Aligned
Complex Sales: Decoded
In enterprise sales, "simple" doesn't exist. Complex Sales: Decoded is the podcast for sellers who are navigating long, nonlinear buying cycles. Each week, we unpack what it actually takes to close high-dollar, multi-stakeholder deals that span quarters with top AEs and sales leaders at the best companies in the world. Listen for in-depth breakdowns of how complex deals actually get done. You’ll get playbooks to develop champions, guides on how to uncover hidden stakeholders, and step-by-step systems to sell between meetings that keep deals from stalling out. If you want every episode to leave...
Where to listen?
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Episodes
Why Your Mutual Action Plan Isn't Actually Mutual (with Gal Deitsch) | Ep. 14 01.07.2026 17:28
Your best rep can have the better product and still lose a 300K deal, not on price, but because nobody got the buying committee aligned on what they were doing. On this episode of Complex Sales: Decoded, Meredith Chandler sits down with Gal Deitsch , co-founder and chief product officer of Aligned , to talk about why buyers don't want to be sold to anymore and what sellers do about it. They get in...
How to Find Hidden Stakeholders | Ep. 13 17.06.2026 5:43
Most reps build the deal around the people they can see. The champion, the user, the manager who sits in on the calls. The stakeholders who actually decide whether you close, the CFO, the controller, the procurement lead, often sit in the background where you never reach them. Meredith Chandler breaks down how to pull those hidden stakeholders to the forefront before they can kibosh the deal at th...
3 Times You Should Use Your Exec to Unstick a Deal (And What to Send Them First) | Ep. 12 10.06.2026 11:18
You've figured out when to reach out to execs, how to reach out, and what to say. But sometimes the fastest way into the C-suite isn't another email from you. It's bringing in your own executive team. In this episode, Meredith Chandler , VP Sales at Aligned , breaks down how to make it effortless for your leaders to open doors, build trust, and keep deals moving at the top of the org. The same ide...
Timing Objections and Selling Into a Buyer's Fiscal Calendar (with Valerie Avila from Justworks) | Ep. 11 03.06.2026 22:10
Enterprise sales often stalls on the same two obstacles: a buyer who isn't ready to move yet, and a rep who doesn't know how to handle that gracefully. This episode of Complex Sales: Decoded digs into both. Meredith Chandler sits down with Valerie Avila , Head of International Sales at Justworks , to talk through the specific dynamics of selling a complex product to buyers who don't yet understand...
Pressure-Testing the Yes Before It Turns Into a No (with Juan Arcila from Wisetack) | Ep. 10 27.05.2026 24:11
When a buyer says yes after months of pursuit, the rep's instinct is to lock the deal down and stop selling. That's where most enterprise deals quietly crack open. In Episode 10 of Complex Sales: Decoded, Meredith Chandler sits down with Juan Arcila , Sales Manager of Mid-Market Sales at Wisetack , to talk about what it actually takes to move a complex deal forward when you're displacing an incumb...
Multi-Threading Above the Line: Why You Can't Wait Until Signature | Ep. 9 20.05.2026 6:11
Multi-threading goes wrong when sellers treat executive sponsors like a closing-mile play, pulling them in at signature when they don't even know your name. This is the fifth episode in the multi-threading series on Complex Sales: Decoded, and host Meredith Chandler breaks down how to engage above the line throughout the deal cycle, not just at the finish line. ㅤ The episode covers when to reach...
Why Reps Revert to Pitching the Moment a Call Gets Uncomfortable (with Sam Barry) | Ep. 8 13.05.2026 25:45
Most sales training looks good in a workshop. Then a rep gets on a live call, feels the pressure, and goes straight to features. It's not a methodology problem. It's a neurological one. ㅤ Meredith Chandler , Head of Sales at Aligned , sits down with Sam Barry , SVP of Sales at Braintrust Growth, to dig into why that happens and what actually changes seller behavior under pressure. Sam's framework...
Meet Buyers at the Moment of Attention (with Keegan Otter) | Ep. 7 06.05.2026 34:42
Most sellers treat a website visit as a buying signal. Keegan Otter says that's the first mistake. In this episode, Meredith Chandler talks with Keegan Otter about what it actually takes to build a GTM motion that converts warm leads, not just collects them. They cover why intent data puts you at the start line, not the finish line, and what most teams get wrong when they try to act on it too fast...
