Key Outreach

Dextego Customer Case Study: Key Outreach · Lead Gen Services

How Key Outreach Replaced Fireflies and Took Win Rates from 10% to 16%

Fireflies told Key Outreach's reps what happened on a call after it was over. Dextego coaches them while the call is happening, then writes the follow-up before they've closed the tab.

10 sec
To send a follow-up, down from 10 minutes
5 hrs
Saved per rep, every week
10% → 16%
Team win rate, same 13 reps, 3 months

At a glance

Industry
B2B outbound and appointment-setting agency
Team
13 account executives and SDRs running high-volume prospect calls
Previous tool
Fireflies.ai for call recording and notes
Dextego use case
Real-time in-call AI coaching, buyer personality insight before calls, and automated post-call follow-ups

The Challenge

Key Outreach’s reps live on calls. Every hour spent on admin is an hour not spent talking to prospects, and before Dextego, a lot of hours were going to admin.

The team used Fireflies to record and transcribe calls. It did that job well, but the notes arrived after the call was over, when there was nothing left to change. Reps still had to turn each transcript into a follow-up by hand, and that took about 10 minutes per call, often at the end of the day when the conversation was no longer fresh.

“Our reps were spending the end of every day turning call notes into emails. Now the follow-up is done before the next call starts, and that time goes back into the phones.”

Garrett Martin, CEO, Key Outreach

Why Notes Weren't Enough

A notetaker could tell the team what was said. It couldn’t help them with:

  • •The call itself. Objections, pricing questions and stalls were handled on instinct, with no support in the moment.
  • •Follow-up speed. Summaries still needed rewriting into a buyer-ready email, so follow-ups went out late or not at all.
  • •Knowing the buyer. Reps went into calls without a read on how each prospect preferred to communicate.
  • •Updating the manager. Before sharing call notes with their manager, reps spent extra time cleaning them up and pulling out the objections and open questions by hand.

The Solution

Key Outreach replaced Fireflies with Dextego. Calls are still recorded and transcribed, but the work now starts before the call and continues during it.

  • •Real-time AI coaching. Dextego's in-call coach listens alongside the rep and surfaces the next best question, objection responses and buyer signals while the conversation is still live.
  • •Automated follow-ups. When the call ends, Dextego drafts a customized follow-up email from what was actually said. The rep reviews and sends it in about 10 seconds instead of the 10 minutes it used to take.
  • •Buyer insight before the call. Reps see how each prospect is likely to think and communicate, so they open the call already speaking the buyer's language.
  • •Manager-ready summaries. Dextego tailored the post-call summary to how Key Outreach works. It is split into sections, so reps tick only what their manager needs, like objections and unanswered questions, and send it in one click. Sections marked internal never go to the buyer.
DextegoSample call
MEETING PREP · BUYER PROFILES
Key Outreach × Brightline Freight · Discovery call
DW
Dana Whitfield
VP Sales · champion
91% compatibility
★★★★★
Naturally aligned
ML
Marcus Lee
CFO · economic buyer
72% compatibility
★★★★★
Mild fit
PN
Priya Natarajan
Head of RevOps · evaluator
48% compatibility
★★★★★
Risk of misunderstanding
Communication Strategy · Marcus Lee
Email Preferences
ToneDirect, numbers first
LengthShort
FormalityProfessional
Communication Traits
RESULTS DRIVENDECISIVETIME CONSCIOUS
✓ Best Practices
→ Open with cost per booked meeting, then the plan to hit it
→ Bring one customer result with a hard number
→ End with a clear decision and a date
! Avoid These
→ Long discovery before you answer his question
→ Feature walkthroughs without a business outcome
Before the call: how compatible the rep is with each buyer, and exactly how to communicate with them.

“The built-in trained data regarding personality assessments and psychographics is incredible, helping me understand how to sell to those I'm hopping on calls with. The initial setup was super easy, and the founder personally got us set up.”

