27:30 You mentioned rev ops is changing.
27:33 How do you think it's changing and why?
27:37 - I think rev ops today is probably shifting more
27:42 towards the infrastructure that allows the entire GTM org
27:47 to function with more leverage than they have in the past.
27:51 That's actually no different of a mission
27:52 than they had before,
27:54 but the way that they execute that mission is different.
27:57 I think about moving forward
28:00 where everyone is either operating their own agent
28:05 or they are building tools themselves.
28:08 Maybe it's dashboarding themselves.
28:10 So rather than rev ops actually leading
28:13 the creation of those tools,
28:15 I think they're gonna be building the guardrails
28:17 that allows everyone else to play in the sandbox
28:19 as the experts in their craft.
28:22 And so I just think it looks different.
28:23 The mission doesn't change,
28:24 but then how they go about the mission
28:26 is probably different.
28:27 They're probably, I know the term like go to market engineer
28:31 has been thrown around for years,
28:32 but I actually think it's more about understanding
28:35 the technical infrastructure
28:36 that allows people to play in the sandbox
28:38 than it is actually building the castle in the sandbox
28:41 and then having everyone look at the castle.
28:44 - Yeah, I think we're seeing that too.
28:46 And I agree, mission's the same.
28:48 Get the highest yield out of the go to market team
28:50 as possible, give visibility to the team
28:53 so you can make excellent decisions
28:54 and increase the likelihood that your bets will pay off
28:59 and you'll put capital
28:59 where you're gonna get the most return.
29:01 But it is getting more technical
29:03 and the tools that are available
29:05 are getting more dynamic and interesting.
29:08 When I started LeanScale in 2021,
29:11 I'd say 60 to 70% of the work was in Salesforce.
29:17 And then a little bit of HubSpot,
29:19 maybe you're plugging in Zoom info for some things
29:21 and an outreach for sequencing.
29:23 So either your tech stack is a handful of tools.
29:26 We work with some companies
29:27 that have 30 plus go to market tools,
29:29 point solutions for every single little thing.
29:31 They're running AI workflows across the entire stack.
29:33 We're not talking about just managing the data in the CRM,
29:36 but we're talking about managing a data warehouse
29:38 so you can run agents on top of it.
29:40 I mean, the depth and breadth of RevOps
29:43 has just expanded tremendously in the last five years.
29:47 And I don't see that slowing down.
29:50 - I don't either.
29:50 I actually think it's a really interesting place
29:54 for your more technical sellers to look at.
30:00 If you have a nap for, you wanna experiment,
30:03 you wanna tinker and you also know selling.
30:08 RevOps has always been like an adjacent path
30:11 for individuals in sales or in marketing,
30:14 but if you find yourself really liking
30:17 to be on the forefront of technology
30:19 and you know your craft
30:20 and you can be a dangerous individual
30:22 in this new generation, it's kinda cool to see.
30:26 - I think so too.
30:27 And I think if you have that combo of,
30:29 hey, go carry a bag.
30:31 Go see exactly what it takes to go hit a number
30:33 and own it and be accountable for it.
30:36 Then spend some time learning the systems,
30:39 building its scale.
30:40 I think it's a really strong combo
30:42 if you aspire to be a CRO one day.
30:44 And I really think it requires both.
30:47 I think it's very tough.
30:49 A pure RevOps person coming up from like an analyst,
30:53 a systems admin to running RevOps and doing that,
30:56 I think you'll really struggle in a position
30:58 where you have to be accountable for a number
31:01 and bring it to a board every quarter.
31:04 And then likewise, I think if you've only carried a bag
31:06 and you're not familiar with like
31:09 how you can get more leverage out of the system,
31:11 I think a CRO role is gonna be very challenging
31:12 for that person too.
31:14 So I almost think you kinda need to take some side quests
31:17 and side missions to get the full breadth of the role.
31:21 - Completely agree.
