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Nov
11
5
min

Holiday Guide: 7 Easy and Amazing Customer Gifts

It’s customer holiday gift season! What gifts should you give your clients? Here’s a list of 7 ideas and vendors with various price points, lead time, customization, and fanciness.

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It’s customer holiday gift season!

We urgently, I mean, helpfully reminded you last week with a timeline, how-to suggestions, and brainstorming questions!

This week, we cut right to the chase.

What gifts should you give your clients?

Here’s a list of 7 ideas and vendors with various price points, lead time, customization, and fanciness.

All of these I’ve used, received, or had highly recommended from other founders.

Let’s gift to it!

1. Swag Packs from Swag Up

  • I’ve received a Swag Up gift box that was awesome.
  • Several fun items, custom branded, in a great gift box.
  • The founder/swag giver had a good experience too.

Why We Love It:

Swag Up handles manufacturing, packing, shipping, and storing inventory. One-stop shop.

But I love storing and sorting through old swag…said no one ever!

2. Great Wine from Starbright Wine

  • Online wine retailer with highly curated options.
  • Corporate gifting packages (they write the handwritten notes for you!)
  • Local (Atlanta) delivery — arrives on the doorstep of your customer’s home or office.

Why We Love It:

Atlanta-based, woman-owned, and THEY KNOW WINE. Every wine recommendation I’ve had from Starbright has been perfect.

3. Sustainably-Sourced Gift Boxes from Sunroot Gifting Company

  • Curated sustainably-sourced gift boxes.
  • Unique goods sourced from female-owned small businesses.
  • End-to-end services from gift ideation through production and fulfillment.

Why We Love It:

Woman-owned and “they are a DREAM to work with!” from a founder who used the service.

Great value alignment for companies with sustainability or do-good missions. (Um, which is hopefully all of us…)

4. Bulk Swag from Custom Ink

  • T-shirts, mugs, pens, notebooks, whatever bulk item your heart desires.
  • Can handle orders of all sizes including 5 or less.
  • Tons of inventory and options.
  • Test with a small batch first if you have time. (But you probably won’t. LOLZ.)

Why We Love It:

Customer service and experience is incredible. On par with Zappos or Stitch Fix.

Robust product reviews help you decide on items. I’ve been happy with 4.5 stars or higher.

5. Cupcakes from Baked By Melissa  

  • Mini cupcakes in packs of 25, 50, or 100.
  • Delicious, adorable, and easy to ship anywhere in the U.S.
  • Branded corporate gifting options.
  • Vegan, gluten free, nut free options.

Why We Love It:

Great for teams. Send to the executive sponsor who will share with everyone in the office.

Can be sent quickly with minimal lead time. Good for birthdays, thank yous, and other celebratory items too.

6. Reusable Ziplocks from Ziparoos

  • Practical, fun, low cost, frequently used.
  • Think: charging cords, snacks, toiletries, leftovers to freeze.
  • Too many reusable ziplocks? NO SUCH THING.

Why We Love It:

Atlanta-based company that can do branded orders. Every day item that’s not your typical pen or tech t-shirt.

I have a 4 pack at home and would use at least 100 more.

7. Pick-A-Gift from Thnks.com

  • Send something custom to every customer
  • -OR- let them pick their own favorite item from a selection of several things
  • No mailing address needed. Can be sent via email or text.
  • I got a Thnks gift, loved the picking-what-I-want process, and still have the item.

Why We Love It:

High touch and custom. It’s a total flex if you know a customer well enough to send them something unique and personal.

Bonus: use in the sales process or for employee recognition too!

----------------

Have you received or given a customer gift that was amazing? Other great customer gift brands or vendors to share?

November 11, 2022
Nov
4
4
min

Start Planning Customer Holiday Gifts TODAY!

We try not to be alarmist here on the O’Daily. Startup life has enough fire drills without adding to it. But here’s the reality. If you haven’t started planning holiday gifts for customers, you’re behind.

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We try not to be alarmist here on the O’Daily. Startup life has enough fire drills without adding to it.

But here’s the reality.

If you haven’t started planning holiday gifts for customers, you’re behind.

But it’s the first week in November??? How could I be behind???

Yep, it snuck up on me too. It always does.

What I like to do is make an abbreviated plan for this year and then implement the “ideal” plan next year when I’ll have more time and be better prepared.

HAHAHAHAHAHAHA.

I really always think that though.

