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Oct 17, 2025 · 32m · we-live-to-build

Connect With People Liking Your Competitors' Posts Every Day

Gabe Lulo · 18m spoken Sean Weisbrot · 10m spoken
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In this podcast episode, Sean Weisbrot interviews Alleyoop CEO Gabe Lulo to uncover proven outbound prospecting strategies, consultative sales methodologies, and the power of pairing daily LinkedIn voice notes with authentic video content.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Sean holds 36.2% of the talking time here. How this is scored →

Sean as informed peer 4.0 Guest teaching 5.3 Guest disagreement 0.8 Sean pushing back 0.4
05100:0010:0020:0030:000:32–5:08 · Sean as informed peer 4/10 Top-of-Funnel Pipeline and Daily Prospecting Habits Sean asks foundational questions on pipeline building and shares his personal communication preferences. Gabe provides structured advice on omni-channel outreach and consistent daily prospecting.5:09–9:10 · Sean as informed peer 6/10 Differentiating Founder Ownership from Executive CEO Responsibilities Sean discusses his background running tech operations, investing in agencies, and vibe-coding software. Gabe agrees and details the clear separation between being an equity owner and fulfilling operational CEO duties.9:12–12:49 · Sean as informed peer 3/10 High-Converting LinkedIn DMs and Voice Note Strategies Gabe shares his high-conversion LinkedIn strategy using audio messages rather than spammy text blocks. Sean prompts Gabe to simulate a live pitch example targeting his podcast profile.12:51–18:14 · Sean as informed peer 4/10 The Consultative Sales Approach Versus Transactional Spam Sean recounts frustrating cold pitches he receives from editors and networking groups. Gabe breaks down why self-centered pitches fail and models a doctor-like consultative selling framework.18:16–21:52 · Sean as informed peer 5/10 Protecting Executive Time and Navigating Referrals Sean reflects on guarding his calendar against transactional referral asks based on years of executive experience. Gabe agrees, explaining how hiring an executive assistant helped him stop saying yes to everything.21:54–27:05 · Sean as informed peer 5/10 Treating Discovery Calls as Extended Conversations Gabe explains treating discovery calls like movie trailers and using transparent employee reality content to build authority. Sean demonstrates familiarity with the space by referencing past guest Adam Robinson.27:09–31:18 · Sean as informed peer 3/10 Actionable LinkedIn Prospecting on Competitors' Engaged Audiences Gabe delivers an actionable LinkedIn prospecting playbook on connection caps, targeting Premium badge holders, and engaging competitor commenters. Sean admits it is the most valuable tactical advice he has received in a long time.31:18–32:24 · Sean as informed peer 2/10 Reflections on the Combined Power of Content and Outbound Sales Sean asks for Gabe's ultimate career lesson. Gabe reflects on combining traditional outbound cold calling with inbound video content creation to generate pipeline velocity.0:32–5:08 · Guest teaching 5/10 Top-of-Funnel Pipeline and Daily Prospecting Habits Sean asks foundational questions on pipeline building and shares his personal communication preferences. Gabe provides structured advice on omni-channel outreach and consistent daily prospecting.5:09–9:10 · Guest teaching 3/10 Differentiating Founder Ownership from Executive CEO Responsibilities Sean discusses his background running tech operations, investing in agencies, and vibe-coding software. Gabe agrees and details the clear separation between being an equity owner and fulfilling operational CEO duties.9:12–12:49 · Guest teaching 6/10 High-Converting LinkedIn DMs and Voice Note Strategies Gabe shares his high-conversion LinkedIn strategy using audio messages rather than spammy text blocks. Sean prompts Gabe to simulate a live pitch example targeting his podcast profile.12:51–18:14 · Guest teaching 6/10 The Consultative Sales Approach Versus Transactional Spam Sean recounts frustrating cold pitches he receives from editors and networking groups. Gabe breaks down why self-centered pitches fail and models a doctor-like consultative selling framework.18:16–21:52 · Guest teaching 3/10 Protecting Executive Time and Navigating Referrals Sean reflects on guarding his calendar against transactional referral asks based on years of executive experience. Gabe agrees, explaining how hiring an executive assistant helped him stop saying yes to everything.21:54–27:05 · Guest teaching 6/10 Treating Discovery Calls as Extended Conversations Gabe explains treating discovery calls like movie trailers and using transparent employee reality content to build authority. Sean demonstrates familiarity with the space by referencing past guest Adam Robinson.27:09–31:18 · Guest teaching 8/10 Actionable LinkedIn Prospecting on Competitors' Engaged Audiences Gabe delivers an actionable LinkedIn prospecting playbook on connection caps, targeting Premium badge holders, and engaging competitor