What to Protect, What to Delegate, and What to Let Go Of as a CS Leader
CS RevSpeak · 2026-06-09 · 17 min
Substance score
31 / 100
Five dimensions, 20 points each
What our scoring noted
Our reviewer’s read on each dimension, with quotes from the episode.
Insight Density
The episode offers a few usable reframes - notably the 'can I add value?' vs. 'is my presence the best use of my time?' distinction, and the idea of delegating strategic initiatives to CSMs as development opportunities - but the majority of the runtime is setup, repetition in the summary, and widely-circulated leadership advice about working on the org vs. in it. For 17 minutes the useful-insight-per-minute ratio is mediocre.
The question was not, can I add value here? The answer to the question is almost always yes. You can almost always add something. The question was, is my presence here the best use of my time given everything else I'm responsible for?
Delegating a strategic initiative to a CSM does two things simultaneously. It gets the work done and it develops the person doing it.
Originality
Calendar-as-strategic-asset, early-stage vs. scaling-mode orientation, and the three-category delegation framework are all familiar management concepts repackaged for a CS audience. The presence-vs-value reframe is the most interesting idea but is not truly novel or counterintuitive.
Scaling mode requires a fundamentally different calendar orientation, less execution, more enablement, less doing, more developing
A CSM's who leads a playbook revamp is building project management skills, cross-functional collaboration skills and the system's thinking muscle they wouldn't develop from account work alone.
Guest Caliber
This is a solo monologue with no guest at all. The host references a past VP of CS role but is now a coach running a paid advisory program, and the episode closes with a direct pitch to that program - suggesting the content functions partly as marketing. There is no external practitioner voice and no current operator perspective.
Before I share what I protected in my own calendar, when I was a VP of customer success
schedule a free consult call at csrevspeak.com forward slash coaching
Specificity & Evidence
The only concrete numbers offered are '2-3 blocks per week, 60-90 minutes each' and the '18 months' aside. All examples - the playbook that needs revamping, the patched onboarding process, the outdated QBR template - are generic and hypothetical. No named companies, no data, no dollar figures, and no case studies from real situations.
I'm talking about two to three blocks per week, maybe 60 to 90 minutes each when you're not in meetings
The playbook that needs a full revamp, the onboarding process that's been patched together and needs a complete rethink
Conversational Craft
There is no interview, no guest, and no dialogue - this is a solo monologue. The host poses rhetorical questions to the listener but there is zero opportunity for follow-up, pushback, or genuine probing. The episode functions more as a structured keynote than a conversation, and ends with a coaching program pitch that further colours the objectivity of the content.
Now, ask yourself honestly, how much of what's on that calendar did you put there intentionally?
Let's get specific because I think the most useful thing I can give you in this episode is a clear picture
Conversation analysis
Computed from the transcript - who did the talking, and the verbal tics along the way.
Filler words
Episode notes
This episode is a practical breakdown of how to structure your time as a CS leader with intention. What to protect, what to delegate, how your calendar should evolve as you scale, and what a high-impact CS leadership schedule actually looks like in practice. You'll learn: How your calendar should look different in early stage versus when you're scaling and why leaders who never recalibrate get stuck The four categories of time every CS leader should protect as non-negotiable, regardless of what stage they're in A practical framework for deciding what to delegate fully, what to stay involved in, and what only you can do What it actually looked like to manage time as a VP of CS and the mindset shift that changed everything This episode is for CS leaders who are tired of being busy without being effective, and who want a practical, intentional approach to designing a schedule that makes them a better leader, a better coach, and a more sustainable one. Ways I Can Help You Level Up Customer Success: Value Realization Framework Online Course: Install a repeatable system your team can run: deliver value, prove outcomes, and drive retention and expansion.
Full transcript
17 minTranscribed and scored by The B2B Podcast Index.