How to Sell With Procurement, Not Against Them (with Michael Shields) | Ep. 6 29.04.2026 27:14
When procurement enters a deal at the final mile, the seller has already left them with one lever: price. Meredith Chandler and Michael Shields spend this episode examining that dynamic from both sides of the table. ㅤ Michael has been leading procurement teams at enterprise tech companies for over 10 years. He challenges the assumption that procurement is the adversary in a deal and makes the cas...
One Quarter Close: The $1M SMB Deal (with Morgan Shelly Erazo) | Ep. 5 22.04.2026 24:46
Most sellers have lost a deal because they didn't see a stakeholder change coming, or because a big opportunity moved too slowly and died in the pipeline. This episode is about both of those problems. ㅤ Meredith Chandler sits down with Morgan Shelly Erazo , Founding Head of Sales at Revenue Vessel, to break down how Morgan closed a $1M+ deal in the SMB segment at Deel, in under a quarter, on a cl...
BTLs Don't Sign Checks, But They Kill Deals | Ep. 4 15.04.2026 7:22
Most sellers multithread by going up the org chart. They get the exec meeting, pitch the economic buyer, and assume momentum will follow. It won't - not without the people below the line already on your side. In this episode, Meredith Chandler uses a real internal evaluation she ran at Aligned to show exactly how below-the-line players shape buying decisions - even when they have zero budget autho...
Multithreading Deals: Building Individual Relationships Across Stakeholders | Ep. 3 08.04.2026 8:06
Most sellers think multithreading simply means getting more people onto the same Zoom call or flooding a group inbox. But the top 1% of sellers approach it completely differently. Host Meredith Chandler breaks down how to build individual relationships across stakeholders to keep complex deals moving forward. ㅤ To navigate non-linear buying cycles, you have to run parallel conversations. This req...
Why Multi-Threading Saves Your Deal When a Champion Leaves | Ep. 2 01.04.2026 7:12
Let's dig into one of the most misunderstood roles in enterprise sales: the champion. Meredith Chandler breaks down what actually makes someone a champion and why betting your entire deal on just one person is a massive risk. A true champion does far more than reply fast or love your product. They sell on your behalf internally when you are not in the room. ㅤ Meredith explains how to tell the dif...
Early Executive Involvement: Reaching Out Without Overstepping | Ep. 1 25.03.2026 5:29
Waiting until the final approval stage to involve executives is a quick way to stall your deal. Sellers often fear that contacting leadership means going over their champion's head. Meredith Chandler kicks off this multi-threading series to kill that urban myth entirely. ㅤ Meredith breaks down why early executive involvement is critical for enterprise deal execution. She explains how to get your...
Welcome to Complex Sales: Decoded 25.03.2026 0:37
In this trailer, host Meredith Chandler introduces Complex Sales: Decoded, a show for sellers and sales leaders working long, nonlinear enterprise deals. Expect practical conversations with top AEs and sales leaders on how to build champions, uncover stakeholders, sell between meetings, and keep momentum in high-stakes opportunities. If you want every episode to leave you with something useful for...
Identifying True Deal Champions: Power, Influence, and Motivation | Ep. 2 18.03.2026 4:57
Betting an entire enterprise deal on just one person is a risk you cannot afford. Sellers often confuse an excited ally for a true champion. A real champion does more than reply fast and likes your product. They actively sell on your behalf internally when you are not in the room. ㅤ Host Meredith Chandler breaks down the exact criteria that separate helpful allies from deal-closing champions. She...
Looping In Execs Early To Shave Weeks Off Your Deal Cycle | Ep. 1 18.03.2026 3:25
Many sellers believe the urban myth that they need approval to reach out to leadership. This hesitation creates unnecessary delays and stalls complex evaluations. Host Meredith Chandler kicks off the multi-threading series by explaining why executive touchpoints must occur much earlier in the buying cycle. ㅤ Meredith Chandler breaks down how to build visibility with leadership without oversteppin...
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