MentorCruise
4.97/5 across MentorCruise
Trusted by 10,000+ mentees

A mentor who actually stays in your corner.

Work 1:1 with Ben Sheppard, a CEO | Coach | C Suite Operator at Silta Finance. Hire the senior team, fix the ops, stop being the person every decision routes through.

  • 7-day free trial
  • No credit card required
  • Cancel anytime
Your mentor
Ben Sheppard

Ben Sheppard

CEO | Coach | C Suite Operator
Silta Finance

Helps mentees with

Leadership Sales Fundraising Marketing Governance Management

5.0

Rating

23

Reviews

<24h

Response

Meet your mentor

A 60-second intro from Ben.

“Ben is really brought great experience, sound judgement and focus to our business. He is engaged in your success and a really strong mentor for any business owner looking to get to the next stage.”

— Guillaume, mentee for 3 months

Why mentees come here

What people actually work on with Ben.

Most mentees arrive with one of these goals. If you see yourself in the list, you are in the right place.

  • Scale your team or business past the founder-as-bottleneck stage

    For founders and operators past traction – hire the senior team, fix the ops, stop being the person every decision routes through. Works best with a mentor who has scaled a comparable business before.

  • Stay clear-headed through the hardest stretches of building

    Founder mode is a marathon. Manage the overwhelm, the decision fatigue, and the identity-fused-to-startup spiral before they cost you the company. Weekly reps with someone who has been through the worst stretch and out the other side – not a single one-off coaching call.

  • Get your fundraise ready before you start the deck

    Pre-seed to Series A. Investor narrative, deck, target list, and the room itself – run real reps with someone who has been on both sides of the table, before you burn your first meetings figuring it out live.

  • Lead a team without becoming the bottleneck

    First-time founders and operators stepping into a team. The decisions, the 1:1s, the operating cadence – build the muscles that let you delegate the work and trust the team, instead of routing every call through yourself.

Not quite your situation? Mention what you are working on in your intro and Ben will tell you if they are the right fit – or point you to someone who is.

Why pay for this

Yes, there are free options. Here's the honest difference.

Most of what you'd pay Ben for is the parts the free options don't do – context that builds week over week, and someone who actually pushes back when you're about to do the wrong thing.

vs. YouTube + courses

Great when you don't know what you don't know. Useless once your blocker is specific to your situation – and the answer to "what should I do next" is whichever video the algorithm serves you.

vs. ChatGPT

Endlessly patient, instantly available, and will never tell you the plan you just shared is bad. Ben will. That feedback is most of what you came for.

vs. one-off coaching calls

Fine for a single decision. Less great when the work is iterative – every call resets, your coach re-learns who you are, and the accountability disappears the second the call ends.

vs. volunteer mentors

Good for one introductory chat. Hard to ask a volunteer to keep showing up for you every week, review your work, and hold you accountable for months. Paid mentorship is for that.

vs. asking friends

Friends are kind. Ben is honest because that's the job. The unblocked version of you a few months from now is mostly built on feedback that wasn't comfortable to hear.

vs. doing it alone

Possible, but the failure mode is silent: you drift, you avoid the hard parts, you don't know which feedback to trust. Most of what mentorship gives you is the part that prevents the year you wasted figuring this out yourself.

What you actually get

Goals in months, not years.

Mentor vetting, cadence, and accountability are the parts long-term progress quietly depends on – and the parts the free options don't do.

Top 5% mentors, hand-picked

We interview every mentor personally. You work with someone already doing the thing you want to do.

Recurring 1:1 sessions with context

Ben keeps the long-term context on your goals, work, and career. Every session is sharper than the last – no re-explaining yourself, no starting from scratch.

Async support between sessions

Message Ben directly when questions come up. Tighter feedback loops mean faster progress, not a week-long wait for the next call.

Structured, goal-aligned plan

Weekly targets you work on together. Built-in accountability keeps you from drifting – the thing most self-learners quietly lose to.

Mentee outcomes

What mentees say about working with Ben.

Every review comes from someone who paid for mentorship with Ben and wrote about it afterwards. No incentives, no editing.

“Ben brings sharp strategic clarity and real operator credibility. He asked the right questions, challenged our GTM assumptions with concrete examples, and gave direct, actionable feedback from day one. Thanks for the ti…” “Ben brings sharp strategic clarity and real operator credibility. He asked the right questions, challenged our GTM assumptions with concrete examples, and gave direct, actionable feedback from day one. Thanks for the time Ben, looking forward to the next session.”
Taskin

Taskin

Session

“Ben is really brought great experience, sound judgement and focus to our business. He is engaged in your success and a really strong mentor for any business owner looking to get to the next stage.”
Guillaume

Guillaume

Lite Plan · 3 months

“Ben is great! He asks the right questions and has helped our business a lot after struggling with market, direction and strategy. He gave us a clear path and all what is left now is proper execution.”
Omar

Omar

Standard Plan · 1 month

Trusted by thousands of mentees since 2018.

How we'd work together

Try free for 7 days. Decide after.

3 plans, same 7-day free trial across all of them. Cancel before day 8 and pay nothing.

Lite

Support to solve problems, make better decisions, and move faster.

What's included

  • 2× 1:1 video calls/mo with Ben (60 min)
  • Unlimited chat (<48h response)
  • Hands-on review of your real work
  • Weekly goals tracked together
  • Month-to-month, cancel any time
Try free for 7 days
Most chosen

Standard

High-touch support for leaders facing complexity, pressure and big weekly decision

What's included

  • 3× 1:1 video calls/mo with Ben (60 min)
  • Unlimited chat (<48h response)
  • Hands-on review of your real work
  • Weekly goals tracked together
  • Month-to-month, cancel any time
Try free for 7 days

Pro

Best suited for regular weekly check in's. We will have focused delivery with weekly sprints.

What's included

  • 4× 1:1 video calls/mo with Ben (60 min)
  • Unlimited chat (<48h response)
  • Hands-on review of your real work
  • Weekly goals tracked together
  • Month-to-month, cancel any time
Try free for 7 days

Ben walks you through the plan that fits your goals once you start. No card required up front – cancel any time during your 7-day trial and pay nothing.

Questions

What you're probably wondering.

Still unsure? Email [email protected] and we'll personally walk you through it.

Your move

Get a mentor in your corner.

Try mentorship with Ben free for 7 days. No credit card required, cancel any time.

Try free for 7 days

7-day free trial · No credit card required · Cancel any time

7 days free · No card required

Start with Ben

Start free