commenters. Sean admits it is the most valuable tactical advice he has received in a long time.31:18–32:24 · Guest teaching 5/10 Reflections on the Combined Power of Content and Outbound Sales Sean asks for Gabe's ultimate career lesson. Gabe reflects on combining traditional outbound cold calling with inbound video content creation to generate pipeline velocity.0:32–5:08 · Guest disagreement 1/10 Top-of-Funnel Pipeline and Daily Prospecting Habits Sean asks foundational questions on pipeline building and shares his personal communication preferences. Gabe provides structured advice on omni-channel outreach and consistent daily prospecting.5:09–9:10 · Guest disagreement 1/10 Differentiating Founder Ownership from Executive CEO Responsibilities Sean discusses his background running tech operations, investing in agencies, and vibe-coding software. Gabe agrees and details the clear separation between being an equity owner and fulfilling operational CEO duties.9:12–12:49 · Guest disagreement 1/10 High-Converting LinkedIn DMs and Voice Note Strategies Gabe shares his high-conversion LinkedIn strategy using audio messages rather than spammy text blocks. Sean prompts Gabe to simulate a live pitch example targeting his podcast profile.12:51–18:14 · Guest disagreement 1/10 The Consultative Sales Approach Versus Transactional Spam Sean recounts frustrating cold pitches he receives from editors and networking groups. Gabe breaks down why self-centered pitches fail and models a doctor-like consultative selling framework.18:16–21:52 · Guest disagreement 0/10 Protecting Executive Time and Navigating Referrals Sean reflects on guarding his calendar against transactional referral asks based on years of executive experience. Gabe agrees, explaining how hiring an executive assistant helped him stop saying yes to everything.21:54–27:05 · Guest disagreement 1/10 Treating Discovery Calls as Extended Conversations Gabe explains treating discovery calls like movie trailers and using transparent employee reality content to build authority. Sean demonstrates familiarity with the space by referencing past guest Adam Robinson.27:09–31:18 · Guest disagreement 1/10 Actionable LinkedIn Prospecting on Competitors' Engaged Audiences Gabe delivers an actionable LinkedIn prospecting playbook on connection caps, targeting Premium badge holders, and engaging competitor commenters. Sean admits it is the most valuable tactical advice he has received in a long time.31:18–32:24 · Guest disagreement 0/10 Reflections on the Combined Power of Content and Outbound Sales Sean asks for Gabe's ultimate career lesson. Gabe reflects on combining traditional outbound cold calling with inbound video content creation to generate pipeline velocity.0:32–5:08 · Sean pushing back 1/10 Top-of-Funnel Pipeline and Daily Prospecting Habits Sean asks foundational questions on pipeline building and shares his personal communication preferences. Gabe provides structured advice on omni-channel outreach and consistent daily prospecting.5:09–9:10 · Sean pushing back 1/10 Differentiating Founder Ownership from Executive CEO Responsibilities Sean discusses his background running tech operations, investing in agencies, and vibe-coding software. Gabe agrees and details the clear separation between being an equity owner and fulfilling operational CEO duties.9:12–12:49 · Sean pushing back 0/10 High-Converting LinkedIn DMs and Voice Note Strategies Gabe shares his high-conversion LinkedIn strategy using audio messages rather than spammy text blocks. Sean prompts Gabe to simulate a live pitch example targeting his podcast profile.12:51–18:14 · Sean pushing back 1/10 The Consultative Sales Approach Versus Transactional Spam Sean recounts frustrating cold pitches he receives from editors and networking groups. Gabe breaks down why self-centered pitches fail and models a doctor-like consultative selling framework.18:16–21:52 · Sean pushing back 0/10 Protecting Executive Time and Navigating Referrals Sean reflects on guarding his calendar against transactional referral asks based on years of executive experience. Gabe agrees, explaining how hiring an executive assistant helped him stop saying yes to everything.21:54–27:05 · Sean pushing back 0/10 Treating Discovery Calls as Extended Conversations Gabe explains treating discovery calls like movie trailers and using transparent employee reality content to build authority. Sean demonstrates familiarity with the space by referencing past guest Adam Robinson.27:09–31:18 · Sean pushing back 0/10 Actionable LinkedIn Prospecting on Competitors' Engaged Audiences Gabe delivers an actionable LinkedIn prospecting playbook on connection caps, targeting Premium badge holders, and engaging competitor commenters. Sean admits it is the most valuable tactical advice he has received in a long time.31:18–32:24 · Sean pushing back 0/10 Reflections on the Combined Power of Content and Outbound Sales Sean asks for Gabe's ultimate career lesson. Gabe reflects on combining traditional outbound cold calling with inbound video content creation to generate pipeline velocity.