1 00:00:00,210 - > 00:00:01,310 Are you a customer success leader? 2 00:00:01,850 - > 00:00:03,090 If so, I want you to open your 3 00:00:03,090 - > 00:00:04,070 calendar right now. 4 00:00:04,330 - > 00:00:06,530 Look at this week, look at what's on 5 00:00:06,530 - > 00:00:06,810 it. 6 00:00:07,410 - > 00:00:10,170 Now, ask yourself honestly, how much of what's 7 00:00:10,170 - > 00:00:12,990 on that calendar did you put there intentionally? 8 00:00:13,510 - > 00:00:16,550 How much of it reflects your priorities as 9 00:00:16,550 - > 00:00:17,210 a CS leader? 10 00:00:17,570 - > 00:00:20,290 The strategic work, the team development, the thinking 11 00:00:20,290 - > 00:00:22,910 time, the things that actually moved the needle, 12 00:00:23,210 - > 00:00:25,890 and how much of it just accumulated, meetings 13 00:00:25,890 - > 00:00:28,950 that got scheduled because someone needed you, recurring 14 00:00:28,950 - > 00:00:31,729 calls that nobody has canceled in 18 months, 15 00:00:32,370 - > 00:00:34,870 back-to-back-to-back blocks that leave 16 00:00:34,870 - > 00:00:36,330 no room to actually think. 17 00:00:37,110 - > 00:00:39,650 For most customer success leaders, the honest answer 18 00:00:39,650 - > 00:00:41,770 is that their calendar is a reflection of 19 00:00:41,770 - > 00:00:44,410 everyone else's priorities, not theirs. 20 00:00:45,090 - > 00:00:46,370 And the result is a leader who is 21 00:00:46,370 - > 00:00:50,270 constantly busy, constantly responsive, and consistently running out 22 00:00:50,270 - > 00:00:52,010 of time for the work that actually matters. 23 00:00:52,910 - > 00:00:55,390 Your calendar is not just a scheduling tool. 24 00:00:55,790 - > 00:00:57,350 It's a strategic asset. 25 00:00:57,790 - > 00:01:00,310 And if you're not designing it intentionally, someone 26 00:01:00,310 - > 00:01:01,710 else is designing it for you. 27 00:01:02,290 - > 00:01:03,950 That's what this episode is about. 28 00:01:04,129 - > 00:01:05,610 So let's get into it. 29 00:01:06,070 - > 00:01:08,590 Welcome to the CS RevSpeak podcast, where we 30 00:01:08,590 - > 00:01:12,430 talk about practical insights, strategies, and frameworks that 31 00:01:12,430 - > 00:01:15,030 will help customer success leaders who carry a 32 00:01:15,030 - > 00:01:19,010 revenue number, drive sustainable growth, maximize customer lifetime 33 00:01:19,010 - > 00:01:21,090 value, and crush their numbers. 34 00:01:23,260 - > 00:01:25,840 Let's see what is actually happening here, because 35 00:01:25,840 - > 00:01:28,000 I think it's worth understanding before we talk 36 00:01:28,000 - > 00:01:29,100 about how to fix it. 37 00:01:29,760 - > 00:01:32,280 Customer success leadership is one of the most 38 00:01:32,280 - > 00:01:34,740 cross-functional roles in a SaaS business. 39 00:01:35,260 - > 00:01:37,580 You're connected to sales, to product, to support, 40 00:01:37,640 - > 00:01:39,200 to finance, to the executive team. 41 00:01:39,680 - > 00:01:42,220 Everyone has something they need from customer success, 42 00:01:42,520 - > 00:01:45,320 and because CS is fundamentally a relationship-driven 43 00:01:45,320 - > 00:01:49,800 function, there's a cultural expectation, sometimes explicit, sometimes 44 00:01:49,800 - > 00:01:53,460 just absorbed, that a good CS leader is 45 00:01:53,460 - > 00:01:56,220 always available, always responsive, always there when someone 46 00:01:56,220 - > 00:01:56,980 needs something. 47 00:01:57,540 - > 00:01:59,180 And so the calendar fills up. 48 00:01:59,960 - > 00:02:04,000 Customer escalations, cross-functional things, team check-ins, 49 00:02:04,480 - > 00:02:07,300 leadership meetings, one-on-ones that run long, 50 00:02:07,520 - > 00:02:09,240 and somewhat in the middle of all of 51 00:02:09,240 - > 00:02:11,860 that, the strategic work, the work that only 52 00:02:11,860 - > 00:02:13,400 you can do as a leader of this 53 00:02:13,400 - > 00:02:17,280 function, gets squeezed into the margins, early mornings, 54 00:02:17,600 - > 00:02:20,100 late evenings, the gaps between meetings that are 55 00:02:20,100 - > 00:02:22,220 too short to do anything meaningful in. 56 00:02:23,340 - > 00:02:24,840 Here's what that actually costs. 