Episode 6: SMS Outreach to Gen Z

 I was gonna make a joke about your hair.

Are you getting a comb? I think he, he gets sensitive about his hair. He does. He does have a good head of hair. He does. Oh no. Now we're fucking baseball at seven years old. No, millennial has worse. Hey, broke. He can, we play baseball like a little boy with a beard. I'm a hockey player. Yo. Um, yeah. Jen, shut the fuck up.

Listen, it looks better now. You, I just helped you. It looks better. Yeah. I went up on waxing 'cause you made me self-conscious. All right. I brush my hair, I wash my hair like I show up. Looking my best for this. Wow, that's your best. I think that's kind of embarrassing. You're gonna sit there looking like that and say, this is my best.

I can not try and still look better than you. That's what I'm saying, Jen. Either way, I'm glad I look better than you both and we're gonna go back and see. Ran into the challenge today. You guys are gonna be prospecting my Gen Z friends. I have even more friends than last time, just so you know. Will. Is that correct?

You've been busy. Yeah. And so one thing that I noticed when I first got into this weird LinkedIn influencer world was that everybody just wanted to be the young kid's friend. They all wanted to be the Gen Z gets friend. 'cause that made them cool. Luckily you guys got into the club, but. We have some more Gen Z friends that you guys need to befriend.

I got a list of them for both of you. What you are going to be doing today is both of you are going to be texting them and selling something that could benefit them. So whether that's coaching on social selling, or if they're in sales, or if they're in social media and marketing, you're gonna be offering your services to make them better at whatever they're doing.

The first person to get a response from the list of Gen Z people that I gave you is. The winner. So some quick rules. You guys are gonna be using closes, SMS to send your texts to all of my Gen Z friends and hope you get some responses in the next 30 minutes. As a reminder, the score is three to two with Jen in the league, so we're either helping the puppies or we're getting some awesome new sales people into the game.

I'm excited to see who's gonna win between the two of you or Will is gonna get the tie and we have to move on to a tie breaker. With that being said, you guys have 30 minutes on the clock. Go ahead and text my friend.

Screen record. Screen record. You not to that John, uh, c command shift five. Good job. And then record. How do this is a behind the scenes look of the technical issues you might face if you record with some elder millennials. Just call me a boomer. I'm ready to be a boomer. At what age did you guys like?

Feel like you were old when, when 30 years old. When you just at that Rena, actually, when did this series start? Whenever the series start is when I started feeling old. When did your bones start hurting? Walk the stairs. We don't. Alright, you both. I'm gonna throw in a little Hail Mary to the both of you to help you speed up your process.

You both will have one. Question aloud that you can ask me about any of the individuals on your list and I can give you more context. Think I'm ready to send my best text from three to two, no, shh. 9 3 5 3 1 stop type. I'm trying to type numbers and you're saying numbers. It's 12. It's so distracting. 1 32, 3 14.

You guys are we both, you're in cahoots. Don't think, I don't know. Jen is about to crash out. Have you sent any yet, Jen? Um, shut up. This is really thoughtful personalization, so you can both zip it. Shut your face. Jen. You have to think about will your recipient have enough time to read your novel of a text message?

Probably not true. And respond by in the next 19 minutes. You have 19 minutes. Guys, I'm, this is impossible. Stop talking. I, I don't even know. I've lost the Google Doc with the names in it. Um. Oh, why am I calling someone Jesus? Oh no, I meant to press text. Send MMS. Okay, there we go. That's an unfair advantage.

Now they're already looking at their phone because you called them 'cause I dropped code. Don't think I don't know what you're doing. You heard my scared reaction to that. This is such, I better get a response to this. I'm really proud of this message sent. Right? Wait, how many done? Two. Okay. Same. Just, alright.

I sense a little bit of tension. There's so much tension. I'm really stinking here. It's really tough. It's hard. I heard, I'm really stinky here. You what? Help people learn to read using shared, read, and create a world where every child has relationships and results to learn and thrive. I can't read. That's perfect.

Oh my gosh. I gotta reply. I got a reply. Yeah. That doesn't mean you win. It's total replies. Okay. No, it's, I don't, I didn't hear you get a reply. All right. All of mine are out, boom. Sent mine as well. Okay. All my texts are sent. I, I don't, I dunno what happens now, but Did you get any replies? 'cause I No, no, no, no, no, no, no, no, no, no, no, no.

Sh you don't get to go off the replies based on who, like you having the most available and unemployed people on your list. Am I supposed to reply to the reply if they ask me a question like, should I keep engaging in this? The fuck Yeah, I don't post them. Yeah, don't be a pig on. That's mad vibes Jen. You too.

Good to reply. Weird all. So to Mia Casa Glow, I said, yo, Mia, did you see Hyper Ba got some love here a while back. And then I sent a link of a hyper BA review I did for free, uh, on YouTube. Kind of feel like we barely scratched the surface though. Want to get it popping in the YouTube sales world. Got a couple of spicy ideas of you're down to Vibe on a quick call.

