Nov 23, 2023 · 37m · saastr

CRO Confidential: The Hangover's Over: 5 Ways to Get Your SaaS Revenue Back On Track with Gong's SVP

Sam Blond · 25m spoken
0:00 / 0:00
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Founders Fund partner Sam Blonde and Gong SVP of Sales Jameson outline a five-pillar playbook to help B2B SaaS companies overcome pipeline bottlenecks, rebuild cultural rigor, and reignite revenue growth in a post-correction market.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. How this is scored →

Jason as informed peer 7.0 Guest teaching 1.8 Guest disagreement 1.2 Jason pushing back 1.2
05100:0010:0020:0030:002:27–9:16 · Jason as informed peer 7/10 Re-establishing Work Ethic and Performance Expectations Sam frames the post-boom reality of needing to return to hard work and rigorous management. Jameson agrees completely, contributing the four-quadrant performance matrix and how Gong handles performance improvement plans.9:17–14:38 · Jason as informed peer 7/10 Diagnosing Funnel Bottlenecks and Mobilizing Resources Sam explains how top-of-funnel bottlenecks are frequently misdiagnosed as bottom-of-funnel deal execution issues. Jameson reinforces this by discussing the imbalance between sales capacity and pipe generation across go-to-market teams.14:39–21:07 · Jason as informed peer 8/10 Creative Demand Generation and Standing Out Sam shares specific creative outbound tactics from Brex and Rippling, contrasting them with standard automated email blasts. Jameson illustrates the point humorously with an anecdote about receiving a coconut in the mail.21:08–26:24 · Jason as informed peer 7/10 Returning to In-Person Relationships and Gestures The conversation focuses on resurrecting in-person visits and tactile gestures like handwritten notes to boost conversion rates. Jameson raises the practical challenge of selling to fully remote distributed buying teams, which Sam directly answers.26:26–36:06 · Jason as informed peer 8/10 Aligning Sales and Business Incentives with Revenue Outcomes Sam details how altering compensation plans at Brex directly steered rep behaviour from logos to spend to gross profit. Jameson engages in a practical debate regarding the friction of tying SDR compensation directly to revenue on long sales cycles.36:08–37:31 · Jason as informed peer 5/10 Key Takeaways and Concluding Remarks Sam provides a structured summary monologue reviewing the five core tenets discussed during the presentation before opening up for audience questions.2:27–9:16 · Guest teaching 2/10 Re-establishing Work Ethic and Performance Expectations Sam frames the post-boom reality of needing to return to hard work and rigorous management. Jameson agrees completely, contributing the four-quadrant performance matrix and how Gong handles performance improvement plans.9:17–14:38 · Guest teaching 2/10 Diagnosing Funnel Bottlenecks and Mobilizing Resources Sam explains how top-of-funnel bottlenecks are frequently misdiagnosed as bottom-of-funnel deal execution issues. Jameson reinforces this by discussing the imbalance between sales capacity and pipe generation across go-to-market teams.14:39–21:07 · Guest teaching 2/10 Creative Demand Generation and Standing Out Sam shares specific creative outbound tactics from Brex and Rippling, contrasting them with standard automated email blasts. Jameson illustrates the point humorously with an anecdote about receiving a coconut in the mail.21:08–26:24 · Guest teaching 2/10 Returning to In-Person Relationships and Gestures The conversation focuses on resurrecting in-person visits and tactile gestures like handwritten notes to boost conversion rates. Jameson raises the practical challenge of selling to fully remote distributed buying teams, which Sam directly answers.26:26–36:06 · Guest teaching 3/10 Aligning Sales and Business Incentives with Revenue Outcomes Sam details how altering compensation plans at Brex directly steered rep behaviour from logos to spend to gross profit. Jameson engages in a practical debate regarding the friction of tying SDR compensation directly to revenue on long sales cycles.36:08–37:31 · Guest teaching 0/10 Key Takeaways and Concluding Remarks Sam provides a structured summary monologue reviewing the five core tenets discussed during the presentation before opening up for audience questions.2:27–9:16 · Guest disagreement 1/10 Re-establishing Work Ethic and Performance Expectations Sam frames the post-boom reality of needing to return to hard work and rigorous management. Jameson agrees completely, contributing the four-quadrant performance matrix and how Gong handles performance improvement plans.9:17–14:38 · Guest disagreement 1/10 Diagnosing Funnel Bottlenecks and Mobilizing Resources Sam explains how top-of-funnel bottlenecks are frequently misdiagnosed as bottom-of-funnel deal execution issues. Jameson reinforces this by discussing the imbalance between sales capacity and pipe generation across go-to-market teams.14:39–21:07 · Guest disagreement 1/10 Creative Demand Generation and Standing Out Sam shares specific creative outbound tactics from Brex and Rippling, contrasting them with standard automated email blasts. Jameson illustrates the point humorously with an anecdote about receiving a coconut in the mail.21:08–26:24 · Guest disagreement 2/10 Returning to In-Person Relationships and Gestures The conversation focuses on resurrecting in-person visits and tactile gestures like handwritten notes to boost conversion rates. Jameson raises the practical challenge of selling to fully remote distributed buying teams, which Sam directly answers.26:26–36:06 · Guest disagreement 2/10 Aligning Sales and Business Incentives with Revenue Outcomes Sam details how altering compensation plans at Brex directly steered rep behaviour from logos to spend to gross profit. Jameson engages in a practical debate regarding the friction of tying SDR compensation directly to revenue on long sales cycles.36:08–37:31 · Guest disagreement 0/10 Key Takeaways and Concluding Remarks Sam provides a structured summary monologue reviewing the five core tenets discussed during the presentation before opening up for audience questions.2:27–9:16 · Jason pushing back 1/10 Re-establishing Work Ethic and Performance Expectations Sam frames the post-boom reality of needing to return to hard work and rigorous management. Jameson agrees completely, contributing the four-quadrant performance matrix and how Gong handles performance improvement plans.9:17–14:38 · Jason pushing back 1/10 Diagnosing Funnel Bottlenecks and Mobilizing Resources Sam explains how top-of-funnel bottlenecks are frequently misdiagnosed as bottom-of-funnel deal execution issues. Jameson reinforces this by discussing the imbalance between sales capacity and pipe generation across go-to-market teams.14:39–21:07 · Jason pushing back 1/10 Creative Demand Generation and Standing Out Sam shares specific creative outbound tactics from Brex and Rippling, contrasting them with standard automated email blasts. Jameson illustrates the point humorously with an anecdote about receiving a coconut in the mail.21:08–26:24 · Jason pushing back 2/10 Returning to In-Person Relationships and Gestures The conversation focuses on resurrecting in-person visits and tactile gestures like handwritten notes to boost conversion rates. Jameson raises the practical challenge of selling to fully remote distributed buying teams, which Sam directly answers.26:26–36:06 · Jason pushing back 2/10 Aligning Sales and Business Incentives with Revenue Outcomes Sam details how altering compensation plans at Brex directly steered rep behaviour from logos to spend to gross profit. Jameson engages in a practical debate regarding the friction of tying SDR compensation directly to revenue on long sales cycles.36:08–37:31 · Jason pushing back 0/10 Key Takeaways and Concluding Remarks Sam provides a structured summary monologue reviewing the five core tenets discussed during the presentation before opening up for audience questions.