Luckily, it’s not too late to get a great customer gift plan in place!

Today, we’ll cover timelines, questions to consider, and how-tos of customer gift giving.

Next week, we’ll share suggestions on the type of gifts to give with specific recommendations and unexpected lessons learned from real customer gifts.

Let’s get to it. These gifts aren’t going to plan themselves!

Customer Gift Timeline (Starting Now!)

Let’s work backwards.

Dec 12 - Dec 16: Gifts arrive!

You want gifts to arrive before everyone is out for holiday break. Out of town, out of the office, out of touch. You don’t want your $50 cookie box getting moldy during the 2 week ghost town between Christmas and New Year’s.

Nov 28 - Dec 2: Gifts ship.

Some items take 5-10 days to arrive. Especially for the standard (read: most affordable), non-rush shipping option.

If you’re delivering to an office, there can also be a lag between mailroom arrival and when it gets into the hands of your customer.

Nov 14 - Nov 25: Gift prep. Collect addresses.

Getting branded swag made takes time. So does putting together gift boxes, signing cards, coordinating a team photo, or whatever other prep items you do.

If you’re mailing a physical item, you’ll also need to confirm addresses which is extra fun in this work-from-anywhere world. 😁

Note: Businesses (including yours!) may be closed for 2-3 days over Thanksgiving.

Nov 7 - Nov 11: Finalize gift strategy, budget, and plan.

Things to do next week: gift ideation, research, rough draft customer list, budget, get quotes (total cost + timeline), get final approval, place order.

No big deal though. Just another Tuesday in the fast paced world of startups! 😉

Your Gifting Strategy: Questions To Ask

1. Why?

Take a few moments to identify the purpose of your holiday gift. It will help clarify your target audience, budget, and gift item.

Holiday gifts are an opportunity to:

  • Stay top of mind
  • Show appreciation for customers
  • Highlight your thought leadership
  • Further solidify a contract renewal or upgrade
  • Help close a new deal
  • “Wow” your most loyal, vocal, and effective champions
  • Reinforce your brand promise

2. Who?

Which users or customers should receive a gift? This can get complicated…

Gift recipient considerations:

  • All customers?
  • Largest customers?
  • Reference customers? (Customers who love you and talk you up to others.)
  • Case study customers?
  • One gift for the whole company or gifts for individual users?
  • All users, power users, or the executive sponsors? (Decision makers may not be the main users.)
  • Non-customers to include?
  • Employees
  • Investors
  • Advisors
  • Friends of the company
  • Prospects

#PROTIP

Once you have a “who” plan, circulate a tentative spreadsheet of gift recipients. Other teammates, especially in sales or leadership, may have specific customers to add. Do it upfront to prevent leaving off someone important or not having enough gift supplies!

3. How Much?

What’s your budget for this project?

Take into account:

  • Cost per gift
  • Shipping costs
  • Packaging, gift wrap, notecards, stickers
  • Your “why” and the total number for “who” – are you doing many, smaller gifts or fewer but nicer ones?
  • What your company can afford (duh.)

#PROTIP

Order a few extra of everything. Typos, water spills, last minute additions, package malfunctions, internal requests – wiggle room comes in handy.

4. What?

What kind of gift should it be?

Gift brainstorming:

  • What do your users like and use?
  • Any gift ideas that align to your product or problem you solve?
  • What have you received that you liked, kept, or used frequently?
  • Food? Swag? Both? Neither?
  • Do you have company values or mission to uphold through your gift?
  • Are you including a card?
  • Holiday specific or neutral (to be used again)?
  • Handwritten note? Hand signed?
  • Printed message inside?
  • Company logo/branded or generic?
  • Branded with your logo or company colors?
  • Include company logo stickers? (Tech startup requirement. 😂)

#PROTIP

DIY is less expensive but takes (significantly) more time. There’s no right or wrong but be aware and intentional about the tradeoffs.

5. Where?

Where should this project live? Who handles the execution?

It’s 100% dependent on your company size and structure.

I’ve seen customer gifts handled by:

  • Founder/CEO
  • Virtual assistant
  • Executive/in-person assistant
  • Customer Success
  • Marketing
  • Chief of Staff

Feeling overwhelmed?

Corporate gifting is a $258 billion market for a reason.

A few easy options to get you started:

  • Outsource to a gift company.
  • Do something fully digital like a gift card. No shipping or addresses to collect!
  • Send a fun email.
  • Make it a New Year’s gift.