57 00:02:25,480 - > 00:02:28,020 Not in terms of stress or sustainability, although 58 00:02:28,020 - > 00:02:28,980 those are real. 59 00:02:29,480 - > 00:02:31,720 In terms of outcomes, when a CS leader 60 00:02:31,720 - > 00:02:34,420 is perpetually reactive, the team feels it. 61 00:02:34,900 - > 00:02:37,040 Decisions take longer because the leader is never 62 00:02:37,040 - > 00:02:38,860 in a focused headspace to make them. 63 00:02:39,580 - > 00:02:42,100 Coaching gets rushed or skipped because there's no 64 00:02:42,100 - > 00:02:43,520 protected time for it. 65 00:02:43,520 - > 00:02:46,680 Strategic initiatives stall because every time the leader 66 00:02:46,680 - > 00:02:49,220 sits down to think, something urgent pulls them 67 00:02:49,220 - > 00:02:50,620 back into execution mode. 68 00:02:51,100 - > 00:02:52,740 And the function stays stuck at a certain 69 00:02:52,740 - > 00:02:55,940 level of performance because the customer success leader 70 00:02:55,940 - > 00:02:58,040 never has the bandwidth to lead it to 71 00:02:58,040 - > 00:02:58,940 the next level. 72 00:02:59,700 - > 00:03:02,240 A CS leader who designs their calendar intentionally 73 00:03:02,240 - > 00:03:04,600 is a fundamentally different kind of leader. 74 00:03:05,100 - > 00:03:07,060 They show up to one-on-ones prepared. 75 00:03:07,600 - > 00:03:09,500 They have time to think before they have 76 00:03:09,500 - > 00:03:10,060 to decide. 77 00:03:10,060 - > 00:03:12,600 They can work on the org instead of 78 00:03:12,600 - > 00:03:13,640 just in it. 79 00:03:14,100 - > 00:03:17,760 And that difference compounds over time into a 80 00:03:17,760 - > 00:03:20,020 team that performs at a higher level. 81 00:03:20,680 - > 00:03:22,720 So the starting point is this, your calendar 82 00:03:22,720 - > 00:03:24,200 is a leadership decision. 83 00:03:24,620 - > 00:03:26,720 Every block on it is either something you 84 00:03:26,720 - > 00:03:28,620 choose or something you're allowed. 85 00:03:29,160 - > 00:03:30,900 And the first step in designing it well 86 00:03:30,900 - > 00:03:33,260 is taking ownership of that distinction. 87 00:03:33,860 - > 00:03:35,560 Before I share what I protected in my 88 00:03:35,560 - > 00:03:37,620 own calendar, when I was a VP of 89 00:03:37,620 - > 00:03:39,560 customer success, I want to acknowledge something. 90 00:03:39,560 - > 00:03:42,500 The right calendar structure is not one size 91 00:03:42,500 - > 00:03:43,000 fits all. 92 00:03:43,260 - > 00:03:45,520 What it looks like depends heavily on where 93 00:03:45,520 - > 00:03:47,000 you are in your journey as a CS 94 00:03:47,000 - > 00:03:50,180 leader, specifically whether you're in early stage mode 95 00:03:50,180 - > 00:03:50,960 or scaling mode. 96 00:03:51,220 - > 00:03:54,280 Because two phases make very different demands on 97 00:03:54,280 - > 00:03:54,940 your time. 98 00:03:55,620 - > 00:03:57,760 And what serves you well in one can 99 00:03:57,760 - > 00:03:59,420 actually hold you back in the other. 100 00:03:59,940 - > 00:04:02,080 In early stage, when you're building a function, 101 00:04:02,160 - > 00:04:03,840 when a team is small, when processes are 102 00:04:03,840 - > 00:04:06,220 still being figured out, your calendar is going 103 00:04:06,220 - > 00:04:08,140 to be heavily weighted towards execution. 104 00:04:08,780 - > 00:04:11,660 You're in the details, you're in customer conversations, 105 00:04:12,180 - > 00:04:14,060 you're building playbooks and sitting in on calls 106 00:04:14,060 - > 00:04:17,040 and sometimes doing the work alongside your CSMs, 107 00:04:17,399 - > 00:04:19,320 because that's how you understand what needs to 108 00:04:19,320 - > 00:04:19,720 be built. 109 00:04:20,160 - > 00:04:21,040 That's appropriate. 110 00:04:21,380 - > 00:04:22,780 And that's right for that phase. 111 00:04:23,260 - > 00:04:24,640 But here's where a lot of CS leaders 112 00:04:24,640 - > 00:04:25,280 get stuck. 113 00:04:25,720 - > 00:04:28,820 They never recalibrate, the org grows, the team 114 00:04:28,820 - > 00:04:32,340 expands, the complexity increases, and the leader is 115 00:04:32,340 - > 00:04:34,000 still spending their time the same way they 116 00:04:34,000 - > 00:04:35,620 did when the team was three people. 117 00:04:35,620 - > 00:04:38,600 Still in every escalation, still reviewing every renewal, 118 00:04:38,860 - > 00:04:40,860 still running every customer call that matters. 119 00:04:41,420 - > 00:04:43,040 And the team never develops because the leader 120 00:04:43,040 - > 00:04:45,000 never creates the space for them to lead. 121 00:04:46,100 - > 00:04:49,620 Scaling mode requires a fundamentally different calendar orientation, 122 00:04:50,200 - > 00:04:54,380 less execution, more enablement, less doing, more developing, 123 00:04:54,880 - > 00:04:56,600 less being in the work and more designing 124 00:04:56,600 - > 00:04:58,960 the systems that make the work run without 125 00:04:58,960 - > 00:04:59,360 you. 126 00:05:00,080 - > 00:05:03,200 I remember when this shift happened for me. 127 00:05:03,200 - > 00:05:04,980 I had built a team that was strong, 128 00:05:05,420 - > 00:05:07,780 genuinely capable people who knew their accounts and 129 00:05:07,780 - > 00:05:09,300 cared deeply about their customers. 