31:23 Dan and I were talking the other day
31:26 and he was saying people either need to be builders
31:30 or sellers.
31:31 And it's like, I'm thinking as a CRO,
31:35 you have to be both a builder and a seller at this point.
31:38 It's in one move in my opinion.
31:41 - It's absolutely where we're going.
31:42 You have to do both.
31:43 And that's why I think the CRO position
31:46 is the most difficult position in a company.
31:50 You have been in the role for almost a decade,
31:54 which I think is incredible.
31:56 The average tenure and lifespan of a CRO in SAS is 18 months.
32:01 And it's either because the company's not doing well,
32:03 but usually it's also, they're the first sacrificial lamb
32:06 if you don't hit a number.
32:08 And I think it's a very, very challenging role,
32:11 especially if you're working in a high-growth company.
32:14 Another thing I think gives the CRO some leverage
32:17 and I think it's overlooked.
32:21 Sam Jacobs, founder of Pavilion,
32:22 talks about this quite a bit too.
32:24 The partnership between the CRO and the CFO
32:28 and having some financial literacy
32:30 to be able to work together,
32:32 I think is another angle that's really,
32:34 really important to round out the role.
32:38 - It's one that I think I understood the impact
32:42 that it had in those early days.
32:43 In the early days of push press,
32:45 I built like our bottoms up model.
32:47 I built a tops down model.
32:49 I fit with you figuring out,
32:50 how are we gonna hit growth targets
32:52 to the point where, when our finance leader
32:56 joined the org and I showed her everything,
32:59 it was a lot of like, okay,
33:02 we have our crap together to some degree.
33:05 Okay, I'll take that as a compliment
33:06 that we actually weren't completely flying blind
33:10 when you get in a really strong finance leader in the seat.
33:12 But even now, and through the fundraising process,
33:16 it was critical to have financial acumen
33:18 of understanding where the company's at.
33:21 Obviously reporting to the board,
33:23 that's important to have.
33:24 I just don't know how you can do the job effectively
33:28 day in and day out,
33:29 where partnering with finance is so critical
33:32 to doing the CRO job well,
33:37 if you're not speaking the same language.
33:40 And I just don't expect them to speak
33:43 pure sales and marketing language,
33:46 which means you need to go to them.
33:48 And to that extent,
33:50 I don't know how you build comp plans without it.
33:52 And I don't know how you can launch a new campaign
33:55 without understanding, LTV to CAC, CAC payback,
33:58 what goes into each of those variables.
34:01 It's all a requirement of the job.
34:03 And I remember at one point,
34:07 whenever they rolled out the latest financial model,
34:09 it was like, oh, there's some of these terms
34:11 that I don't know as well as I should.
34:14 Or I don't know the benchmarks as well as I should.
34:17 And I made a point to every single morning,
34:19 sit down at 5 a.m., cup of coffee, look at our model,
34:23 dig into one data point.
34:26 What's the benchmarks for this?
34:27 What does good look like?
34:28 What does great look like?
34:31 What is ours?
34:32 And just spent an hour.
34:33 And I did it every single day,
34:36 until you just get to a point where you understand it all.
34:39 And then when you're in a fundraising,
34:41 when you're either you're in a pitch or you're in diligence
34:44 and there's questions being fired at you,
34:46 all the confidence in the world.
34:47 But it took that like that day in and day out studying
34:49 and work in order to get to that point.
34:52 - Man, I just love hearing what your endurance
34:57 and discipline is throughout pretty much every aspect
35:00 of your life.
35:01 I brought it up earlier.
35:05 And I think this is another amazing example of it,
35:07 but you've been in the CRO position for 10 years.
35:12 And what does it take?
35:15 What type of endurance does it take to stick to the mission,
35:22 get through adversity?
35:23 And what have some of those hardest moments been like
35:26 throughout this journey?
35:27 And how did you stay so focused?