speaking balance: gold is Jason, purple is the guest (3 minute bins)

0:00 · Jason 0% · guest 100%0:00 · Jason 0% · guest 100%3:00 · Jason 0% · guest 100%3:00 · Jason 0% · guest 100%6:00 · Jason 0% · guest 100%6:00 · Jason 0% · guest 100%9:00 · Jason 0% · guest 100%9:00 · Jason 0% · guest 100%12:00 · Jason 0% · guest 100%12:00 · Jason 0% · guest 100%15:00 · Jason 0% · guest 100%15:00 · Jason 0% · guest 100%18:00 · Jason 0% · guest 100%18:00 · Jason 0% · guest 100%21:00 · Jason 0% · guest 100%21:00 · Jason 0% · guest 100%24:00 · Jason 0% · guest 100%24:00 · Jason 0% · guest 100%27:00 · Jason 0% · guest 100%27:00 · Jason 0% · guest 100%30:00 · Jason 0% · guest 100%30:00 · Jason 0% · guest 100%33:00 · Jason 0% · guest 100%33:00 · Jason 0% · guest 100%36:00 · Jason 0% · guest 100%36:00 · Jason 0% · guest 100%
Sharpest disagreement ▶ 32:19 Challenging SDR revenue attribution in long sales cycles

Jameson pushes back on Sam's suggestion to tie SDR comp strictly to closed revenue, pointing out the lack of immediate gratification and potential internal friction during extended enterprise deals.