(^^I have done all of these before. 🤪)

#PROTIP
We’ll have specific gift suggestions next week including some surprising learnings on what customers love. Spoiler Alert: it’s NOT the most expensive gift we sent.

Holiday gifts are a great way to stay in touch with customers and spread goodwill.

Start planning now so you can be thoughtful, thorough, and creative!

Other advice for customer holiday gifts? Any gifts or strategies that worked well?

November 4, 2022
Oct
28
2
min

Why Gratitude Matters at Startups (& What I'm Grateful For This Week)

Gratitude is important to cultivate in our lives and companies. It fosters happiness, clarity, abundance, and resilience. Like attracts like so when you are appreciative and positive, more good things come your way.

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Gratitude is important to cultivate in our lives and companies. It fosters happiness, clarity, abundance, and resilience.

Like attracts like so when you are appreciative and positive, more good things come your way.

(Or you see the good things already there?!?)

Gratitude at Startups

At a startup, each stage is special and hard.

It's easy to focus on what's wrong or look ahead to what's next.

Only to realize afterwards how much fun it was at the previous stage!

(Also true for parenting, sports, learning new things, life in general...)

At startups, a genuine “thank you” can earn more goodwill than all the free snacks or company perks combined.

Gratitude can also be a source of strength through the low lows (that inevitably come with the high highs) of entrepreneurship.

Even on the hardest day, can you be grateful that you control your own destiny, don't work your old corporate job, or are working to make the world better?

How To Be More Grateful

You know you should. But how do you ACTUALLY capture more gratitude and appreciation in the moment?

It's a work in progress, but something that's worked well for me is a daily gratitude habit.

I make a list of 10-20 things that I'm grateful for every day.

I started doing it after taking The Science of Happiness, an amazing online course from Laurie Santos, professor at Yale.

Research shows exercise, sleep, gratitude, and social connection are more important for happiness than money, fame, or promotions.

Even though we think — and act like — it's the opposite…

Some items on my daily list are heartfelt and big. Some are silly and small. Some are things only appreciated when they're missing (health, air conditioning, a good night's sleep!!) so I try to recognize them proactively.

But that's the point, isn't it?

10 Things I'm Grateful For This Week

  1. Spending time with my family. Kids are only little once.💙💙
  2. State parks!
  3. Atlanta Innovation Week. So energizing and fun to see Atlanta collaborating and getting bigger and bigger on the tech scene.
  4. Amazing co-workers that are kind, brilliant, and good at so many things that I'm not.
  5. Gorgeous fall weather.
  6. Heat and air conditioning. I'm less cranky. Possible to visit and live in more places.
  7. A potty-trained 2 year old.
  8. Sharing behind-the-back compliments.🥰
  9. Getting a run in. Bonus: no aches and pains!
  10. Short blog posts.😉

A Multitude of Gratitude

Once I get started, I realize I could go on and on. Husband, parents, neighbors, friends, housing, healthy food, bike paths, comfy shoes, hilarious squirrels, libraries, puzzles, modern medicine, eating outside, paying customers, smart engineers, a mentor to learn from, talented interns, a well-designed product, financial stability, a cup of coffee…to infinity.

What are you grateful for this week, this moment, this year, this life?

October 28, 2022
Oct
21
3
min

2 Great Personality Assessments For Startups

Personality assessments are amazing tools for early stage companies. Whether you’re a team of 5, 50, or 500, understanding who people are, how they work, and what motivates them is invaluable!

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Personality assessments are amazing tools for early stage companies.

Whether you’re a team of 5, 50, or 500, understanding who people are, how they work, and what motivates them is invaluable!

Personality Assessments Will Help You:

  • Increase productivity
  • Improve working relationships (even when they’re already good)
  • Customize managing and coaching approaches
  • Understand different motivations
  • Get people in roles where they’ll thrive
  • Let people do work they love
  • Have more patience and understanding for team members
  • Build camaraderie, trust, and culture

But not all personality assessments are created equal.

Below are my top 2 favorite personality assessments, pros and cons of each, plus a list of other assessment options.

Let the culture, clarity, and collaboration begin!

Assessment #1: Clifton Strengths 2.0

The Gist:

  • 34 different strengths. Take a test to find out your top 5. They highlight what you are good at and what you like doing.
  • Strengths can be as varied as Competition, Strategy, Focus, Maximizer, Woo, Futuristic, and Learner. (with 27 more!)
  • Focus on strengths over weaknesses. Understanding and leveraging strengths makes a great workplace!