130 00:05:09,860 - > 00:05:11,260 And I realized one day that I was 131 00:05:11,260 - > 00:05:12,700 selling their work in a way that wasn't 132 00:05:12,700 - > 00:05:13,600 serving them anymore. 133 00:05:14,000 - > 00:05:15,560 I was in account reviews, they could have 134 00:05:15,560 - > 00:05:15,880 led. 135 00:05:16,140 - > 00:05:17,600 I was in calls, they didn't need me 136 00:05:17,600 - > 00:05:18,000 on. 137 00:05:18,620 - > 00:05:21,620 And by being there, I was signaling unintentionally 138 00:05:21,620 - > 00:05:23,600 that I didn't fully trust them to handle 139 00:05:23,600 - > 00:05:25,500 it, that I needed to be involved for 140 00:05:25,500 - > 00:05:26,300 things to go well. 141 00:05:27,040 - > 00:05:29,440 That shift I made was to ask myself 142 00:05:29,440 - > 00:05:31,400 a different question every time something landed on 143 00:05:31,400 - > 00:05:31,900 my calendar. 144 00:05:32,460 - > 00:05:34,940 The question was not, can I add value 145 00:05:34,940 - > 00:05:35,360 here? 146 00:05:35,700 - > 00:05:37,540 The answer to the question is almost always 147 00:05:37,540 - > 00:05:37,780 yes. 148 00:05:37,980 - > 00:05:39,640 You can almost always add something. 149 00:05:40,260 - > 00:05:43,240 The question was, is my presence here the 150 00:05:43,240 - > 00:05:45,920 best use of my time given everything else 151 00:05:45,920 - > 00:05:47,100 I'm responsible for? 152 00:05:47,640 - > 00:05:50,160 The question produced very different answers. 153 00:05:50,600 - > 00:05:52,440 And it started freeing space for the work 154 00:05:52,440 - > 00:05:53,900 that only I could do. 155 00:05:54,420 - > 00:05:56,380 Let's get specific because I think the most 156 00:05:56,380 - > 00:05:57,700 useful thing I can give you in this 157 00:05:57,700 - > 00:06:00,120 episode is a clear picture of what belongs 158 00:06:00,120 - > 00:06:02,940 on your calendar as a protected, non-negotiable 159 00:06:02,940 - > 00:06:03,220 block. 160 00:06:03,620 - > 00:06:03,900 And why? 161 00:06:05,200 - > 00:06:07,080 First thing is to protect your strategic thinking 162 00:06:07,080 - > 00:06:07,600 time. 163 00:06:07,760 - > 00:06:08,860 And I want to be direct about this 164 00:06:08,860 - > 00:06:10,320 because I know how it sounds. 165 00:06:11,020 - > 00:06:13,500 Blocking time to think feels indulgent when your 166 00:06:13,500 - > 00:06:16,000 team needs things and your inbox is full 167 00:06:16,000 - > 00:06:17,240 and there are fires to put out. 168 00:06:17,820 - > 00:06:19,240 But here's the reality. 169 00:06:19,500 - > 00:06:21,480 The most important decisions you make as a 170 00:06:21,480 - > 00:06:23,820 customer success leader, how to structure the team, 171 00:06:24,100 - > 00:06:26,780 how to position CS internally, how to respond 172 00:06:26,780 - > 00:06:28,820 to a pattern you're seeing across your book, 173 00:06:29,100 - > 00:06:31,020 how to coach a leader on your team 174 00:06:31,020 - > 00:06:31,760 who is struggling. 175 00:06:32,400 - > 00:06:33,960 None of those decisions get made well in 176 00:06:33,960 - > 00:06:34,420 the margins. 177 00:06:35,020 - > 00:06:38,800 They require uninterrupted, focused thinking time. 178 00:06:39,160 - > 00:06:40,640 And if you don't protect it, it won't 179 00:06:40,640 - > 00:06:41,100 exist. 180 00:06:41,600 - > 00:06:42,880 What this looks like in practice. 181 00:06:43,360 - > 00:06:45,240 I'm talking about two to three blocks per 182 00:06:45,240 - > 00:06:47,440 week, maybe 60 to 90 minutes each when 183 00:06:47,440 - > 00:06:50,100 you're not in meetings, not responding to messages 184 00:06:50,100 - > 00:06:51,200 and not available. 185 00:06:51,640 - > 00:06:53,260 This is where you work on the org, 186 00:06:53,860 - > 00:06:56,600 strategy documents, coaching prep, thinking about a difficult 187 00:06:56,600 - > 00:06:59,700 decision, reviewing the health of the team's portfolio 188 00:06:59,700 - > 00:07:01,920 with a fresh eye, whatever is most important 189 00:07:01,920 - > 00:07:04,480 that week for you to give focused attention 190 00:07:04,480 - > 00:07:04,980 to. 191 00:07:05,400 - > 00:07:07,200 Protect it like you would protect a customer 192 00:07:07,200 - > 00:07:10,300 commitment because it is one, a commitment to 193 00:07:10,300 - > 00:07:11,920 leading your function well. 194 00:07:12,640 - > 00:07:14,320 The second thing is to protect your one 195 00:07:14,320 - > 00:07:16,160 -on-ones with your direct reports. 