Dan Oakes
Sales coach for startup founders and sellers
| Hourly rate range | $90 to $175 an hour |
|---|---|
| Focus areas | Sales teamsB2B salesFounders who sellSales processProspecting and cold outreachStartups and foundersSalesScaling and growthInterview coachingTech careers |
| Works with | Founders and business owners and Salespeople |
| Also coaches | Business coach and Career coach |
| Credentials | Certified sommelier |
| Practice | Startup Sales Consulting |
Dan Oakes is a sales coach who helps startup founders build repeatable sales systems and helps sellers get hired and succeed at startups. He was employee #1 and the founding account executive at Arc, where revenue grew from $0 to $5 million ARR in under a year. He has interviewed and mentored hundreds of AEs and BDRs. He runs Startup Sales Consulting and has worked with dozens of venture-backed founders.
What Dan helps with
Dan works with founders who need a repeatable, scalable go-to-market engine. He also works with sellers who want to join a startup or build their skills.
- Building a repeatable, scalable go-to-market engine
- Finding the one constraint holding back the next deal
- Landing first enterprise customers as a founder
- Preparing for startup sales interviews
- Becoming a top performer selling for a startup
- Upskilling as a seller
- Breaking into sales at a startup
Who Dan works with
Dan works with founders of venture-backed startups who need to sell without a big brand behind them. He also coaches AEs, BDRs and other sellers. Some are new to sales and want to break in at a startup. Others already sell and want to upskill.
How Dan works
Dan breaks the sales motion into first-principle parts. He puts effectiveness before efficiency. He also treats coaching as a cycle of experimenting, iterating and refining.
Background and qualifications
Dan started as employee #1 and founding account executive at Arc. He helped take revenue from $0 to $5 million ARR in under a year. Early on, he hired an outside sales coach, and that experience led him to coach others. Since then he has helped dozens of venture-backed founders go from zero to one. He has interviewed and mentored hundreds of AEs and BDRs. He now runs Startup Sales Consulting.
Dan Oakes pricing
Programs and services
- One-on-one sales coaching
- Startup Sales Consulting for founders
- Interview preparation for sellers
- Upskilling for sellers
Dan Oakes reviews
Dan Oakes has a 5.0 out of 5 rating from 18 reviews on Leland, as of September 2026.
The CoachVouch take
He was employee #1 and founding AE at Arc, and he helped grow it from $0 to $5 million ARR in under a year.
Best for startup founders who need a repeatable sales process, and sellers who want to win at a startup.
Common questions
How much does Dan Oakes charge?
Coaching with Dan runs $90 to $175 an hour. Request an intro for an exact quote.
What does Dan Oakes help with?
Dan Oakes helps with building a repeatable, scalable go-to-market engine, finding the one constraint holding back the next deal, landing first enterprise customers as a founder and preparing for startup sales interviews.
Does Dan Oakes have reviews?
Dan Oakes has a 5.0 out of 5 rating from 18 reviews on Leland, as of September 2026.
Is Dan Oakes certified?
Dan Oakes lists: Certified sommelier.
Does Dan Oakes help people break into sales?
Yes. He works with people who want to break into sales at a startup and helps them prepare for the interview process.
What kind of founders does Dan Oakes work with?
He works with founders of venture-backed startups. He has helped dozens of them go from zero to one.
How do I contact Dan Oakes?
Request an intro on this page. It's free, and we'll connect you with Dan and, if you want, 2 or 3 similar coaches to compare.
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Last updated September 2026. Request a correction.