Pros:

  • Deep and unique.
  • Incredibly rich and deep in the insights. Much more robust than other personality assessments. It really gives a nuanced understanding of people.
  • People love it!
  • Every company where I’ve done Clifton Strengths, it’s been requested again and again. Teams do it for new hires, they have quarterly or annual sessions, and it becomes a database that is referenced to understand working styles, thinking patterns, and strengths.
  • Tons of research and science behind it.
  • Over 28 million people have taken it
  • Owned by Gallup, a very reputable research company
  • Based on research collected over decades, in its current form since 1999

Cons:

  • Most effective with a facilitator to explain how each person’s strengths work together
  • Assessments are $20-50/person + facilitation = not always within startup budget

P.S. Clay Kirkland is the facilitator I’ve used for 10+ years and he is EXCELLENT!

Assessment #2: Four Tendencies

The Gist:

  • How do you respond to external and internal expectations? This is the question asked by Gretchen Rubin, author and thinker behind Four Tendencies.
  • A fantastic framework to understand what will motivate someone to do something. The crux of business!
  • As an Upholder, I used to get annoyed at “Rebels” (ahem, my husband) or try to force structure on them (it never worked) until I learned about the Four Tendencies. 💡🤯 🙌
  • Cheat sheet ⬇️

Pros:

  • Simple, quick, and powerful
  • Applies to teammates and customers
  • Easy to understand and assess type in others
  • Motivating someone (or myself) to action is the root of company progress
  • Read a book, take a free quiz, and you’re ready to go! Fast and cost effective.

Cons:

  • Quite narrow. It’s focused on expectations and getting things done only. There’s more to humans than our productivity!
  • Relatively new concept so not much supporting research yet.
  • Gretchen is an Upholder so there might be bias toward this type. Every type has pros and cons. *BUT* it seems like there could be better names for Obligers, Questioners, and Rebels. Curious what the Obligers, Questioners, and Rebels think…

Common Personality Assessments

What else is out there? Here are some others that I’ve done or heard recommended.

Other Assessment Options:

COMING SOON

We’ll cover tips and tricks for how to make the process of company-wide assessments work well. Helpful, not (too) cheesy, with strong internal adoption!

Have you used personality assessments with your team? How did it go? Any tips or favorites to share?

October 21, 2022
Oct
14
4
min

3 Fundraising Secrets From a VC

I recently did a presentation on “Understanding Venture Capital” for this year’s Main Street Entrepreneurship Seed Fund cohort out of Georgia State University. I shared #protips on fundraising — lesser known tips and strategies for success when you’re going out to meet VCs and raise money. Here are 3 keys to fundraising that every entrepreneur should know!

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I recently did a presentation on “Understanding Venture Capital” for this year’s Main Street Entrepreneurship Seed Fund cohort out of Georgia State University.

I shared #protips on fundraising — lesser known tips and strategies for success when you’re going out to meet VCs and raise money.

Here are 3 keys to fundraising that every entrepreneur should know!

3 Secret Tips About Successful Fundraising

1. Get An Entrepreneur Intro

Investors love intros from other entrepreneurs, especially those in their portfolio.

🤔 Why?

  • Entrepreneurs have an eye for founder talent. They know what it takes.  
  • Mutual respect and busyness. If they make the time to meet someone and intro them, it’s going to be legit.
  • No financial incentive for an entrepreneur to make an intro.

Service providers— lawyers, accountants or consultants—may have a great intro, but they also have a clear economic interest in seeing a company raise money.

An entrepreneur intro-ed from a service provider may have a slightly higher bar to traverse into trust.

Exception: a long history of partnership with that service provider.  

What about intros from other investors?

Depending on the investor and the relationship, this could work.

There has to be a clear reason why someone passed on the investment themselves.

If a firm only invests in software, and you’re a medical device, it’s pretty clearly not a fit. If you’re deep tech and they’re consumer products, it makes sense why the investor passed.

But know – in the back of every investor’s head is — “The Exception.”

If an opportunity is amazing enough, investors expect other investors to make an exception.

*EXCEPTION* EXAMPLE

Benchmark and WeWork. Benchmark didn’t do real estate. Until WeWork. Because Adam Neumann and his vision were so compelling, they made an exception.