Hardest push from Jason ▶ 33:05 Defending revenue-centric compensation structures

Sam counters objections regarding rep fairness and second-order frictions by demonstrating that optimizing comp plans directly for total business revenue consistently delivers superior financial results.

Biggest teaching moment ▶ 7:46 Expanding management diagnostics into a four-quadrant grid

Jameson reframes Sam's binary split of performance versus effort into a comprehensive 2x2 grid showing exactly how to handle high-effort underperformers versus low-effort naturals.

Jason holds their own ▶ 28:50 Demonstrating Brex comp plan iterative evolution

Sam displays deep operational expertise by outlining how Brex navigated unintended compensation incentives across three distinct iterations from logos to card spend to gross profit margin.

the scores for every segment, with the reasoning behind each
ChapterTopicJason as informed peerGuest teachingGuest disagreementJason pushing backWhy
Re-establishing Work Ethic and Performance Expectations 7211 Sam frames the post-boom reality of needing to return to hard work and rigorous management. Jameson agrees completely, contributing the four-quadrant performance matrix and how Gong handles performance improvement plans.
Diagnosing Funnel Bottlenecks and Mobilizing Resources 7211 Sam explains how top-of-funnel bottlenecks are frequently misdiagnosed as bottom-of-funnel deal execution issues. Jameson reinforces this by discussing the imbalance between sales capacity and pipe generation across go-to-market teams.
Creative Demand Generation and Standing Out 8211 Sam shares specific creative outbound tactics from Brex and Rippling, contrasting them with standard automated email blasts. Jameson illustrates the point humorously with an anecdote about receiving a coconut in the mail.
Returning to In-Person Relationships and Gestures 7222 The conversation focuses on resurrecting in-person visits and tactile gestures like handwritten notes to boost conversion rates. Jameson raises the practical challenge of selling to fully remote distributed buying teams, which Sam directly answers.
Aligning Sales and Business Incentives with Revenue Outcomes 8322 Sam details how altering compensation plans at Brex directly steered rep behaviour from logos to spend to gross profit. Jameson engages in a practical debate regarding the friction of tying SDR compensation directly to revenue on long sales cycles.
Key Takeaways and Concluding Remarks 5000 Sam provides a structured summary monologue reviewing the five core tenets discussed during the presentation before opening up for audience questions.

Statements from this episode (7)

Opinion
Sam Blond: Boom-era tech workers made double working half as hard
“Where people were people in sales specifically, but I think more broadly within the company were able to make twice as much money and work half as hard.”
Sam Blond Nov 23, 2023 ▶ 2:49
Insight
Sam Blond: In 80% of SaaS companies, the bottleneck is pipeline
“Most folks sort of gravitate to or diagnose the bottleneck to growing faster being the middle or the bottom of the funnel, that they aren't converting deals. And in four out of five instances the real diagnosis is that it's actually the top of the funnel.”
Sam Blond Nov 23, 2023 ▶ 10:12
Assertion Not checkable as stated
Sam Blond: Brex paired SF billboards with champagne to drive outbound
“The outbound one Brex sort of famously did a champagne campaign where we were sending bottles of champagne as part of outbound crazy high reply rates with that. When most folks were going paid online advertising, Brex did paid offline advertising. We had a geo…”
Sam Blond Nov 23, 2023 ▶ 18:02
Assertion Partly supported
Sam Blond: Rippling pays promoters $25 to post onboarding on LinkedIn
“Rippling does this really creative strategy where when you are onboarded by one of their customers, so part of their product is onboarding, and when a new hire goes through this onboarding process, Rippling sends them an NPS survey. Anybody that marks that sur…”
Sam Blond Nov 23, 2023 ▶ 19:00
Assertion Not checkable as stated
Sam Blond: In-person customer visits tripled Brex deal conversion rates
“When we measured conversion rates at Brex by whether or not we visited the customer in person. And I think we had like 15 to 20% conversion rates. There was sort of the norm where we didn't visit a customer. And when we visited a customer, they three X. So the…”
Sam Blond Nov 23, 2023 ▶ 22:29
Assertion Not checkable as stated
Sam Blond: Brex SDR ACV tripled after tying quota to revenue
“The average the ACV of an SDR generated customer went three X about 30 days after we made the change.”
Sam Blond Nov 23, 2023 ▶ 34:58
Opinion
Sam Blond: The Days of Work-Life Balance Are Over
“The days of work life balance are over.”
Sam Blond Nov 23, 2023 ▶ 36:18
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