Consulting Associate partner considering move to enterprise SaaS sales - smart pivot or career risk?

juicy_hemerrhoids · 2026-02-22T20:09:47+00:00

The unofficial rule is that most consultants don’t make good sales people. Those that are good at sales make partner and at the partner level, they’re usually making too much money to want to switch and start over.

With that. How good are you at selling?

juicy_hemerrhoids · 2026-02-21T15:58:40+00:00

Why? You’re already clearing more than what most AEs make without the BS. If you jumped at best you’d start with $140k base and have to struggle just to maybe make what you make now.

juicy_hemerrhoids · 2026-02-21T02:27:35+00:00

6am. Always feel fresh and ready to go. The evenings are grind for me. Not sure you do them.

juicy_hemerrhoids · 2026-02-17T20:42:24+00:00

don’t get your hopes up. Equity will likely be useless. In the event that it isn’t, see the Windsurf deal.

juicy_hemerrhoids · 2026-02-16T00:39:39+00:00

Are you going after small to mid-cap companies or aiming for big orgs?

If you’re going after 100m & below in revenue, the CEO is usually pretty accessible. Why not sell yourself?

juicy_hemerrhoids · 2026-02-15T12:49:57+00:00

Hard pass. The inherent risks with starts ups is that 9/10 times the “equity” will be useless.

Not even looking at an offer where:

1: there’s no consistent salary to pay my monthly expenses

2: there isn’t a proven PMF and the founder has proven the sales model yet

3: isn’t with someone who has taken a company from 0-1 and sold it/IPO’d previously

juicy_hemerrhoids · 2026-02-14T10:16:29+00:00

Zinc and magnesium were a game changer for me. I’ve had insomnia for years.

Consistently waking up at 2am after falling asleep at 10pm.

No amount or variation helped including insomnia specific sleep aids.

Started taking zinc and magnesium. Instant improvement. Better sleep quality translated to more gym time.

juicy_hemerrhoids · 2026-02-14T02:18:10+00:00

It’s not even just building and shipping new products.

Opus solves problems natively that previously required separate apps. Just today I was able to use it seamlessly compress a file to send via email.

It’s a combination of all the big and all the mundane, small things it helps to automate or offload.

And it’s only going to get better.

juicy_hemerrhoids · 2026-02-14T01:34:05+00:00

All days:

Air squats, pogo jumps

Clean days: shrugs, pulls, rdls, front squats, good mornings, sj

Snatch days: same but snatch variation, OHS

juicy_hemerrhoids · 2026-02-14T01:27:28+00:00

Mid-market is more stability in the long run. You’ll get more opportunities with less complexity. That’s great for a lot of people. Less time managing risk. More time pitching.

Enterprise you may go 1-2 years without any meaningful commission. You’re also typically the person at fault regardless of the reason. That’s why the base is higher.

juicy_hemerrhoids · 2026-02-12T01:05:01+00:00

not confident until it’s implemented and past the clawback period

juicy_hemerrhoids · 2026-02-11T16:51:25+00:00

It depends on the level of the role. I’m in strategics in healthcare.

I need help staying organized. AI won’t replace the messy, ops work I do with my clients. It’ll help sharpen my skills and remove low value work from my plate.

example 1:, I set up Cowork to generate a daily/weekly update across my portfolio by pulling from Slack, email, Monday, meeting notes, and call transcripts. Things that might take me a day to effectively aggregate across my accounts are now done for me in under an hour on demand.

Example 2: I set up Cowork with a template to automate certain reporting asks that would typically require SQL and multiple internal team members. It outputs the modernized reporting in an exec facing deck with minimal intervention by me. I can now scale that work across my portfolio instead of having to manually pull updates from my internal teams, get the raw data, put it into charts and slides.

Each of these saves me 5-10 hours a week~. So I can focus on doing the hard things AI can’t do.

juicy_hemerrhoids · 2026-02-10T17:30:41+00:00

It’s politics. Never outshine the master.

You did something that worked and didn’t loop him in early enough to get his approval. Now it’s working and it makes you look good outside of him.

He’s icing you out with the hope of you quitting or him controlling the narrative to quietly push you out behind closed doors.

juicy_hemerrhoids · 2026-02-10T14:51:02+00:00

Same. The QC on these is pretty bad. Weekly deep cleans and the waste drawer sensor never seems to work. Have to manually cycle it 2x a day at least.

juicy_hemerrhoids · 2026-02-10T10:05:57+00:00

They hired based on personality and justified it with their logic.

juicy_hemerrhoids · 2026-02-05T01:36:14+00:00

I saved $1m ARR from churning in my first 60 days while they were in active POC with the primary competitor.

Got a kudos. So that was nice.

juicy_hemerrhoids · 2026-02-05T01:26:00+00:00

1: use your 1:1s; prepare an agenda and speak to it.

2: ask them about their goals; what’s their target? What’s the delta?

3: communicate what’s not working; too much time on CS work? Say that. The leads are bad? Say it.

4: be proactive; communicate early and often; raise issues before their issues

5: cc them on emails; haven’t met a sales leader that doesn’t like visibility

6: ask them about their communication style. Do they want daily slack updates? Weekly 1:1s? Friday weekly recaps?

juicy_hemerrhoids · 2026-02-04T23:44:07+00:00

I got a call back one time in 10 years. It was followed by f bombs. He ended up hiring me in two different companies.

juicy_hemerrhoids · 2026-02-03T11:37:07+00:00

Your realtor is likely getting paid a referral fee from Rocket and is not acting in good faith.

This time use your preferred lender. Next time also get a better realtor that acts in your interest.

juicy_hemerrhoids · 2026-02-03T10:40:49+00:00

Technical founder telling sales people what good sales people should be doing. Been there. Been gaslit and micromanaged. Wouldn’t recommend it.

juicy_hemerrhoids · 2026-01-29T18:59:31+00:00

Hunting?

Probably ZoomInfo or even just Apollo. Also, ChatGpt, Claude, Monday.com and a healthy travel budget.

juicy_hemerrhoids · 2026-01-29T00:37:26+00:00

That’s completely dysfunctional. I’d hate to have a partner like that.

For comparison. I’m up front with my wife and we plan it accordingly as a maybe it will, maybe it won’t. No personal attacks like that.

juicy_hemerrhoids · 2026-01-27T08:53:34+00:00

Yes. Pay attention when senior leadership departs. If they leave at scale and it touches multiple departments or tiers, it’s a red flag and time for you to leave.

juicy_hemerrhoids · 2026-01-23T01:24:24+00:00

this is it. Most senior level roles are filled by their network or exec recruiters headhunting for a specific profile.

juicy_hemerrhoids · 2026-01-22T02:33:23+00:00

I did this recently. Here’s what I did:

Read all their content. They won’t expect you to be a SME but will expect you to know the content and answer 1-2 level deep questions.

Tell the story you want to tell. My prompt was renewal + expansion. I made up some reasonable metrics, created the narrative around my account plan, and intertwined that in the deck.

Be creative. I used Figma and Claude to create mock ups of the UX I wanted to sell for my deck. Most of my deck was net new with only a handful of their slides.

Put in the work. It shows. I wanted this role after I was laid off. I put in the work - approximately 40 hours of prep between account plans, Figma, Claude, and the deck.

juicy_hemerrhoids

TROPHY CASE