35:32 - One of the things that the Marine Corps does,
35:34 they use an acronym for the leadership traits.
35:37 You guys can look it up.
35:38 It's called JJ Did Ty Buckle.
35:41 I won't go through all of them,
35:42 but one of the E's stands for endurance.
35:45 I actually think it's probably one of the most
35:47 underrated leadership traits, at least in a growth role,
35:51 but probably in every role.
35:52 And I'll give you an example of this actually.
35:55 You can look up Altos Ventures.
35:59 They are our lead investor in both our A round and our B
36:01 round.
36:03 I think it's altos.vc.
36:05 You can look, they wrote an article.
36:06 It's like super famous in the Valley of like
36:09 hedgehogs versus foxes.
36:11 And they invest in hedgehogs.
36:14 Hedgehogs are very much Dan, myself.
36:18 We have like little hedgehogs on our desks
36:20 and stuff like that, right?
36:21 Like, and it's people who are about the mission,
36:24 not about the just chasing an outcome.
36:30 They invest in long-term founders.
36:31 And so I think the reason I weave that in here
36:34 is because I think that's so important to having endurance
36:37 is that you have to be on the right mission.
36:41 And anytime you feel yourself wanting to quit
36:44 because it gets tough, you might be on the,
36:47 it might be tough or you might be on the wrong mission.
36:50 And I don't think in all these years,
36:52 I don't think I've ever questioned the mission.
36:54 I've never questioned helping gym owners because my life,
36:58 I credit Brady and TJ and CrossFit to saving my life
37:04 and making me a renewed adult human and functional.
37:08 And so the mission will always be this
37:11 until I feel like running a gym is no longer a struggle
37:15 and that the gym owners are able to serve their community
37:18 in a way that's profitable, gives them a happy home life
37:22 and is not a drain or a chore like it is
37:26 and has been for years.
37:28 And so the endurance piece of it though comes into like,
37:32 you do have a number to turn in.
37:34 You do have a target to hit.
37:36 Leading people is tough and growing a SaaS company
37:39 is insanely difficult and there's gonna be those times
37:42 where system goes down on a Sunday and you're like,
37:47 oh my God, what are we doing?
37:50 And you're just trying to enjoy lunch with the family
37:54 because maybe you've been on the road for a week straight
37:57 and now you're back at work.
37:59 And so if you can't, I think, look at the mission and go,
38:03 no, this is still important and I'm still locked into it,
38:07 even when it gets tough, you can't be there
38:10 for the long haul.
38:12 And I guess maybe you shouldn't be, I don't know.
38:15 The endurance piece is mission critical
38:17 or is absolutely paramount in my opinion.
38:21 - Hi, I'm curious too with your long tenure.
38:25 And I mean, I can tell it takes an immense amount
38:30 of endurance to go through where you were
38:33 in the beginning to where you are now.
38:35 But one thing that I love is this is actually
38:37 a very interesting case study of how GoToMarket has changed
38:41 because you actually have a lot of control
38:43 over the variables, same company, same mission,
38:45 same ICP, relatively similar solution, I'm assuming.
38:51 I obviously like iterating and advancing over time,
38:53 but solving a similar problem.
38:56 I'm curious your perspective on how GoToMarket has changed
39:01 from 10 years ago to today.
39:04 And when I say that, I mean, how do you build pipeline?
39:08 How are you finding sellers?
39:10 How are you training sellers?
39:12 What techniques, tools, methodologies are you using?
39:16 What's some of the wisdom that's maybe held true?
39:19 And then what are some of the things
39:20 that have adjusted over time?
39:23 - Yeah, I think generally there's a lot of,
39:27 you have to be nimble or you have to pay attention
39:30 to what, where does your market pay attention to?
39:36 And how does that change?
39:38 What are the latest, I don't wanna say trends
39:40 'cause that would be a bad way to phrase it,
39:41 but like there was a time period
39:43 where I couldn't get outbound to work
39:46 and the majority of our leads were inbound.
