GTM & Revenue advice from people who've been there
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Ask a quick question
I sent 400 cold emails last month and got three replies, none of them interested
I've sold for ten years and every job I apply for has five interview rounds, then goes quiet
My reps stopped updating the CRM after the first month and I'm chasing deal updates in Slack
We've spent eight months trying to hire someone to own GTM and still can't define the role
Every AI workflow we build works for about a month, then needs someone to babysit it
We signed twelve partners last year and not one of them has sent us a deal
Ask the experts
Aaron on fixing outbound when replies dry upPredictable Revenue, half a million copies and salesforce outbound system added $100M recurring revenue.
Kyle on what revenue leaders look for when they hireLed Shopify go-to-market in Canada and grew Owner.com $3M to $21M ARR.
Alina on turning inbound interest into sales meetingsChili Piper valued near $1B and serves Gong, Airbnb, Rippling.
Kristin on building a pipeline that closes650 sales teams, 20 years and selling the Cloud: Top 10% podcast.
Jared on building a community people show up forHosts Revenue Today podcast and top-selling rep at FedEx.
Elena on when product-led growth needs salesLed growth at Miro, Amplitude, Dropbox, SurveyMonkey and head of Growth at Lovable.
Jason on hiring your first salespeopleCo-founded EchoSign, sold to Adobe and co-led Pipedrive seed, $1.5B exit.
Dave on B2B marketing that creates pipelineDrove Drift to $1B valuation and grew Exit Five to 4,000 members.
Austin on turning buying signals into pipelineRaised $40M Series B and customers: Cursor, Perplexity, Flock Safety.
Madhavan on pricing a B2B productClosed $100M Fund I, 49 Palms and senior Partner, Simon-Kucher Executive Committee.
Sam on scaling a sales team fastPartner at Founders Fund and brex CRO, sub-$1M to 9-figure ARR.
Guy on keeping customers from churningSold Brightback to Chargebee and CMO at Chargebee.
Ask about real life
I run RevOps for a 60-person sales team. My week was supposed to go to forecasting and process work, but it goes to data cleanup, broken syncs and one-off report requests
I'm the founder and still the only one selling. We have 12 customers from my network, I've never run outbound, and investors want to see a repeatable pipeline before our next raise
We spent $30,000 on a booth at a big SaaS conference. We came home with 400 badge scans, and most of them were students, vendors and people outside our market
More on Delphi
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Top perspectivesHappiness scientist · Professor at Vanderbilt & Harvard Business School
“What you're describing is the arrival fallacy: the belief that hitting a goal will finally deliver fulfillment, and the letdown when it doesn't. The emptiness is actually useful information.”
Director, Harvard Study of Adult Development · Author of The Good Life
“You've reached the top of the ladder and found it was leaning against the wrong wall. The Harvard Study shows people who chase wealth, fame, and image often feel worse after reaching those goals, while those who pursue relationships and meaning feel better. The emptiness is information.”
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I've hit all my career goals but I feel strangely empty and unfulfilled.
That's the arrival fallacy: the goal was a proxy for something deeper. Audit your goals against three tests. Are they non-zero-sum, approach-oriented, and non-positional? If they were mostly about status or winning, that explains the hollow feeling.
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