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

0:00 · Sean 30.3% · guest 69.7%0:00 · Sean 30.3% · guest 69.7%3:00 · Sean 42.6% · guest 57.4%3:00 · Sean 42.6% · guest 57.4%6:00 · Sean 58.8% · guest 41.2%6:00 · Sean 58.8% · guest 41.2%9:00 · Sean 30.7% · guest 69.3%9:00 · Sean 30.7% · guest 69.3%12:00 · Sean 60.3% · guest 39.7%12:00 · Sean 60.3% · guest 39.7%15:00 · Sean 34% · guest 66%15:00 · Sean 34% · guest 66%18:00 · Sean 52% · guest 48%18:00 · Sean 52% · guest 48%21:00 · Sean 29.9% · guest 70.1%21:00 · Sean 29.9% · guest 70.1%24:00 · Sean 10.7% · guest 89.3%24:00 · Sean 10.7% · guest 89.3%27:00 · Sean 31.2% · guest 68.8%27:00 · Sean 31.2% · guest 68.8%30:00 · Sean 13.9% · guest 86.1%30:00 · Sean 13.9% · guest 86.1%
Sharpest disagreement ▶ 4:24 Challenging individual bias against cold calling

Gabe dismisses the notion that cold calling is dead just because specific executives claim they never answer unsolicited calls, pointing out that personal habits do not dictate market reality.

 Hardest push from Sean ▶ 13:56 Pushing back on deceptive spam pitches

Sean details his direct confrontation with an outreach sender who disguised a paid membership pitch as a referral offer, rejecting the dishonest framing outright.

 Biggest teaching moment ▶ 29:40 Masterclass on competitor audience prospecting

Gabe provides a highly granular strategy for identifying buyers by monitoring LinkedIn limits, Premium badges, and competitor post engagement, prompting Sean to acknowledge its immense value.

 Sean holds their own ▶ 7:58 Establishing domain boundaries as a non-technical CEO

Sean asserts his executive philosophy by clearly distinguishing operational CEO strengths from technical engineering, illustrating his own software development experience.
the scores for every segment, with the reasoning behind each
ChapterTopicSean as informed peerGuest teachingGuest disagreementSean pushing backWhy
Top-of-Funnel Pipeline and Daily Prospecting Habits 4511 Sean asks foundational questions on pipeline building and shares his personal communication preferences. Gabe provides structured advice on omni-channel outreach and consistent daily prospecting.
Differentiating Founder Ownership from Executive CEO Responsibilities 6311 Sean discusses his background running tech operations, investing in agencies, and vibe-coding software. Gabe agrees and details the clear separation between being an equity owner and fulfilling operational CEO duties.
High-Converting LinkedIn DMs and Voice Note Strategies 3610 Gabe shares his high-conversion LinkedIn strategy using audio messages rather than spammy text blocks. Sean prompts Gabe to simulate a live pitch example targeting his podcast profile.
The Consultative Sales Approach Versus Transactional Spam 4611 Sean recounts frustrating cold pitches he receives from editors and networking groups. Gabe breaks down why self-centered pitches fail and models a doctor-like consultative selling framework.
Protecting Executive Time and Navigating Referrals 5300 Sean reflects on guarding his calendar against transactional referral asks based on years of executive experience. Gabe agrees, explaining how hiring an executive assistant helped him stop saying yes to everything.
Treating Discovery Calls as Extended Conversations 5610 Gabe explains treating discovery calls like movie trailers and using transparent employee reality content to build authority. Sean demonstrates familiarity with the space by referencing past guest Adam Robinson.
Actionable LinkedIn Prospecting on Competitors' Engaged Audiences 3810 Gabe delivers an actionable LinkedIn prospecting playbook on connection caps, targeting Premium badge holders, and engaging competitor commenters. Sean admits it is the most valuable tactical advice he has received in a long time.
Reflections on the Combined Power of Content and Outbound Sales 2500 Sean asks for Gabe's ultimate career lesson. Gabe reflects on combining traditional outbound cold calling with inbound video content creation to generate pipeline velocity.