196 00:07:16,480 - > 00:07:17,920 And I don't just mean having them on 197 00:07:17,920 - > 00:07:18,340 a calendar. 198 00:07:18,620 - > 00:07:21,960 I mean having them consistently on time fully 199 00:07:21,960 - > 00:07:23,880 prepared and never canceling them. 200 00:07:24,440 - > 00:07:26,400 Your one-on-ones are your primary leadership 201 00:07:26,400 - > 00:07:26,820 tool. 202 00:07:26,820 - > 00:07:29,440 They are where you coach, where you assess 203 00:07:29,440 - > 00:07:31,940 performance, where you build the kind of trust 204 00:07:31,940 - > 00:07:33,000 that makes a teamwork. 205 00:07:33,460 - > 00:07:35,560 When you cancel them, especially when things are 206 00:07:35,560 - > 00:07:37,660 busy, which is exactly when your team needs 207 00:07:37,660 - > 00:07:39,280 them most, you send a signal. 208 00:07:39,860 - > 00:07:42,000 You signal that their development is optional. 209 00:07:42,460 - > 00:07:44,900 That when things get hard, the first thing 210 00:07:44,900 - > 00:07:47,100 to go is the investment in them. 211 00:07:47,560 - > 00:07:48,680 Protect your one-on-ones. 212 00:07:49,160 - > 00:07:51,600 Reschedule before you cancel and you show up 213 00:07:51,600 - > 00:07:52,320 to them prepared. 214 00:07:53,400 - > 00:07:55,120 The third thing to protect is your customer 215 00:07:55,120 - > 00:07:55,560 time. 216 00:07:55,560 - > 00:07:58,300 Even as you scale and delegate more operational 217 00:07:58,300 - > 00:08:00,620 work to your team, you should never fully 218 00:08:00,620 - > 00:08:01,860 disconnect from customers. 219 00:08:02,320 - > 00:08:03,680 You don't need to be in every account 220 00:08:03,680 - > 00:08:05,620 or every call, but you do need to 221 00:08:05,620 - > 00:08:08,700 stay connected somehow to the customer experience and 222 00:08:08,700 - > 00:08:10,260 keep it grounded in what your team is 223 00:08:10,260 - > 00:08:10,800 navigating. 224 00:08:11,340 - > 00:08:12,240 It sharpens your coaching. 225 00:08:12,580 - > 00:08:15,920 It gives you credibility in leadership conversations and 226 00:08:15,920 - > 00:08:18,320 it signals to your team that customer relationships 227 00:08:18,320 - > 00:08:19,380 matter to you. 228 00:08:19,700 - > 00:08:21,600 What this looks like at the VP level 229 00:08:21,600 - > 00:08:23,800 is deliberately selective. 230 00:08:24,400 - > 00:08:27,300 I'm talking about a handful of strategic accounts, 231 00:08:27,820 - > 00:08:30,440 executive relationships, escalation reviews. 232 00:08:30,860 - > 00:08:32,140 You don't have to have a full book. 233 00:08:32,520 - > 00:08:34,000 You need a curated presence. 234 00:08:34,820 - > 00:08:37,340 The fourth thing to protect is your own 235 00:08:37,340 - > 00:08:38,340 recovery time. 236 00:08:39,020 - > 00:08:41,539 I'm naming this explicitly because CS leaders are 237 00:08:41,539 - > 00:08:44,200 among the most prone to burning out quietly. 238 00:08:44,900 - > 00:08:46,940 The work is relentless. 239 00:08:47,660 - > 00:08:49,620 The demands are high and the culture of 240 00:08:49,620 - > 00:08:53,240 the function rewards responsiveness above almost everything else. 241 00:08:53,620 - > 00:08:57,160 You need wide space on your calendar, not 242 00:08:57,160 - > 00:09:00,060 as a luxury, as a leadership requirement. 243 00:09:00,560 - > 00:09:03,200 A leader who is depleted makes worse decisions, 244 00:09:03,760 - > 00:09:07,220 coaches less effectively and models an unsustainable pace 245 00:09:07,220 - > 00:09:07,920 for their team. 246 00:09:08,520 - > 00:09:09,960 Protect lunch, protect the end of your day, 247 00:09:10,220 - > 00:09:11,880 protect at least one morning a week where 248 00:09:11,880 - > 00:09:13,540 you're nodding back-to-back meetings from the 249 00:09:13,540 - > 00:09:14,900 moment you open your laptop. 250 00:09:15,540 - > 00:09:16,600 Let's talk about delegation. 251 00:09:16,980 - > 00:09:20,020 Delegation is where the calendar conversation gets really 252 00:09:20,020 - > 00:09:22,300 hard because most of the things that eat 253 00:09:22,300 - > 00:09:25,100 CS leaders' time are things they genuinely can 254 00:09:25,100 - > 00:09:26,400 add value to. 255 00:09:26,720 - > 00:09:29,920 The customer escalation, the renewal that's at risk, 256 00:09:30,280 - > 00:09:32,400 the cross-functional thing that's going sideways. 257 00:09:32,960 - > 00:09:34,660 Being in those things isn't wrong. 