39:50 And we didn't know how to do paid ads.
39:52 And then we found out how to do paid ads.
39:54 And it's like, there's a time period
39:57 where Meta had amazing ROI and you gotta be able
40:00 to pounce on that when you have it
40:02 and when you have the opportunity,
40:04 but you shouldn't be beholden to one channel.
40:06 So then you're looking for like,
40:08 well, what are the other channels
40:09 and what didn't work last time?
40:10 So there's like this constant experimentation
40:14 that I think needs to be done in order to,
40:18 or capture attention enough to actually convert it
40:21 to something, a customer, something meaningful.
40:24 And so when you ask like, how do we find sellers?
40:27 Even that's changed.
40:28 And it changed because early we hired gym owners.
40:32 We hired our clients, which is a gift and a curse.
40:37 One of the gifts are, they know the industry insanely well.
40:41 They know your system very, very well.
40:45 They have near zero ramp time because of those things
40:50 and they have a strong network.
40:51 So all great advantages for getting early traction.
40:56 They generally are entrepreneurs, which is a benefit,
41:00 but they don't like staying within tightly confined space
41:04 and executing in the way
41:05 'cause they're an entrepreneur for a reason.
41:08 There also may not be natural sellers or polished sellers.
41:13 So that can be a little difficult at times,
41:17 but thankfully in our space, everyone believes in coaching.
41:21 And so that was maybe a unique advantage
41:24 that we had at the time.
41:26 And so we leaned heavily into that in those early years
41:28 and we couldn't get outbound to work.
41:31 But now we're at the stage in our company
41:32 where we have a very strong outbound motion,
41:36 very strong cold SDR outbound motion that,
41:40 God, I wish we would have landed on forever ago.
41:43 And our SDR team and our SDR leader
41:46 have done an amazing job.
41:49 And now that's the future sales talent,
41:52 account executive talent that we have in the team.
41:55 And I can't see a world where I would hire
41:58 anyone that's not on that team to be an account executive.
42:01 I don't think I'll bring anyone in external
42:04 to sit straight to the account executive seat ever.
42:08 - I love that.
42:09 I love the bullpen and then giving people a path.
42:11 And I'm sure there's a level of commitment that you can get
42:17 when you have given those people opportunities
42:20 as they've moved along rather than trying to find out
42:23 or find mercenaries to bring into to be AEs.
42:28 And I think it's a testament to the culture
42:31 that you're building as well.
42:34 - A hundred percent.
42:34 I think the way that you find sellers,
42:39 and it may change again, right?
42:41 Like certainly, you could maybe fast forward time,
42:47 see a world where AI voice agents ruin outbound.
42:54 They always say marketers ruin everything, right?
42:56 So we ruin outbound because we flood the market
42:59 with AI voice agents.
43:00 And then all of a sudden outbound is dead.
43:02 Now you have to solve two problems.
43:04 How do I replace this channel?
43:05 And how do I replace my bench of sales talent?
43:09 So that's generally how I look at solving
43:15 almost every GTM motion is there's a series of factors
43:19 that you have to kind of untangle,
43:21 solve one, rinse and repeat.
43:26 - You mentioned something in our prep session
43:28 that I have completely stolen
43:32 and used in all of my leadership meetings.
43:35 So thank you.
43:36 I'll pay you the royalties
43:37 and you should get a nice check from that.
43:40 But throughout your time,
43:42 there are many bets and decisions and experiments
43:46 and things that you have to make judgments on.
43:49 You're not gonna have perfect data.
43:51 You might have data as a signal,
43:52 but there's no guarantees and go to market
43:56 and there's no guarantees in SaaS.
43:58 And the phrase that I cannot stop repeating
44:02 is what needs to be true.
44:06 I would love to hear the origin of that
44:10 and how you have used that throughout your role.
44:15 - You know, the origin,