Traveling with Your Boss

Traveling for work can feel like a little reward for all the hours you spend in the office. You get to see a new city, try new food, meet new people and you don’t even have to make your own breakfast in the morning. But there’s one person that can transform your little escape from the day-to-day into a stressful display of your competence. These tips will allow you to take the reins and get that laidback getaway you wanted even when your boss tags along.

1. Set a schedule

Having a shared itinerary makes sure that you get your planned escapes. Plus, you look like a real go-getter!

2. Break the ice right away

Start the trip with a feeling of positivity. When you meet up, smile and make small talk right away. It doesn’t have to be much, but an awkward start can loom over a trip if you aren’t careful.

3. Celebrate success

Did you make the sale? Take this chance to emphasize your value and commitment to success with a small celebration. Just meeting at the hotel lounge for a drink could be enough.

4. Upgrade their room

It’s a small gesture and with Best Western Rewards, elite members get automatically upgraded to the best available room. Don’t brag, but make sure that your boss knows that they got an upgrade.

5. Plan to meet a friend in the evening

This is a great trick if you have a clingy boss. Plan to meet a local friend during one of the evenings. Having a personal appointment will give you separation time from your boss.

6. Keep your outfit mostly work-appropriate

You don’t have to stay completely buttoned up all day. But if you’re meeting up for drinks, don’t wear your sweats.

7. Talk about things other than work

This is a prime opportunity to strengthen a real relationship with your boss. Ask about the positive things happening in their life. Be willing to share with them too. Try to avoid heavy topics right away.

8. Be the first to breakfast in the morning

Sometimes it’s the little things that impress the most. Being dressed and ready to go early is a great way to start your day together. Bonus points: be reviewing notes for the day as they show up at the table.

9. Book both rooms with Best Western Rewards

Book both your rooms with Best Western Rewards. Each room will earn points that can be redeemed for free night, gift cards and a lot more. It’s like getting a bonus every time you stay.

10. Welcome to the “inner circle”

You and your boss just shared an experience together. You were able to show off your talents and you even got to relax a bit. These sorts of trips will keep you at the top of the list for promotions and big projects in the future.

Traveling with your boss can feel daunting, but when you plan ahead, that trip can be fun, relaxing and a step towards your next big promotion. Use Best Western Rewards to seal the deal. Get 10 percent or more off when you book and earn points that can be redeemed for free nights, travel vouchers, gift cards and more. What tips do you have for traveling with bosses?