Menu
Sign In Search Podcasts Charts People & Topics Add Podcast API Pricing

AJ Tennant

👤 Person
459 total appearances

Appearances Over Time

Podcast Appearances

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

But when we were getting going early, early days, even before I was there, that's what it would be. How long is the sales cycles in that? Yeah, average is about... about four and a half, five months in that segment.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

But when we were getting going early, early days, even before I was there, that's what it would be. How long is the sales cycles in that? Yeah, average is about... about four and a half, five months in that segment.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

But when we were getting going early, early days, even before I was there, that's what it would be. How long is the sales cycles in that? Yeah, average is about... about four and a half, five months in that segment.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

It is, but on the sub 1000, we're getting it down to 90 days. It's closer to the four if you blend in that below 1000.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

It is, but on the sub 1000, we're getting it down to 90 days. It's closer to the four if you blend in that below 1000.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

It is, but on the sub 1000, we're getting it down to 90 days. It's closer to the four if you blend in that below 1000.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

Number one takeaway that I've brought to Glean, it's what I give to other founders I advise, and just is how important it is to have the collaboration and collaborative tension between R&D and GTM. So when I was at Slack early days, it was interesting. I was struggling to get the organization to think about supporting the enterprise.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

Number one takeaway that I've brought to Glean, it's what I give to other founders I advise, and just is how important it is to have the collaboration and collaborative tension between R&D and GTM. So when I was at Slack early days, it was interesting. I was struggling to get the organization to think about supporting the enterprise.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

Number one takeaway that I've brought to Glean, it's what I give to other founders I advise, and just is how important it is to have the collaboration and collaborative tension between R&D and GTM. So when I was at Slack early days, it was interesting. I was struggling to get the organization to think about supporting the enterprise.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

We were so focused on just inbound and the PLG that we were starting to run into challenges with supporting and getting to customer success on the Comcast, the Walmarts that were some of those earlier enterprise customers. I think driving feedback to the product organization, challenging them, getting them on calls. What are the biggest points of tension between GTM and research and product?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

We were so focused on just inbound and the PLG that we were starting to run into challenges with supporting and getting to customer success on the Comcast, the Walmarts that were some of those earlier enterprise customers. I think driving feedback to the product organization, challenging them, getting them on calls. What are the biggest points of tension between GTM and research and product?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

We were so focused on just inbound and the PLG that we were starting to run into challenges with supporting and getting to customer success on the Comcast, the Walmarts that were some of those earlier enterprise customers. I think driving feedback to the product organization, challenging them, getting them on calls. What are the biggest points of tension between GTM and research and product?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

In that example, there was a fundamental question of how much do we want to actually go up market to enterprise? So it was almost even a not a research question, R&D question. It was a company strategy question. But there were challenges where there was different parts of the engineering team that were like,

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

In that example, there was a fundamental question of how much do we want to actually go up market to enterprise? So it was almost even a not a research question, R&D question. It was a company strategy question. But there were challenges where there was different parts of the engineering team that were like,

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

In that example, there was a fundamental question of how much do we want to actually go up market to enterprise? So it was almost even a not a research question, R&D question. It was a company strategy question. But there were challenges where there was different parts of the engineering team that were like,

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

Hey, I don't think we should be supporting or we can't support right now customers that have over 5,000 users on Slack. And I was like, we got to find a way to solve that. And bringing them on those calls, having them hear from those customers, the challenges helped us push through. So that was number one. You got to feel for these product teams when it's like, yeah, yeah, I hear you. Now do it.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

Hey, I don't think we should be supporting or we can't support right now customers that have over 5,000 users on Slack. And I was like, we got to find a way to solve that. And bringing them on those calls, having them hear from those customers, the challenges helped us push through. So that was number one. You got to feel for these product teams when it's like, yeah, yeah, I hear you. Now do it.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

Hey, I don't think we should be supporting or we can't support right now customers that have over 5,000 users on Slack. And I was like, we got to find a way to solve that. And bringing them on those calls, having them hear from those customers, the challenges helped us push through. So that was number one. You got to feel for these product teams when it's like, yeah, yeah, I hear you. Now do it.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

I mean, my lesson was bringing those individuals onto the calls, get R&D onto the calls to hear the feedback. We needed to get engineers and R&D and product leadership to hear and have empathy for the customer. The second biggest lesson from just the experience at Slack, for context, I was there kind of employee 50. We had 6 million in revenue. I left when we were at about 1.5 billion.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20Sales: Biggest Lessons Scaling Slack from $6M to $1BN in ARR | How to Build a Customer Success Machine and Where Most Go Wrong | The Framework to Hire All Sales Reps: Take-Home Assignments, Hiring Panels and more with AJ Tennant @ Glean

I mean, my lesson was bringing those individuals onto the calls, get R&D onto the calls to hear the feedback. We needed to get engineers and R&D and product leadership to hear and have empathy for the customer. The second biggest lesson from just the experience at Slack, for context, I was there kind of employee 50. We had 6 million in revenue. I left when we were at about 1.5 billion.