below

We feature operators, founders, and sales leaders in the MSP and tech space who are in the trenches right now — building, selling, and leading. If you have real stories, hard-won lessons, and a point of view worth sharing, we want to hear from you.

We read every application. Real ones get a reply within 48 hours.

Meet Your Hosts

Two South Carolina boys.Two revenue operators.Conversations from a higher vantage.

Brad Powell, President of ThreatCaptain and co-host of Crow's Nest Podcast

Co-Host

Brad Powell

Cofounder, CRO — ThreatCaptain, Inc

Founder-led revenue builder, operator, and storyteller who lives in forward motion, leads with heart on his sleeve, and believes the best conversations happen when people stop polishing the answer and start telling the truth.

Kylan Cleveland, VP Sales at Cyber Solutions and co-host of Crow's Nest Podcast

Co-Host

Kylan Cleveland

Director of Sales, Cyber Solutions, Inc

Frontline MSP sales leader who knows what it takes to build trust, lead hard conversations, and move real revenue in the channel.

Want to join Brad and Kylan on Crow's Nest Podcast?