$350 / month
2 calls per month (30min/call)
Unlimited Q&A via chat
Expect responses in 2 days
Hands-on support
No spots left, but you can save the mentor to your wishlist to get notified about their open spots!
Karlie has 20 years of experience working in Sales, Marketing, Sales/Revenue Operations, and Customer Success for the "OGs" like Xerox and ADP, and almost 10 years of wins and learnings in the startup world as well. Her expertise is in B2B, and particularly solutions for the HR space. With a Bachelor's degree in Finance, Karlie is able to bring together strong commercial strategy and sound financial decisions, but also loves getting into the weeds to find the signals in the noise across the commercial function.
The problem I'm solving is that executive commercial hires (VPs/Heads of Business Development, Sales, Marketing, Customer Success) are really expensive and risky...and they typically don't work out or provide the impact & return that early stage CEOs and Founders are looking for, mainly because they're hired before a company is really ready. But, at the same time, that expertise is needed to grow the business and increase speed to revenue.
I help those Seed/Series A CEOs & Founders codify their commercial departments with things like:
- Strategy development - GTM / sales / lead gen / customer success strategy
- Commercial dashboarding & KPIs
- Tactics / projects:
+ Honing the ICP and value proposition to really clarify the problem the company solves
+ Establish the buyer persona and the buying process so that the messaging used in pitching and demos resonates and creates urgency and action
+ Coaching in the sales process so that deal velocity is increased
+ Lead generation messaging & tactics
+ Pitch & demo decks
+ Developing hiring profiles and processes for commercial hires
+ Compensation plans & policies
5 out of 5 stars
Love the passion from Karlie! She also has a lot of experience and can solve the problem right on the point!!
Standard Plan • 1 month
Mentees who work with a mentor for 3+ months reach their goals 2x faster than those going it alone. Long-term mentorship means fewer false starts, more focused sessions, and support that builds week after week.
97% satisfaction across all mentors
Personalized feedback and growth plans
Trusted by thousands of mentees
Karlie Jessop
Executive Director at Richmond Radford Ventures
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Book a free intro call with Karlie
Connect with Karlie in a quick call (usually under 30 minutes)
What's included in the trial?
Every trial is a little different–here's what Karlie says about their trial:
We'll meet for a quick call (usually under 30 minutes) where we:
- Break the ice and introduce ourselves
- Discuss your goals and how I can support you
- Coordinate logistics like time zones, meeting frequency, and communication methods