It's your boy Willy Kim. By the way, that was actually a great text because she messaged me a few weeks back asking for advice on how to get. Fire. Stakeholder buy-in to make more YouTube videos? Well, she'll reply. I'm certain of it at some point today. All right, Jen, let's hear your first one. All right. My first one was to Dom o Guardi at Trellis ai.

Saw you shot content with Connor Lewis last week. It'll be hard to become the AI billionaire your family wants you to become if your armpits are pitted out. I bought a mini, oh my God, I forgot to change the thing. I brought a mini one that stays in my toiletry bag. That was supposed to be, I brought a mini deodorant that stays in my toiletry bag.

I made a playbook with 99 other tips for stress free biz travel. Should I send over the link? Nice. I mean, Dom would reply to you if you send 'em anything because you in our face. I wrote mini one instead of mini deodorant. This next one was to Ally. Took a look at your video portfolio, Don work, making medical stuff interesting to watch.

Ever thought about making some income on the side by showcasing some that work on social ig, LinkedIn, et cetera. Had some ideas that you could get you seen without having to invest a ton of your time. Well, a chat PS it's Will Aker. She said to me, I'm not responding. Oh, that heard. It's that hurt. She said she's afraid of strangers.

What the the fuck? Well, that's too bad. You're not gonna get a reply there. My next one, this is Scotland. Ballard. Scotland is moving from Chicago to Austin for her new job at TikTok. So I said, heard, you're moving to Austin. Congrats. 1,130 miles away is a big move. Open to hearing how we made the move stress free for another TikTok new hire.

She replied. Hello. Thank you so much. Can you remind me whose number this is? And I said it's Rena's friend Jen Allen Knuth. That doesn't count it a hundred percent count. No, that's like she replied to that one. No, she's probably just busy. She's probably like busy doing things and you know, she wanted make sure she got me a quick reply 'cause it was really good.

Go ahead, will read your next one. This one was Tali. Yo Carly is someone with dyslexia. I've got ma respect for the work you're doing. Seriously, feels like a hella purpose driven stuff. I'm guessing a big part of your role is getting people hyped about new ideas, whether internally or with partners. Low key.

That's basically sales. I've got a couple of quick tips that could level up your next pitch. Super simple tweaks, but they hit hard. Wanna sort some ideas over a quick chat. He asks. It's will Rain's mate. See you at the wedding. Question mark. I thought that was pretty fucking good. You were mocking mine for being too long.

Yours are just as long as mine. Yeah, but mine don't have paragraph breaks 'cause it's a text. My next one was Bailey Rams. Dell at DocuSign saw you and your friends use calendar invites for plans. Not sure if you've ever had an invite. Get stuck in spam. It happened to Raina last week and they missed out on a dog dinner party.

Wanna hear how they fixed it so it never happens again? It's a bit of lying in there, huh? Yeah. And just paint. It said it had to be accurate again. I said we can sell anything we want. Right. Have you got something that will help solve that? Yeah, it's a deliverability thing. Um, I think this is my last one now to Connor Lewis.

Yo Connor. Longtime work lurker. First time I messaged slider joist times, uh, by Rainer series. Straight heat had a random idea that could mash up your video source with my social media chops. It might be five for both our client squads. You cool? Hearing a thinner wild pitch. Much love aching. Yeah, that guy.

Wow. It's like a dad who's trying to fit in with his teenage son's friends. That's exactly what I have. Well, I'm glad I'm down. Authenticity, not pretending to be sunk. I'm not pretending to be SunCom note here. All right. Hey kids. Yo fellow kids, any tobacco cigarettes? My last one is Sam Llamas. At Source Whale Launch Manager, what's worse than scanning the teeth of someone who just downed a burrito?

Learning how to sell from Will Akins playbook. Open to see the warm, the hallways tactic. That's been helping other launch managers re-engage renewal apps that have gone quiet, has ever introduced myself there. Any criteria to roast will in that. Why'd you think about me if you get a response? I went half a commission that you've used my name.

I hope you used Will and tm. I didn't. I just did. Well, you will be getting my lawyer immediately then. And then should I, am I allowed to send an extra text? 'cause I could send a picture of like your. Hairy chest from one of your bathtub videos just to really nail the emotional one of, take a new one.

Please reply. No, don't say that. That's cheating. Listen, all the fuck two of the people that you got. I already have friendships with you. I don't fucking, I trying to make it very, mom would've been like, hell yeah. Well. Love you and the person from DocuSign be like, will, it's been so long good to chat to you again.

I don't know these people. I've never chatted with these people. That's 'cause you think they're beneath you, Jen. 'cause you have an ego. All right, well, I I've never, ever been accused of having one. I don't think anybody else but you is beneath me and technically according to the score. That is accurate.

You are beneath me. Well, let's, let's wait, wait. Do we gotta wait 12 hours? So the only response here is somebody saying, who is this? Jen's like, so like I got a response guys. It's like, yo, who is this? And then she tell me who it was. Didn't get dump. Hello. Thank you so much. Exclamation. Can you remind me whose number this is Uhuh.