Despite WeWork’s fall from grace, Benchmark made a 40x return. Exception validated ✅

Best way to get an intro to a VC in order of priority:

  1. Warm intro from entrepreneur
  2. Warm intro from service provider or investor in unrelated space
  3. Warm intro from anyone
  4. Meet at an event
  5. Cold outreach
  6. Do nothing (Worst way to get an intro! 🤪)

2. Pitch Your “Worst First”

It seems counterintuitive.

Pitch the investors or firms you’re least excited about FIRST.

Save the ones that seem awesome or seem like a great fit for last.

🤔 Why?

  • Work out the kinks when the stakes are lower.
  • Get a feel for common objections and see what responses resonate.
  • Learn what’s confusing in your pitch and fix it.
  • Move away from memorization to deliver your pitch naturally and smoothly.

You’ll be more cohesive, polished, confident, and prepared.

THAT’S what you want to show your preferred investors.

This comes from the Salesloft playbook. They raised $245M from top tier investors using the reverse order strategy.

There’s a reason the championship game is played at the end of the season. Save the best for last.

3. Practice, Practice, Practice. Especially Q&A.

A well-rehearsed pitch is noticeably better. Practice lots. Like, hundreds of times.

(This is why you save the best investors for last!!! See #2)

To stand out even further, be excellent during question and answer time. This is what separates good from great.

How you answer investor questions can make or break your fundraise.

Check out —> this research to nail your objection handling.

If you do it right, you’ll raise 14x more money than your peers.

This raises the question…

How to practice?

PRACTICE TIP #1

Pitch meetings are like job interviews. You’ll get asked the same 20 questions over and over. (“Common investor questions” feels like a future post…) Different questions, same playbook.

ACTION: Make a list of likely questions. Plan your answers. Practice them aloud. Have a founder friend poke holes. Remember: promotion not prevention.

PRACTICE TIP #2
Go to Pitch Practice! It’s weekly. It’s free. It’s led by the awesome Jacey Cadet, VP of Marketing and Community at Atlanta Ventures. She’s fun, she’s brilliant, she creates a welcoming, safe, and entertaining environment to learn and practice.

Getting in front of someone in the industry for advice without burning an investor meeting is rare and game-changing. She’ll help your pitch and prepare you for typical investor questions.

ACTION: Sign up for Pitch Practice at the Atlanta Tech Village. Fridays at 1pm.

What other fundraising tips do you have? What is “common knowledge” in the VC world that founders may not know?

October 14, 2022
Oct
7
3
min

6 Tips For Startups When Selling To Big Companies

I sold to and managed relationships with enterprise customers at multiple companies. Every company was unique but certain patterns came up regularly.Here are 6 key strategies if you’re a startup selling to big companies!

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It’s a great startup strategy to hunt deer. (See this classic Mark Suster blog about rabbits, deer, and elephants.)

Deer are SMB companies who can buy your software for ~$1,000/mo. They put on a credit card with no legal, no contract negotiation, and no collections.

It’s predictable cash every month with a short sales cycle.

Of course, elephants, I mean, large companies have problems too.

And they have a lot of money to spend on solutions…as long as they don’t trample you in the process!

I sold to and managed relationships with enterprise customers at multiple companies. Every company was unique but certain patterns came up regularly.

Here are 6 key strategies if you’re a startup selling to big companies!

6 Tips When Selling To Big Companies

1. Charge Enterprise Prices

IBM expects to pay $1 million dollars for your software. I don’t even know what your software is but IBM expects to pay that much.

If enterprise companies are your target market, make sure you charge enterprise prices!

2. Expect a Procurement Haircut

All contracts with big companies go through Procurement. Procurement’s job is to save the company money. Procurement’s success is measured by how much they negotiate down a price.

Expect a 20% haircut from Procurement and factor that into your (already high because it’s enterprise - see #1) pricing.

3. Include Implementation Services

Large companies expect to pay for software implementations.

They know they are high maintenance! #sorrynotsorry

Here’s what it will include:

  • Hundreds or thousands of people, systems, and tools to account for
  • Custom use cases
  • Extra security
  • Hand holding
  • Undoing. Redoing.
  • A product tweak or two.
  • Lots of meetings
  • Lots of trainings

It will take more time and people than you think. Plan ahead to cover your costs and provide a great experience.

4. Plan for Legal Fees

If you do a big contract with a big company, lawyers will be involved.