258 00:09:34,960 - > 00:09:36,900 The question is whether being in those things 259 00:09:36,900 - > 00:09:38,540 is the best use of your time at 260 00:09:38,540 - > 00:09:40,640 this stage or whether it's time to hand 261 00:09:40,640 - > 00:09:41,840 them to someone on your team. 262 00:09:42,100 - > 00:09:43,500 Here's the framework I'm wanting to use. 263 00:09:43,660 - > 00:09:45,380 There are three categories of work. 264 00:09:45,840 - > 00:09:47,720 Work that only you can do. 265 00:09:48,520 - > 00:09:52,340 Strategic decisions, leadership team, representation, work design, executive 266 00:09:52,340 - > 00:09:54,920 relationships, coaching your direct reports. 267 00:09:55,320 - > 00:09:57,100 This is your highest leverage work. 268 00:09:57,380 - > 00:09:59,560 It should be the center of gravity of 269 00:09:59,560 - > 00:10:00,040 your calendar. 270 00:10:00,880 - > 00:10:03,340 There's also work that your team can do 271 00:10:03,340 - > 00:10:04,440 with your input. 272 00:10:05,420 - > 00:10:09,020 Account strategy for complex situations, difficult customer conversations, 273 00:10:09,740 - > 00:10:12,240 cross-functional escalations that need a senior voice. 274 00:10:12,680 - > 00:10:14,340 This is where you're a resource. 275 00:10:14,560 - > 00:10:15,760 You don't have to be the owner. 276 00:10:16,180 - > 00:10:18,340 Your job here is to coach and advise 277 00:10:18,340 - > 00:10:19,720 and not to take over. 278 00:10:20,340 - > 00:10:22,380 And then there's work that your team can 279 00:10:22,380 - > 00:10:23,280 own entirely. 280 00:10:24,040 - > 00:10:27,700 Operational reporting, standard customer touch points, renewal execution 281 00:10:27,700 - > 00:10:30,540 for your healthy accounts, team rituals and meetings 282 00:10:30,540 - > 00:10:32,240 that don't require your presence. 283 00:10:32,720 - > 00:10:36,460 This is what gets delegated fully, not partially. 284 00:10:37,140 - > 00:10:39,200 The challenge for most customer success leaders is 285 00:10:39,200 - > 00:10:40,340 the middle category. 286 00:10:40,700 - > 00:10:43,020 They stay too involved in work their team 287 00:10:43,020 - > 00:10:45,260 can handle with input because it's hard to 288 00:10:45,260 - > 00:10:46,760 let go of things you're good at and 289 00:10:46,760 - > 00:10:47,320 care about. 290 00:10:48,020 - > 00:10:50,460 And I understand that feeling, but staying in 291 00:10:50,460 - > 00:10:51,960 the middle category at the expense of your 292 00:10:51,960 - > 00:10:53,880 highest leverage work is one of the most 293 00:10:53,880 - > 00:10:56,720 common ways CS leaders limit both their own 294 00:10:56,720 - > 00:10:58,660 impact and their team's development. 295 00:10:59,860 - > 00:11:02,140 Now here's the piece most CS leaders miss 296 00:11:02,140 - > 00:11:04,080 entirely when they think about delegation. 297 00:11:04,640 - > 00:11:06,960 It's not just about handing off operational work, 298 00:11:06,960 - > 00:11:10,340 it's about delegating strategic initiatives to your CSMs 299 00:11:10,340 - > 00:11:11,460 and doing it deliberately. 300 00:11:12,340 - > 00:11:14,200 So think about a work that lives on 301 00:11:14,200 - > 00:11:16,020 your to-do list that never gets done. 302 00:11:16,020 - > 00:11:18,860 The playbook that needs a full revamp, the 303 00:11:18,860 - > 00:11:21,760 onboarding process that's been patched together and needs 304 00:11:21,760 - > 00:11:23,100 a complete rethink. 305 00:11:23,500 - > 00:11:26,280 The QBR template that's outdated, the customer feedback 306 00:11:26,280 - > 00:11:28,180 loop that nobody has formalized. 307 00:11:28,680 - > 00:11:31,760 These are real strategic projects that matter for 308 00:11:31,760 - > 00:11:32,660 the health of your function. 309 00:11:33,060 - > 00:11:35,360 And they sit on your list quarter after 310 00:11:35,360 - > 00:11:38,020 quarter because you never have the bandwidth to 311 00:11:38,020 - > 00:11:39,800 give them the attention they deserve. 312 00:11:40,380 - > 00:11:41,340 Here's the shift. 313 00:11:41,800 - > 00:11:43,960 Those projects don't have to live on your 314 00:11:43,960 - > 00:11:44,320 list. 315 00:11:44,320 - > 00:11:46,960 They can live on a CSM's list as 316 00:11:46,960 - > 00:11:50,060 a stretch assignment, a development opportunity and a 317 00:11:50,060 - > 00:11:52,140 genuine contribution to the function. 318 00:11:52,740 - > 00:11:55,460 Delegating a strategic initiative to a CSM does 319 00:11:55,460 - > 00:11:56,800 two things simultaneously. 320 00:11:57,340 - > 00:12:00,220 It gets the work done and it develops 321 00:12:00,220 - > 00:12:01,300 the person doing it. 322 00:12:01,680 - > 00:12:03,740 A CSM's who leads a playbook revamp is 323 00:12:03,740 - > 00:12:07,880 building project management skills, cross-functional collaboration skills 324 00:12:07,880 - > 00:12:10,680 and the system's thinking muscle they wouldn't develop 325 00:12:10,680 - > 00:12:12,420 from account work alone. 