Why Most Mentorship Attempts Fail
Reps DM a respected salesperson on LinkedIn and say "Would you be my mentor?" The answer is almost always no, or it is a yes that leads to one conversation and then silence. Generic ask, generic result. Mentorship that actually moves the needle requires a different approach.
What to Look for in a Mentor
Not every successful salesperson is a good mentor. Look for:
- Someone 2–4 years ahead of you, not 20. They remember what your specific challenges felt like.
- Someone in a role you want, not just someone with an impressive title
- Someone who coaches actively, not just someone who performs. Ask if they currently have other mentees or have coached before.
- Someone at a company whose sales culture you respect
Where to Find Sales Mentors
Within your company: Your manager is an obvious starting point, but also look at top-performing AEs and senior SDRs. Internal mentorship is often more valuable because they know your product, your market, and your manager.
LinkedIn: Search for people with titles like "Sales Manager," "VP of Sales," or "Account Executive" at companies you respect. Filter for mutual connections to get warm introductions.
Communities: Sales Hacker, SDRs of the World (Slack), Revenue Collective, and local sales meetups all connect ambitious reps with experienced sellers.
Content creators: Many sales leaders who post on LinkedIn are open to mentorship conversations. Engage with their content genuinely before making an ask.
How to Make the Ask
Do not ask for a mentor. Ask for a specific conversation:
"I am an SDR at [Company] focused on [market]. I have been following your posts on [specific topic] and would love to get your perspective on [specific challenge] for 20 minutes. Would you be open to a quick call this month?"
Specific challenge. Specific time ask. Respect for their time. This converts far better than a vague mentorship request.
How to Run the Relationship
Once someone agrees to talk, make it easy for them to keep helping you:
- Come prepared with specific questions, not "What advice do you have?"
- Do what they suggest and report back with what happened
- Send a follow-up after every conversation summarizing what you are implementing
- Make it reciprocal where possible: share relevant articles, make introductions, write them a LinkedIn recommendation
Frequency and Format
Monthly is ideal for most mentorship relationships. Bi-weekly is possible if the mentor is internal. More than bi-weekly becomes a burden. Thirty-minute video calls are the sweet spot—long enough to go deep, short enough to respect their time.
The reps who advance fastest are the ones who treat mentorship as seriously as they treat quota.
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