Lawyers want to add value. They do this by redline-ing the crap out of the boilerplate contract and terms of service you copied from the internet.

You’ll want to make sure there’s no Goliath-vs-David funny business so you’ll get a lawyer too.

ICYMI: Lawyers are not cheap.

5. Set Up Support Ground Rules

Every large company will ask for 24/7 support. This usually gets resolved amicably.

YOU: We offer support from 9a-6p Mon-Fri.
BIG COMPANY: Okay, fine.

Sometimes they really do need more support coverage. They should pay for that. (Theme of the blog . . .)

Once you price it out for them, they may realize that standard support hours are fine. Staffing for 24/7 support is expensive!

It’s also helpful to discuss who has access to support. Does every user have access or do they need to go through designated power users on their side before it gets escalated to your team?

Clarify upfront to prevent confusion, frustration, or excessive support tickets later.

6. Offer a Monthly Credit Card Option

Do Tips #1-5 make enterprise sound like a major headache? Are you throughly discouraged?? Fear not, my friends. There’s a less painful option at your finger tips.

Offer a month-to-month option that can be billed via credit card.

Most department heads can put a certain amount of spending on a credit card, no questions asked. At the very least, no lawyers or procurement asked. 😉

This strategy worked great at Rigor. A department within a Fortune500 company would sign on, paying monthly via credit card. Once we had internal traction and proven ROI, we’d start discussing a larger annual contract. Navigating the corporate approvals and negotiations went much faster. We also got fewer questions and concerns about our startup status.

Large companies can be amazing partners, fantastic marquee customers, and a huge revenue boost.

When startups move upmarket and start selling to larger customers, you’ll often hear:

It’s the same product with a different sales process.

Be prepared. Understand typical big company process and dynamics so you can align accordingly.

What tips do you have for selling to enterprise companies? What do you wish you would have known? Any strategies that have worked well for you?

October 7, 2022
Sep
30
3
min

6 Keys To Making Your First Sales Hire

Getting your first sales hire right is incredibly important. A mistake can set you back months and be costly. What should you look for? What are red flags? What makes sense in the early stages? How do you know if they’ll be successful? Here are 6 qualities to look for in your first sales hire.

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Getting your first sales hire right is incredibly important. A mistake can set you back months and be costly.

What should you look for? What are red flags? What makes sense in the early stages? How do you know if they’ll be successful?

Here are 6 qualities to look for in your first sales hire.

6 Must Have Qualities For Sales Rep #1

1. Previous sales experience

Did they sell Cutco knives in high school? Advertising for the school newspaper? Look for a pattern of sales skills and find out the details of how much they sold, what they learned, and what they liked about it.

#PROTIP
Software or tech sales not required. The best sales reps I know sold copiers and Cutco knives before they started at software companies. It’s easier to train software skills than sales instincts.

2. Moved up quickly

Did they receive promotions within previous roles? Did they move up quickly? You don't get promoted from Sales Development Rep to Account Executive because you suck at sales 😉

Same is true from moving from restaurant host to server to manager. It shows leadership skills and good work ethic.

#PROTIP
This works for other roles too! Look for a fast career trajectory especially within one company. Job hopping (1 year or less at several companies) is a red flag, especially in sales!

3. Creative problem solver

As an early stage company, there’s no playbook. The first sales rep will be figuring out who to call, what talking points are most compelling, and how to find target companies. Look for someone who likes to blaze their own trail and is comfortable with ambiguity. Avoid someone who wants training or lots of guidance.

#PROTIP
Ask about the most challenging thing they’ve taught themselves or the most creative way they’ve gotten past a “gatekeeper.”

4. Hunter not farmer

Hunters find new companies. Farmers find new business within existing customers. It’s a totally different mindset and skill set. Look for a hunter.

#PROTIP
Hunters like to handoff the customer relationship after closing the deal. They will usually be transparent that they like to win and make money. Farmers tend to emphasize their love of customer relationships.

5. Makes the ask

A great salesperson is not afraid to make the ask. They will be securing a meeting with the CEO of a F500, asking for next steps, and negotiating the job offer.

#PROTIP
Employees who make asks and push boundaries can be a challenge to manage. But it’s what makes them great at selling! Two sides of the same coin.

6. Hungry

Hunger beats experience in early stage startups. Someone smart, scrappy, and eager to work their ass off will be more affordable, more flexible, and, in my experience, more successful overall. The experienced sales person will want a high base salary and expect lots of resources (marketing materials, warm leads, sales engineers, demo accounts). Eventually, you’ll be big enough to hire the experienced sales pro but early on, it will be expensive and high risk.