326 00:12:12,420 - > 00:12:15,100 A CSM who owns a process improvement initiative 327 00:12:15,100 - > 00:12:17,220 is learning how to think about the function, 328 00:12:17,440 - > 00:12:18,220 not just your book. 329 00:12:18,660 - > 00:12:21,600 These are the experiences that build future CS 330 00:12:21,600 - > 00:12:24,240 leaders and you create them by giving your 331 00:12:24,240 - > 00:12:27,780 team real work with real ownership, not just 332 00:12:27,780 - > 00:12:28,400 more accounts. 333 00:12:29,100 - > 00:12:30,860 What this requires from you is a very 334 00:12:30,860 - > 00:12:32,200 different kind of involvement. 335 00:12:32,440 - > 00:12:34,160 You're not doing the work, but you're also 336 00:12:34,160 - > 00:12:35,280 not fully absent. 337 00:12:35,640 - > 00:12:37,580 You're setting the brief, what problem are we 338 00:12:37,580 - > 00:12:37,840 solving? 339 00:12:38,020 - > 00:12:39,200 What does success look like? 340 00:12:39,280 - > 00:12:40,100 What are the constraints? 341 00:12:40,640 - > 00:12:42,280 You're checking in at key milestones. 342 00:12:42,840 - > 00:12:44,680 You're available as a thinking partner when they 343 00:12:44,680 - > 00:12:47,220 get stuck and you're reviewing the output and 344 00:12:47,220 - > 00:12:48,580 giving meaningful feedback. 345 00:12:49,160 - > 00:12:51,540 That's the leader's role in delegated initiatives. 346 00:12:52,240 - > 00:12:53,960 Non-ownership, sponsorship. 347 00:12:54,820 - > 00:12:57,160 One practical move I'd recommend at the start 348 00:12:57,160 - > 00:12:58,940 of each quarter, do a calendar audit. 349 00:12:59,140 - > 00:13:01,600 Go through every recurring meeting on your calendar 350 00:13:01,600 - > 00:13:03,200 and ask two questions. 351 00:13:03,780 - > 00:13:05,900 Does this require my presence or could someone 352 00:13:05,900 - > 00:13:07,160 on my team lead it? 353 00:13:07,600 - > 00:13:09,480 And if I stopped attending this, what would 354 00:13:09,480 - > 00:13:10,240 actually happen? 355 00:13:10,560 - > 00:13:12,680 You'll be surprised how many meetings survive that 356 00:13:12,680 - > 00:13:13,120 question. 357 00:13:13,780 - > 00:13:16,060 And once they don't, those are your first 358 00:13:16,060 - > 00:13:17,300 delegation opportunities. 359 00:13:17,880 - > 00:13:20,180 Do the same thing with your strategic project 360 00:13:20,180 - > 00:13:20,500 list. 361 00:13:20,760 - > 00:13:23,680 For every initiative sitting on your plate, ask, 362 00:13:23,980 - > 00:13:25,300 is there someone on my team who could 363 00:13:25,300 - > 00:13:27,380 own this with the right brief and the 364 00:13:27,380 - > 00:13:28,020 right support? 365 00:13:28,600 - > 00:13:30,620 More often than not, the answer is yes. 366 00:13:31,180 - > 00:13:33,560 And handing it over with real ownership, not 367 00:13:33,560 - > 00:13:35,580 just task assignment is one of the highest 368 00:13:35,580 - > 00:13:37,860 leverage moves you can make as a scaling 369 00:13:37,860 - > 00:13:38,960 customer success leader. 370 00:13:39,560 - > 00:13:40,960 I wanna close this segment with something that 371 00:13:40,960 - > 00:13:42,480 took me longer than I'd like to admit 372 00:13:42,480 - > 00:13:43,760 to fully internalize. 373 00:13:44,220 - > 00:13:46,460 Letting go of things is not a sign 374 00:13:46,460 - > 00:13:47,440 that you don't care. 375 00:13:47,980 - > 00:13:50,300 It's a sign that you trust your team 376 00:13:50,300 - > 00:13:52,500 and a team that is trusted to lead, 377 00:13:52,720 - > 00:13:55,160 whether that's an account, a process or a 378 00:13:55,160 - > 00:13:59,900 strategic project, develops faster, performs better and ultimately 379 00:13:59,900 - > 00:14:02,860 makes you more effective as a leader because 380 00:14:02,860 - > 00:14:04,860 they're carrying more, which means you can focus 381 00:14:04,860 - > 00:14:06,840 on what only you can do. 382 00:14:07,780 - > 00:14:08,920 Let's bring this together. 383 00:14:09,440 - > 00:14:11,580 First, your calendar is a leadership decision. 384 00:14:11,880 - > 00:14:13,860 Every block on it is either something you 385 00:14:13,860 - > 00:14:15,120 chose or something you allowed. 386 00:14:15,540 - > 00:14:17,560 Taking ownership of that distinction is a starting 387 00:14:17,560 - > 00:14:20,380 point for designing a calendar that actually reflects 388 00:14:20,380 - > 00:14:21,380 your priorities. 389 00:14:22,060 - > 00:14:24,360 Second, what your calendar looks like depends on 390 00:14:24,360 - > 00:14:25,000 where you are. 391 00:14:25,180 - > 00:14:27,240 Early stage, you're close to the work and 392 00:14:27,240 - > 00:14:27,740 that's right. 