Keegan Tingle, Account Executive, Key Outreach

DextegoSample call
SHARE SUMMARY · VIA EMAIL
Key Outreach × Brightline Freight
TOGarrett Martin · CEOSECTIONS 02 / 07
CALL SUMMARY
Brightline wants 40 qualified meetings a month without hiring more SDRs.
NEXT STEPS02
Send pricing for the 3-month pilot and book a call with Marcus.
KEY POINTS05
Their in-house SDRs book about 15 meetings a month.
BUYING SIGNALS02
“If you can get us in front of VPs, the budget is there.”
OBJECTIONS03INTERNAL
Worried outsourced reps won't understand freight buyers.
RISKS01INTERNAL
CFO not yet involved in the decision.
UNANSWERED QUESTIONS01INTERNAL
How do you report meeting quality, not just volume?
Send summary
Reps pick the sections their manager needs, like objections and unanswered questions, and send them in one click.

What Dextego Found in 38 Calls

In the first weeks, Dextego scored 38 of Key Outreach’s live sales calls across five influence skills. The team’s baseline Influence Score came in at 5.0 out of 10.

Influence Score (overall)5.0 / 10
Gravitas5.8 / 10
Empathy5.1 / 10
Probing Questions5.1 / 10
Objection Handling4.5 / 10

Gravitas was the team’s strongest skill. Reps came across confident and credible, built rapport easily and kept conversations friendly.

Objection handling was the weakest. Reps often treated objections as roadblocks when they could have reframed them as a way into the buyer’s real priorities. Probing questions and empathy both sat at 5.1, which showed reps were moving to the pitch before they fully understood what the buyer needed.

A notetaker would have recorded every one of those calls. None of them would have flagged the pattern.

Dextego didn’t just score the team. It found the benchmark inside it. The strongest rep’s calls reached a 6.0 Influence Score, with 6.7 on gravitas and 6.0 on probing questions, while the lowest scoring calls sat at 4.8, 5.5 and 4.1. That gap became the coaching plan: take what the best calls were already doing and help every rep repeat it.

  • •Coaching built for each rep. Dextego didn't give every rep the same advice. One rep kept a warm tone and explained the offer clearly but needed to push past the first objection. Another was strong on rapport and next steps but needed to dig deeper into buyer priorities. A third already asked personalized questions but needed tighter agendas. Each rep got coaching built on their own calls.
  • •Trained on SPIN. Probing questions are the core of SPIN, Key Outreach's sales methodology. Because Dextego was trained on it, reps practiced Situation, Problem, Implication and Need-payoff questions against their own weakest moments, not a generic script.
  • •A clear plan. Training sessions focused on objection handling and probing questions, with role play to build empathy and executive presence.

The Results

  • •Follow-ups in seconds, not minutes. Reps went from about 10 minutes to about 10 seconds per follow-up. That's about 5 hours back per rep every week, or roughly 65 hours a week across the 13-person team, time they now put into talking to prospects instead of writing about them.
  • •Win rates went up. After 3 months, the same 13 reps had lifted the team's win rate from 10% to 16%, a 60% relative increase with no change in headcount.
  • •The weakest skills moved most. Objection handling rose from 4.5 to 6.2 and probing questions from 5.1 to 6.3, with empathy up from 5.1 to 6.0. That lifted the team's Influence Score from 5.0 to 6.1, past the 6.0 the strongest rep was hitting at the start.
  • •New hires ramped faster. The newest hire ramped 50% faster, thanks to practice with Dextego trained on Key Outreach best practices and SPIN.
DextegoTeam view
POST-CALL SCORECARD
Key Outreach sales team · Influence skills
Influence Score5.0 → 6.1 / 10
Probing Questions5.1 → 6.3 / 10
Objection Handling4.5 → 6.2 / 10
Empathy5.1 → 6.0 / 10
Grey marker: baseline from the first 38 scored calls.
COACHING PRIORITY · NEXT CALL
Push past the first objection. When the buyer says “we already have an SDR team,” ask what their current cost per booked meeting is before you pitch.
After the call: every call scored on the same influence skills, with one coaching priority per rep.

“Fireflies told us what went wrong after the call. Dextego helps our reps fix it while the prospect is still on the line. Our weakest skill, objection handling, is now one of our strongest.”

Garrett Martin, CEO, Key Outreach

Final Thoughts

Key Outreach didn’t need a better record of its calls. It needed its reps to spend less time writing about conversations and more time having better ones. Switching from a notetaker to a real-time coach did both.

Your team already has a recorder. Do they have a coach?

Sales rep using Dextego

Your team already has a recorder.
Do they have a coach?

Dextego coaches every seller to show up like a CXO: confident, with gravitas and empathy, on every call.

Real-time coaching + post-call intelligence + continuous development