Statements from this episode (11)

Assertion Not checkable as stated
Gabe Lulo: Most salespeople answer phone calls expecting prospective leads
“Most salespeople pick up the phone because they think it's a potential lead or calling them back, right?”
Gabe Lulo Oct 17, 2025 ▶ 3:52
Insight
Lulo: Startup founders should not default to taking the CEO role
“A lot of companies who are starting in startups or, you know, founders who start their business, they just put CEO as a title on their, you know, resume or on their business card because they're the owner of the company. But in reality, there are specific job …”
Gabe Lulo Oct 17, 2025 ▶ 7:07
Assertion Not checkable as stated
Weisbrot: Launched paying software via vibe coding without technical background
“I vibe coded my own software that I've launched and I have customers paying for. I'm not a CTO. I don't have a technical background. I don't have a CS degree.”
Sean Weisbrot Oct 17, 2025 ▶ 8:22
Assertion Not checkable as stated
Lulo: My LinkedIn DM response rate is 70 percent
“So my response rate on DMs on LinkedIn is seven or 70% or seven out of 10, which is insane.”
Gabe Lulo Oct 17, 2025 ▶ 9:41
Assertion Contradicted
Lulo: Voice notes deliver roughly 7x the response rate of text DMs
“Statistically speaking, seven out of it's about a seven X response rate. If you did a text-based message versus a voice note”
Gabe Lulo Oct 17, 2025 ▶ 11:01
Disclosure
Lulo: Alleyoop produces 250 LinkedIn content pieces monthly from employees
“And right now we're producing 250 videos and pieces of content on LinkedIn a month from just my employees.”
Gabe Lulo Oct 17, 2025 ▶ 24:55
Assertion Partly supported
Lulo: Adam Robinson grew LinkedIn following from 20k to 120k in one year
“You know, one guy, Adam Robinson went from 20,000 followers to 120,000 followers in the last year alone because he's doing that.”
Gabe Lulo Oct 17, 2025 ▶ 26:23
Assertion Partly supported
Weisbrot: Adam Robinson's company reached $6M revenue from zero in one year
“And at the time his company had gone from zero to six million in revenue in like a year.”
Sean Weisbrot Oct 17, 2025 ▶ 26:39
Assertion Partly supported
Lulo: LinkedIn Caps Connection Requests at 150 Per Week For All Tiers
“You can right now connect with a 150 people a week on LinkedIn period. I don't care how much you pay LinkedIn. I don't care how much you sign up for, whether it's recruiter or, you know navigator, like you only can connect with a 150 people a week.”
Gabe Lulo Oct 17, 2025 ▶ 29:19
Insight
Lulo: Target Competitors' Engaged Audiences on LinkedIn With Voice Notes
“So if you see people who are CFOs and CEOs who have a LinkedIn premium badge, who are liking and commenting, engaging on your competitors, LinkedIn posts, those are the people you should be connecting with every single day and then popping out content. We'll b…”
Gabe Lulo Oct 17, 2025 ▶ 30:41
Insight
Gabe Lulo: Cold Calling Is Harder Than Ever but Still Fastest Discovery Channel
“Doing cold calling is harder than ever before, but it's still the best way to get someone and fastest way to get someone to say yes to wanting to meet or do more discovery.”
Gabe Lulo Oct 17, 2025 ▶ 31:43
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