#PROTIP
Your first sales comp packages should be low base salaries with high commissions and market rate on-target earnings (OTE). It rewards performance, aligns employee and company incentives (aka signing up paying customers), and keeps burn low. The market rate OTE attracts good candidates.

It may take a while to find a great first sales hire. It’s worth the wait!

If you can afford it, hiring a few sales people at a time can also be a great way to expedite learnings, create friendly competition, and see who rises to the top so you can recreate that.

What qualities do you look for in early sales hires? What skills or backgrounds lead to great first sales people?

September 30, 2022
Sep
23
2
min

Prioritize Yourself Out Of Chaos With A Simple Spreadsheet...Here's How

Overwhelmed by startup life? See problems everywhere but aren’t sure where to start? Have 100 ideas but no bandwidth to implement them? There’s an easy way to bring clarity, focus, and calm to your brain and to-do list.

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Overwhelmed by startup life?

See problems everywhere but aren’t sure where to start?

Have 100 ideas but no bandwidth to implement them?

There’s an easy way to bring clarity, focus, and calm to your brain and to-do list.

I’ve used it with CEOs, teams, individuals, and on myself!

It works for startups, corporations, and personal lives.

Behold the magic of a Priority Spreadsheet…

Block off 20 minutes, use THIS TEMPLATE, and follow the 6 steps below.

Clarity is yours, my friend.

6 Steps To Take You From Chaos To Calm

1. Make a list of all-the-things!

  • Projects
  • Ideas
  • Anything taking up headspace or stressing you out

#PROTIP
Bucket items into categories like Sales, Marketing, Product for more structure.

2. Identify the likely outcome.

  • What’s the goal of each project or idea?
  • What’s the expected ROI?

#PROTIP: Use dollars, numbers, or percentages. Getting specific and quantitative will clarify your hypothesis. Evaluate results later from this baseline.

3. Estimate hours and budget.

  • Is it 3, 30, or 300 hours?
  • How much $ will it take?
  • Ballpark or ranges are fine.

#PROTIP
Double your times and dollars. As we talked about with
calendar blocks, we are way too optimistic. 🤪

4. Think about execution.

#PROTIP
Conserving cash? Propose a barter of your expertise for someone else’s.

5. Prioritize.

  • Think about your big picture goals.
  • Mark items as High, Medium, Low. (Optional: Not Now, Never)
  • Stack rank from most important to least. Keep in mind impact and effort.
  • Reminder: if everything is a priority, nothing is!!  

#PROTIP
Eisenhower Matrix is a great prioritization framework. Read more
here.

6. Get started!

  • Take action starting at the top.
  • Sleep better at night.
  • Take over the world!

#PROTIP
Turn this into a project management tool. Add a “Status” column and set up a weekly meeting or Slack check-in to review progress.

Harnessing Your Superpower

Being a creative, problem-solving entrepreneur is a great thing!

Being overwhelmed or distracted by too many ideas or projects can hinder your greatness.

Finding a simple way to channel your mega brain into prioritized actions will serve you now and for years to come.

Clarity and focus is just a spreadsheet away. 🚀

What strategies work for you to manage lots of ideas? How do you prioritize when you have too much to do?

September 23, 2022
Sep
16
2
min

ICYMI: Customer Success Blueprint for 1, 10 & 100 Customers

Last week I had a blast talking to founders and customer success leaders at an Atlanta Tech Village workshop. The topic? Customer success at startups, of course!

Read More

Last week I had a blast talking to founders and customer success leaders at an Atlanta Tech Village workshop.

The topic?

Customer success at startups, of course!

Want to get in on the fun? Here is the FULL SLIDE DECK with a bulleted summary below.

Not included: cheesy jokes and outstanding audience questions!

Your Customer Success Blueprint

At 1 Customer…

What Is Your Customer’s North Star?

  • Seek a deep understanding of your customer’s pain, motivation, and what they get measured on.
  • Build your product around this! (Duh. 😂)

What Customer Experience Will You Deliver?

  • Start thinking about this now!
  • Consider customer preferences, market standards, and competitive advantages.