393 00:14:28,360 - > 00:14:31,200 Scaling, the shift is toward enablement systems and 394 00:14:31,200 - > 00:14:32,080 developing your team. 395 00:14:32,520 - > 00:14:34,000 The leaders who get stuck are the ones 396 00:14:34,000 - > 00:14:36,480 who never recalibrate as the org grows. 397 00:14:37,340 - > 00:14:40,440 Third, protect the non-negotiables, strategic thinking time, 398 00:14:40,640 - > 00:14:43,320 one-on-ones with your direct reports, selective 399 00:14:43,320 - > 00:14:46,640 but deliberate customer presence and your own recovery 400 00:14:46,640 - > 00:14:47,060 time. 401 00:14:47,340 - > 00:14:48,160 These are not optional. 402 00:14:48,420 - > 00:14:51,600 They are the foundation of sustainable high-impact 403 00:14:51,600 - > 00:14:52,720 CS leadership. 404 00:14:53,400 - > 00:14:55,280 And fourth, delegate with intention. 405 00:14:55,940 - > 00:14:58,000 Know the difference between work only you can 406 00:14:58,000 - > 00:15:00,180 do, work your team can handle with your 407 00:15:00,180 - > 00:15:02,680 input and work your team can own entirely 408 00:15:02,680 - > 00:15:05,680 and do a quarterly calendar audit to make 409 00:15:05,680 - > 00:15:07,860 sure your time is actually distributed the way 410 00:15:07,860 - > 00:15:09,120 you intend it to be. 411 00:15:09,480 - > 00:15:10,900 Here's what I know from being in the 412 00:15:10,900 - > 00:15:12,980 VP of CS seat and from working with 413 00:15:12,980 - > 00:15:15,460 CS leaders who are navigating exactly this. 414 00:15:15,760 - > 00:15:17,500 Designing your calendar well is one of the 415 00:15:17,500 - > 00:15:19,440 highest leverage things you can do as a 416 00:15:19,440 - > 00:15:19,680 leader. 417 00:15:20,140 - > 00:15:21,900 Not because it may be more organized, but 418 00:15:21,900 - > 00:15:24,140 because it changes what you're able to give 419 00:15:24,140 - > 00:15:27,620 your team, your customers and your function when 420 00:15:27,620 - > 00:15:30,520 you're operating from a place of intention rather 421 00:15:30,520 - > 00:15:31,320 than reaction. 422 00:15:31,320 - > 00:15:33,060 If you're in a season right now where 423 00:15:33,060 - > 00:15:35,860 you have the opportunity to be deliberate about 424 00:15:35,860 - > 00:15:38,100 how you build your role, or if you're 425 00:15:38,100 - > 00:15:39,900 feeling the weight of a calendar that's been 426 00:15:39,900 - > 00:15:42,900 designed by everyone else's needs, that's exactly the 427 00:15:42,900 - > 00:15:44,740 kind of conversation I have with CS leaders 428 00:15:44,740 - > 00:15:47,380 in my one-on-one executive advisory and 429 00:15:47,380 - > 00:15:48,160 coaching program. 430 00:15:48,520 - > 00:15:50,240 Well, look at how you're spending your time, 431 00:15:50,380 - > 00:15:53,120 what's actually driving your highest impact and how 432 00:15:53,120 - > 00:15:55,840 to build a rhythm that's both sustainable and 433 00:15:55,840 - > 00:15:56,320 strategic. 434 00:15:56,800 - > 00:15:58,620 If that's where you are, I'd love to 435 00:15:58,620 - > 00:15:59,360 work with you. 436 00:15:59,360 - > 00:16:00,760 If you want to see if this is 437 00:16:00,760 - > 00:16:02,540 the right fit for where you are today, 438 00:16:02,820 - > 00:16:06,460 schedule a free consult call at csrevspeak.com 439 00:16:06,460 - > 00:16:07,780 forward slash coaching. 440 00:16:08,380 - > 00:16:09,500 Thanks for being here. 441 00:16:09,680 - > 00:16:10,940 I'll see you in the next one. 442 00:16:11,300 - > 00:16:13,780 If you enjoyed today's episode and you want 443 00:16:13,780 - > 00:16:16,460 to learn more about CS RevSpeaks coaching and 444 00:16:16,460 - > 00:16:20,940 training services, head on over to www.csrevspeak 445 00:16:20,940 - > 00:16:21,620 .com. 446 00:16:21,920 - > 00:16:24,580 I specialize in working with customer success leaders 447 00:16:24,580 - > 00:16:27,080 who carry your revenue number, and I look 448 00:16:27,080 - > 00:16:29,880 forward to helping you confidently run a revenue 449 00:16:29,880 - > 00:16:31,660 -generating customer success team. 450 00:16:32,240 - > 00:16:33,940 Don't forget to connect with us on LinkedIn 451 00:16:33,940 - > 00:16:37,200 and join our customer success leaders hub for 452 00:16:37,200 - > 00:16:40,380 more discussions, resources, and networking opportunities. 453 00:16:41,120 - > 00:16:42,440 You can access the links on the share 454 00:16:42,440 - > 00:16:42,700 notes. 455 00:16:43,300 - > 00:16:44,080 See you next episode.
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