No, I don't count. No, that is I don't count. You are the worst loser on when I lose. I was graciously. You throw your chairs, you have to, um, at this point, I think Will, should have gotten a response from someone. Can we check? Oh yeah, I did. I did. I got one. Um, Willie, it's a pleasure to meet you, but I'm currently on Ketamine la How I've been told I'm soothing or a come down.

We wait. We can, this can be like a learning moment. Gen Z's currently taking ketamine, guys, it's a, it's a thing. It helps with depression, it helps all the mental illnesses that Gen Z has 'cause. Of the boomers. Well, listen. I always say we wait 12 hours, wait till tomorrow. We jump on something real quick tomorrow morning and announce a final winner or a drill.

Okay, because we need time to respond. And who is, this doesn't count. And I'm coming down. Editing doesn't count either. It doesn't. Who is this? It said thank you so much, mind at least address me by name. Like, hello, mistaken. I'm Judge and I'm saying neither of these responses count like it. It needs to be like a, oh shit.

Jen. Jen, you are a 50-year-old woman. You are acting like a teenager. Calm your emotions. Alright, big breath. Come on. Ling. A woman to calm down has never worked in the history. Any, any. My sister do used to flip me out. Za Goose Bra is, are you practicing for the ketamine? Come down. Can you say go? Jen. Jen.

Jen. Jen. Can you say goose bra? Okay. So my thing is that these responses that you guys have gotten so far would not be a valid reason to then push somebody through your pipeline. It would not. That's fair. And so it can't, so we have to wait. Yeah. So I'll see you both tomorrow morning as the winner.

Stop doing the dance. The winning dance. Stop. Stop there now. I am in your head. You sabb it is Will wearing that Harvard shirt to like manifest a win? Is that more like, it's not just a Harvard shirt, it's a Harvard athletic shirt. Two things will, would never do. Yeah. Athletics in Harvard Will was the, will was the first British man I've ever met that doesn't like football, they call it.

So he's an odd one. Um, you know what, yeah. You know what? Yeah, yeah. Fair enough. I'm just gonna take it today. I, I got nothing. I, I was just gonna say, it doesn't hurt me because my recentering thought these days and doing a lot of meditation is, at least I am not gen, you know? Okay. So you guys just had about a week to talk to your Gen Z prospects.

I wanna hear how it went. So before we get into the numbers, can you each tell me about your favorite conversation that you had? I like the one who was just like, I'm on cat. That's just the kind of energy I need in my life. Probably Connor's response. Was, dude, I got this during a meeting and literally laughed out loud, epic, and hell yeah, I will make time for you.

I hope this helped you win something with Jen versus as well to going on that shit last. Mine was probably Dom because he actually thought I was pitching him something and then he was like, oh my gosh, I totally forgot Rena wanted me to do this. I was like, well, this is a fake rule, because it was six weeks ago when we agreed.

Did you both get a 100% response rate? No, I did not get a reply from one person, so I got. I think how many? Three out of four then. So you beat me on responses. We had five. How did you get five responses And the only message? Four people. Okay. How many meetings booked? Three. Two. So, but that does mean I won.

Uh, and therefore that's another skill-based competition, not I'm washing my dog. That will wins three to three. So, whoa, whoa, whoa. What, what are we doing now? Why are you making rena's jab? Shut the fuck. Fuck up Will. Gent, come on. I thought we wanted to end the series here. What? What are you doing? Let, letting us go to a tiebreaker.

Why did you give me harder people? I gave you, you're the between the two of you, the only one that got role specific people. So I gave you a very targeted list. Okay, but I'm not going to your wedding And Will is. And that was an unfair, a advantage. I gave it for one and it was the one I got rejected on.

Alright, so we have to move on to a tie breaker. The tie breaker is going to be. An audience vote. We're gonna see whose team Jen, team will, and maybe even Team Rena. Are there any rules? Are we allowed to, no. You can't do a Smith campaign. You cannot even start a rumor hosted on your page. There's no campaigns.

It is straight Photoshop. Jen onto like a watch versus Jen, and they've chosen who performs better. All right, Jen, you're going down. Honestly, I think it's gonna be very even. I really do. 'cause you've got an impassioned fan base. Yes. And Jen has the rest of sales and Jen has all the same people. Uh, rational people.

We'll see. We'll see. I could see it going either way in my defense. It is not a skill based competition, so that tends to, yeah, I'm gonna win. It's a point off and therefore you're probably gonna win it. You're not, you're not skilled. You are very lucky and I te guess that is a skill. Listen, you create your own luck, okay?

That's what they say about luck and skill. Create your own fucking luck. AI stapler, Jen, ai stapler or glosses that are smart. That is like my favorite clip from the entire series. All. Uh, see you on the other side, I guess. Yeah. Thank you guys for a great season. I guess this is, yeah, it's time to see who wins.

It's been great being back with you guys, and thanks everybody for watching.

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