Tools For Growth

At 10 Customers…

Your First Customer Success Hire

Tools For Growth

  • Playbooks (TEMPLATE)
  • Simple is great.
  • Internal playbooks become customer resources and training tools.
  • Slack channel for each customer
  • Customer Service 101 Training Deck (TEMPLATE)
  • Talk to your customers!!!

At 100 Customers…

Team Specialization

  • Generalists become Support, Implementation, Account Management, and more.

Upgrades and Renewals - Sales or Customer Success?

  • A timeless quandary worthy of its own post. 😉

Core Values

  • Define them now if you haven’t already.
  • Hire well, stay aligned, make decisions quickly, and deliver a consistent customer experience!

Tools For Growth

  • CRM
  • Help Desk/Support Ticketing
  • Bonus
  • Knowledge Base or Wiki
  • Idea Exchange for Product Suggestions
  • TALK TO CUSTOMERS!!! (Are you noticing a trend? 😁😁😁)

What tools, strategies, or systems work well for early customers? Any early stage customer challenges The O’Daily should cover?

Want More?

September 16, 2022
Sep
9
3
min

3 Strategies To Analyze Your Pricing Effectiveness

Apparently when you get an MBA in pricing strategy and then do pricing strategy all day every day for multiple products, you know a thing or two. The final product was great, of course. But seeing their process was eye-opening too. Here’s how the pricing gurus at the world’s largest SaaS company conduct pricing research. (And how you can apply these techniques at your startup today!)

Read More

When Pardot was acquired by Salesforce, we worked with Salesforce’s pricing strategy department to update our packages.

These folks knew their shit!

We were doing pretty well considering pricing wasn’t our day job. We had a strong foundation and we evolved our packages based on learnings and market shifts.

But nothing beats learning from experts.

Apparently when you get an MBA in pricing strategy and then do pricing strategy all day every day for multiple products, you know a thing or two.

The final product was great, of course. But seeing their process was eye-opening too.

Here’s how the pricing gurus at the world’s largest SaaS company conduct pricing research. (And how you can apply these techniques at your startup today!)

3 Research Steps of the Pricing Pros

1. Analyze customer usage.

We gave the pricing strategy team a huge download of data:

  • What components and features were allowed in each package
  • What components customers were actually using (and how much)
  • How many of each type of user
  • Price for that usage (we had a mix of legacy pricing plans)

They did fancy spreadsheet things to learn:

  • What things did customers use the most
  • What things did customers not use
  • When did people most often hit their usage limits
  • Possible “breakpoints” for future packaging

Sounds obvious in hindsight but with a small team of generalists (early stage startups don’t hire pricing strategists 😂), we were usually putting out fires or working off of good instincts.

Startup Tip: Thinking about a pricing revamp? Take a look at current customer usage data to spot trends and insights. Keep it lightweight or partner with a local MBA class that looks for “real” business projects to work on.

Bonus: Analyzing customer usage data can also provide roadmap guidance. What should you invest in? What should you end-of-life because no one uses? What could be a good path to upsells?

2. Talk to customers. Talk to sales and customer success.

In addition to the data, the pricing strategy team gathered anecdotal info on:

  • What customers valued in the sales process
  • What customers valued when they used the product

This was particularly important because at this point, we didn’t have much feature differentiation between packages. We had 3 pricing tiers (mostly) based on usage amounts.

We needed info on what features could incentivize an upgrade.  

Startup Tip: Gather info from the front lines especially if there are gaps in data. Pricing models include qualitative and quantitative input. Listen for what functionality is most valuable, not just “how much” something is being used.

3. Look at competitor offerings.

Stalking, I mean, researching competitors is an area where we aligned with the top pricing strategists 😁

  • The sales team knew competitor pricing inside and out, including what features or pricing could put a deal at risk.
  • We had recorded lost deal data for years to track which competitors we lost to and why. (Shout out Derek Grant, VP Sales & SaaS scaling pro!)

The pricing gurus collected this info, looked at it holistically, and used it to determine a competitive updated offering.

Startup Tip: Add two “Lost Deal” fields to your CRM - “Reason for Loss” and “Vendor Selected.” Same for customer attrition. It’s a light lift but invaluable data.

Skip the MBA and F500 acquisition. The O’Daily is here to cherry pick the low hanging pricing strategy fruit for you. 😉

These are relatively simple tactics that can provide big value today and long term.

Curious about the output of this research? Here’s the learnings from the final product.

What other research has honed your pricing strategy? Have you borrowed any big company strategies and applied them to your startup pricing?

September 9, 2022
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